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Holiday Rentals and Apartments Winter Park, CO

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    Travellers to Winter Park are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 34
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • DVD Player
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    About this property
    Property Description:**NEW LISTING Be one of the first to stay in this brand new building in one of the most sought after locations in downtown Winter Park. With high end touches and a unique location with wrap around deck and forest views, this well appointed property is the perfect year round... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 26
    4.5 of 5 stars (20) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €111
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    • Terrace
    • Internet Access
    • Hot Tub
    • Balcony
    • Parking
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    • Satellite TV
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    • Pet-friendly
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    About this property
    Property Description: Beautiful minimalist design with mid-century modern touches highlight the sleek, comfortable sophistication of this space. Watch the sunset from the west-facing patio with full view of the forest and ski slopes. This space feels open and airy with lots of natural light and... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 3 January 2014
    This condo was well equipped and had an excellent location. It was tricky getting to the condo initially because the check in instructions said to go to the riverside building to...
    5 of 5 stars Reviewed 6 March 2013
    The location is amazing and the people @ the lodging company were fabulous . This was def out best vacation we have ever taken . The only thing is the bed and pillows need an...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Let this lovely two-bedroom condo be your Winter Park vacation home. It's brimming with fantastic amenities, including a private balcony, gas fireplace, and wireless Internet. It's also just a short trip from the Winter Park Ski Resort and town. With this third-floor unit, you can still follow... View all property information
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    Winter Park, Grand County
    1 / 26
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
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    • Balcony
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    • Pet-friendly
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    About this property
    This is a very cozy and comfortable 2 bed 3 bath condo with LOTS of room for 6. Condo can sleep 8 with a blow up mattress. Cathedral ceilings make it feel even more spacious than its already roomy 1500 sq ft size. It is located in J building just seconds to the Pool and outdoor hot tubs. The... View all property information
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    Winter Park, Grand County 80130
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    €355
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    • Balcony
    • Grill
    • Terrace
    • DVD Player
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    • Satellite TV
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Luxurious and very roomy (3600 sq ft) 4 bedroom 3.5 bath private mountain home in Leland Creek, about 1 mile / 2 min drive in car from downtown Winter Park. Recent construction with very high end and modern finishes. Close to town shuttle, or you can also drive to the resort and park for free at... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    About this property
    ~One of a Kind Collection~ Nestled in a private wooded setting, adjacent to the trails of the small park you can find the tastefully furnished town homes of Timber Ridge. Timber Ridge is very affordable and has 1,400 square feet on 3 levels to make you feel right at home. The downstairs has a stack... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 28
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    €247
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    • Balcