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Holiday Rentals in Winter Park

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    Travellers to Winter Park are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 386 Rentals in Winter Park
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    Ski In/Out Resort Village #4283 - Free Activities/No Deposit/Resort Discounts1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #3324 - Free Activities/No Deposit/Resort Discounts1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Ski In/Out Resort Village #3302 - Free Activities/No Deposit/Resort Discounts1 / 24
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #4474 - Free Activities/No Deposit/Resort Discounts1 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We have had a lovely stay in this lovely 2bedroom with patron condo. Would definitely return and might have to permanently move here!
    Reviewed 12 February 2017
    Location was great, unit was very clean. We used the pay garage underneath the building, which I would recommend since there is not a load/unload area otherwise. The unit has...
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Remodeled Winter Park Condo - Sleeps 61 / 22
    (82)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Balcony
    • Terrace
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    The condo was perfect for our stay in WinterPark. The condo was spotlessly clean. The sofas were so welcoming and comfortable it was hard to make the move to go to bed which was...
    Reviewed 8 February 2017
    Took my kids to Winter Park for a weekend getaway in order to enjoy the mtns, play in the snow, and connect with my family--and this place was perfect. The condo was in a...
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    About this property
    Rent this remodeled two-bedroom two-bath condo on the upper west side of the Town of Winter Park for just $159 Fri/Sat night or $119/night other nights during the ski season (it's a bit more during Spring Break and a lot less before Dec. 10th)! Minimum of 3 nights & significant discount for stays...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In/Out Resort Village #4546 - Free Activities/No Deposit/Resort Discounts1 / 24
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    This was a nice condo at a nice price in an excellent location! The best spot we've stayed so far in Winter Park.
    Reviewed 22 March 2017
    We have visited Winter Park many times. This was our first time lodging at the base. It was great and worth the price. The Founders Pointe condo was great. The hot tub was...
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In/Out Resort Village #3133 - Free Activities/No Deposit/Resort Discounts1 / 24
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Shared Indoor Pool
    • Mountain Views
    • Satellite TV
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We loved our stay in this unit with our dog, and found this area to be very pet friendly. I appreciated Logan's great communication leading up to our stay. The condo was very...
    Reviewed 24 April 2017
    The unit was very clean and accessible. The unit is conveniently located on the first floor. It's furnished with the basics, the decor is simple but tasteful. We would highly...
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3129 - Free Activities/No Deposit/Resort Discounts1 / 24
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    Stayed 5 days for a ski vacation. Condo was clean and comfortable plus really close to lifts. Reasonable price too.
    Reviewed 20 March 2017
    The condo is on the first floor of the building with easy access to the parking garage and ski locker and front of the condo. It was clean and well equipped. Would stay here...
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4475 - Free Activities/No Deposit/Resort Discounts1 / 24
    (35)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    The apartment is located on the 4 floor, overlooking the winter park village and slopes, 5 min walk to the lift, the balcony is bigger than others, looking forward coming back...
    Reviewed 2 April 2017
    Clean condo in a great location. Stocked with everything we needed. Spacious, nice linens, comfortable beds. Look forward to coming back.
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4370 - Free Activities/No Deposit/Resort Discounts1 / 24
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Shared Indoor Pool
    • Wi-Fi
    • Satellite TV
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2017
    Mud season was just the right time for two people who don't ski. We love nature and enjoyed hiking on the trails even with the mud.
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Cozy, Family-Friendly, End Unit1 / 17
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2017
    My family and I had a great vacation and the condo was a perfect place to rest after a long day of skiing. Literally right next to the amazing rec center with three hot tubs...
    Reviewed 21 September 2016
    We enjoyed our weekend in Winter Park w/ our 5 & 2 year old girls. The place is well furnished and comfortable, and our girls loved the brand new adjacent rec center with...
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    About this property
    2 bedroom, 1.25 bathroom, quiet, top floor end unit. Great for families looking for affordability and easy access to amenities. Front-loading washer and dryer in unit. Next to clubhouse with pool, hot tubs and a rec center. Sledding hill, playground, restaurants and bakery all within walking...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Winter Park Place #16! Beautiful, elegant 2br/2bth1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Patio
    • Washer
    • Central Heating
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
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    About this property
    This is a super cozy and elegant 2 bedroom/2 bathroom, over 1200 square foot condo with everything you need right at your finger tips, conveniently located 1/3 of a mile from Winter Park Resort. The living room is a place where you can relax and "melt," with a warm fireplace, open kitchen, dining...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Ski In/Out In Resort Base Village #3419 - Great Views/Hot Tub/Garage/WiFi1 / 22
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    This was a great condo for two couples. We were so close to the Winter park base. They have a great hot tub, also. Will definitely stay here again when coming to Winter Park.
    Reviewed 11 March 2017
    Our stay was great!! The hot tub was good and HOT!! Couldn't be happier!! Will stay there again without a doubt !!
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3BR Winter Park House w/Front Porch & Hot Tub1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Mountain Views
    • DVD Player
    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2017
    We had a wonderful time staying here! The house is even more impressive in person. We enjoyed having the garage to keep our car warm and out of the snowfall. The master suite...
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    About this property
    Gather your loved ones for the ultimate getaway to Winter Park, Colorado when you book this 3-bedroom, 3-bathroom vacation rental house, which sleeps 8. With gorgeous mountain views right from the spacious front porch and various hiking and biking trails throughout the neighborhood, this house...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slopeside ski in newly Remodeled townhouse, Private Hot Tub Newly renovated, 0.3 miles from base, slope views from deck, 3 bed/3 bath, PRIVATE Hot Tub! Private Hot Tub 3 Bed / 3 Bath 3 Showers / 2 Bath Tubs Laundry Room Full Kitchen with Granite Counter Tops Wine Fridge Private Deck Weber Gas...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mountain Cottage1 / 7
    (9)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    What a wonderful little cabin! Truly a block from the center of town. Everything we needed was in the cabin, really perfect for the two of us. We only had two problems staying...
    Reviewed 28 December 2015
    Just what you need for a weekend of skiing and exploring the town. Right on the shuttle route with access to all the town has to offer, this is the place to get. Cozy and...
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    About this property
    We only need three words to describe our small, but perfect retreat… 1. LOCATION! 2. LOCATION! 3. LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing, the town of Winter Park centers around a fun...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Special Rates for Springtime!1 / 18
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Sauna
    • Central Heating
    • Shared Indoor Pool
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2017
    We have stayed at Beaver Village Condominiums three times now, and our family loves it. It's a great location being so close to the slopes. This unit has been the nicest one...
    Reviewed 25 July 2016
    I have stayed in Winter Park for years, and this was probably the best place so far! The condo was clean, very well furnished with nice, new furniture and appliances. The...
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    About this property
    Hideaway is an updated, quiet 2 bedroom, 2 bathroom condo in an ideal location. Relax in front of the natural gas fire and create memories around a beautiful log table. The living area has lots of natural light and the tall pines help create that cozy mountain feel. Admire views of Winter Park...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In/Out Resort Village #4646 - Free Activities/No Deposit/Resort Discounts1 / 24
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Mountain Views
    • Housekeeping Included
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The location of the condo was amazing, beautiful view of the mountains, short walk to the base of the mountain and restaurants. We will visit again. Clean and comfortable room.
    Reviewed 24 April 2017
    We stayed in this condo with our infant and dog to celebrate my husband's birthday at Winter Park. The condo was within walking distance to the lifts. The luggage carts near...
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Winter Park 4BR w/Hot Tub On Free Shuttle Route1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Patio
    • Satellite TV
    • Parking
    • Washer
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    Booked this cabin for a week of skiing at Winter Park Resort. It was close to the slopes and close to town so the location is perfect. Inside it is decorated very nicely with...
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    About this property
    Welcome to Alpine Hollow! Experience the Colorado Rocky Mountains like never before from this warm and inviting home, well-situated for the many year-round activities Winter Park has to offer! With 4 bedrooms, 3 bathrooms, and 2 living areas spread over 3 levels, it comfortably accommodates up to...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beautiful! Hardwood floors throughout and upscale furnishings provide a sumptuous environment for your get-a-way! The gourmet kitchen has tile counter tops and new appliances, allowing you to whip up...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 bedroom mountain home in Winter Park Colorado1 / 19
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2016
    House was great! Hot tub was awesome. Located a block off main street and Cooper Square. House had every amenity we could have needed down to a fully stocked spice cabinet...
    Reviewed 18 March 2015
    We stayed at this property in March 2015 and everyone was very happy with the property. Amenities were great, hot tub was sizzling, and location to town and the mountain were...
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    About this property
    With a 2 block walk into the town of Winter Park and backing onto an open meadow, this private mountain home offers wilderness views and proximity to restaurants, shops, and bars in town. Just a few blocks from summer festivities in the park. 1 block from the ski shuttle route in the winter...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Ski In/Out Resort Village #3505 - Free Activities/No Deposit/Resort Discounts1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Central Heating
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    This condo was very clean and new and was in a great location for skiing at Winter Park. No hassle checking in. Using the door code is very convenient. Perfect size for what...
    Reviewed 23 March 2017
    Awesome stay. Provided necessary amenities and had great service. Anything needed is within a few miles of the resort. Recommend to all
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedroom End Unit at Beaver Village-Views, Pool, Hot Tubs1 / 20
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    Thank you for a wonderful stay. We enjoyed your condominium. Everything we needed for a comfortable stay; Winter Park is a nice little town that has everything a visitor may...
    Reviewed 17 February 2017
    This condo was very convenient to downtown and Winter Park Resort. If you don't have a car, the ski shuttle picks up a few steps from the doorstep as this condo is located in a...
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    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Founders Pointe 44471 / 23
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2015
    This was the third year we stayed in this condo. We kept returning because we love Winter Park and the condo was great for the first two years - clean, good condition...
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    About this property
    This newly built, contemporary vacation rental property is located near The Village of Winter Park Resort, right at the base of the Winter Park mountain. This condo is in great proximity to the Zephyr Express and Discovery Park for your learn to ski winter vacation or the abundance of activities...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom Colorado vacation rental condo has 1, 200 square feet and is on the 3rd floor of the building with a modern decor, 3 bedrooms and 2 bathrooms and is a great family condo rental. Please also note that Building 19 does not permit smoking outside within 20 feet of the building, in...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Winter Park ski condo rental has 1,006 square foot unit is on the 3rd floor of the building and is a lovely 3 bedroom rental and in the upper corner of the building for additional privacy. The living room area is nicely decorated with upscale furnishings, wood fireplace, TV and private deck...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Iron Horse Resort 30941 / 34
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Parking, pool, bedrooms and living area were all good. The bathrooms did not have grab bars, but otherwise all was good.
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    About this property
    2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This unit provides a gas fireplace, full kitchen and a private balcony. The master bedroom offers a queen bed and a full bath with separate vanity area. The additional bedroom has 2 twin beds. There is a...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charming Log Cabin w/Hot Tub, Deck, Ping Pong,Wifi1 / 30
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Patio
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2016
    Cabin was nice, perfect for two, we had a minor issue with the shower door but is was corrected the same day.The only thing that bothered me was having to walk down the stairs...
    Reviewed 20 July 2016
    My family and I stayed at Bear Claw Cabin and had a great time! The deck out back was my favorite as it was perfect for an afternoon reading in the sun. The teenagers loved...
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    About this property
    This fully equipped log cabin in the town of Winter Park sleeps 6 and is right on the shuttle route. (Shuttle stops at end of driveway.) It offers a cozy cabin feel yet is spacious and super comfortable. Two bedrooms - one with queen bed the other with a double plus bunk bed. Gas fireplace, WiFi,...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Base Camp 4721 / 27
    (23)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2016
    ABSOLUTELY WONDERFUL! Great location, outstanding amenities, loved waking up to hearing the running waterfall outside the condo! There were 40 of us that came to Winter Park...
    Reviewed 26 July 2012
    What a great vacation rental. After the beautiful 2 hour drive to Winter park from Denver, we couldn'thave been happier! This is a wonderful place! From the large gorgeous...
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    About this property
    In this stunning, inviting and airy retreat you can find yourself completely at ease. The open floor plan and cathedral ceilings showcase magnificent high-end finishes throughout the home. The large wraparound porch houses a hot tub, a great place to soak and enjoy the view and sounds of Jane...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    New Riverfront - Ground Level condo!1 / 43
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Sauna
    • Waterfront
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    We recently spent a weekend in Winter Park with our 3 young children. The condo looked amazing in the pictures, and even better in person! Everything in the condo was upgraded...
    Reviewed 5 October 2015
    The condo was lovely and very comfortable. We enjoyed listening to the river flowing over the rocks sitting on the patio. The fresh cut flowers that greeted us on our arrive was...
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    About this property
    Completely remodeled RIVERFRONT SUITE with high end custom finishes! At the base of Winter Park Ski Resort! This ground level condo is located in Winter Park Place, a small private complex nestled in the trees and backing to the beautiful Fraser River in Old Town Winter Park!. Right by the Fraser...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Hideaway Village Ladora 31 / 10
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Terrace
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The open floor plan on the main level has the living room with comfortable mountain themed furnishings, flat screen TV, VCR, DVD, free in unit Wi-Fi access, wood burning fireplace and queen sofa sleeper. A total of 930 square feet of living space is in town home with the dining area being open to...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fresh In-town condo w/W&D, pool, spa, hi-tech toys1 / 22
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    The condo was great. Within walking distance to town. The owners were very responsive to our questions. I would highly recommend you stay at this condo. I will be booking it again!
    Reviewed 9 September 2016
    We went up for a three day mini vacation. It was so nice that we will be going back soon.The hot tub and pool were wonderful and very clean. The condo was outstanding. Every...
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    About this property
    A memorable and fun Winter Park vacation is assured when you stay at this beautiful and newly transformed 2 bedroom, 2 bathroom mountain home at Beaver Village Condominiums. Under new ownership, this home has been extensively remodeled just in time for your ski vacation! Improvements include: •...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Slopeside 2041 / 24
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2016
    This condo is wonderful! Beautiful layout with plenty of space for our family. Our favorite place was the kitchen and great room. We love to cook and there was plenty of space...
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    About this property
    Ascend into a piece of paradise in this beckoning mountain home nestled amongst the trees. You will relax in quiet warmth with views of the peaks; yet a mere one stop away on the free resort shuttle, is the bustle of activity at Winter Park Village. After a day of activity and laughter, your group...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2BR Relaxing Solitude After a Day of Skiing1 / 17
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Wi-Fi
    • DVD Player
    • Washer
    • Hot Tub
    • Grill
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2015
    Oh my, very refreshing to stay somewhere as peaceful and quiet as this. We stayed four nights, and had neighbors on both sides of us for two of those nights and never heard them...
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    About this property
    We understand that you go to the mountains to feel like you're truly in the mountains - the fresh smell of pine trees from your own private balcony, the exhilarating trails a couple blocks away in Arapahoe National Forest and the convenient free ski shuttle that stops at the end of the driveway....
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The luxury and comfort of this upscale property is shown in the rooms which are equipped with the latest appliances and electronics. A tri-level floor plan, all units are non-smoking, have 2 decks, private outdoor hot tubs, heated garages, gas fireplaces and washers/dryers. A 3 bedroom 4 bathrooms...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mary Jane's Dream Home1 / 34
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the HGTV 2007 Dream Home!  Tucked away in the secluded Bridger's Cache neighborhood below the Mary Jane slopes, this luxurious yet delightfully welcoming home has all the trappings you would expect of its coveted title.  Enjoy classic mountain architecture with a contemporary twist, plus...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Vasquez Retreat1 / 32
    (18)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    Another great weekend at Vasquez Retreat, this was our third stay at this fabulous home and it has not lost it's appeal. From the spacious Master bedroom with it's gorgeous view...
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    About this property
    Vaulted ceilings over picture windows with incredible views, a full kitchen, large dining area and a separate breakfast bar, plus tons of places to sleep or relax- just a few of the many perks of this beautiful Vasquez Retreat home. With comfortable leather furniture and impressive mountain décor,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo rental for skiing in Winter Park is a ground floor condo with 2 bedrooms 2 bathrooms offers 893 square feet of living space in a non-smoking environment and no pets allowed. A comfortable mountain theme is in the living room furnishings and you will enjoy the wood burning fireplace, TV...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious home easily accommodates several families with plenty of private sleeping room, and large, relaxing gathering areas.This space features a private hot tub, deluxe comfortable furniture, and a spacious great room with fireplace and large flat screen TV for gathering after a fun filled...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Braidwood Unit 3041 / 18
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The check in process was quick and easy, my observation is that they do not offer a late check out option. The unit was in a good location just off the main street in Winter...
    Reviewed 3 April 2013
    Our stay in Winter Park was very enjoyable! The condo was unexpectedly nicer than we had imagined it would be.. Rustic and comfortable with all the amenities we could ever...
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    About this property
    The Braidwood Condominiums are a popular choice for those requiring in-town, comfortable accommodations at a very affordable price. The Main Street of downtown Winter Park is one block from the property so there is nothing that you cannot easily access from shopping, restaurants, winter activities...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ground floor 3 bedroom, Hi Country Haus family unit has a spacious 1, 023 square feet, on the second floor, but an end unit that overlooks the Fraser River in the summer months. In the living room a flat screen TV is mounted next to the wood burning fireplace and has additional entertainment...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mimi's Cabin1 / 18
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Terrace
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Washer
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2016
    Great cabin, beautiful view, great little town. Loved it. Beautiful inside the cabin as well! Rooms were up to date, well cleaned, good lay out. We slept 9 comfortably.
    Reviewed 17 January 2016
    This place offered a great amount of space for our 5 teenagers, four adults to spend time together as well as have our own areas to have some privacy. Beautiful surroundings to...
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    About this property
    Sitting atop Forest Trail, this charming, authentic cabin exudes warmth and character from the moment you enter. Mimis Cabin is on the free shuttle route where the buses literally stop outside the front door providing transportation to the Ski Area, 3 miles away or you can take the bus the 2/3 mile...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Internet Access
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Grill
    • Private Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with a bunk bed plus two twin beds. Oh so much space! The condo is nicely kept with an updated kitchen and a leather couch and chair in the living room. Extras include a fireplace and an additional window...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the location of the home is in Winter Park. A large heated garage provides plenty of space for covered parking. This home is perfect for multiple families or small groups looking for...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 B/7.5 BA Winter Park Amazing views, Reunions1 / 38
    (3)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2014
    We stayed at Oso's Overlook for our wedding weekend in June. The views are absolutely breathtaking, and the house is immaculate. Our guests walked in and were blown away with...
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    About this property
    Our 6,000 sq foot mountain home, located on a high point just above Fraser, boasts the most spectacular distance views in the Winter Park area! Through three walls of windows you'll see Beyer's Peak, the slopes of Winter Park, the Devil's Thumb, and the Indian Peaks all around while you look down...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Base Village Loft 1011 / 33
    (21)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An exquisite place to host large family getaways, this ski-in/ski-out property is the only 4-bedroom condo right at the Winter Park base. The space features two distinctive and comfortable living areas with plenty of room to spread out. This exclusive property is located right in the heart of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Elk Lodge1 / 31
    (32)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With high-end finishes throughout the home, including granite countertops and vaulted ceilings, Elk Lodge is the epitome of luxury and comfort. Dine al fresco on the large porch with a sizeable gas grill, or cozy up in front of the fireplace with hot cocoa. Enjoy a private hot tub and a full...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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    Hi Country Haus Unit 20071 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2015
    All around great place as it was close to town, quiet, very clean and the bus came right to the front door. We would most definitely stay here again. We have recommended this...
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    About this property
    A Colorado vacation condo rental with a living room area offering access to a private deck, wood burning fireplace, queen sofa sleeper, updated carpeting and furnishings; additional amenities include a flat screen TV with DVD/VCR and free in unit Wi-Fi access. Adjacent to the main living area is...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In/Out Resort Village #3405 - Free Activities/No Deposit/Resort Discounts1 / 24
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Shared Indoor Pool
    • Housekeeping Included
    • Sauna
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    Great condo with great views of mountain, resort and deck. The condo was very clean and perfect for our family. Had bike storage in garage a great hot tub (perfect for after...
    Reviewed 24 April 2017
    Great condo. Facilities are very nice with a great hot tub and views. Easy walk across the street to the ski area. I would stay here again without reservation
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    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Timber Lake Way 4911 / 27
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bedroom has a queen bed with a steam shower in the bathroom. The upper level bedroom has 2 twin beds and the lower level room has a queen bed. The main level has cathedral ceilings with spectacular...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Previous
    Winter Park Holiday Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park holiday rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park holiday rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

    Railroad Starts Winter Park

    The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving holiday rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

    Winter Fun

    Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving holiday rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For holiday DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

    Summer Fun

    Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

    More Winter Park Fun

    The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park holiday rental, before your next adventure.

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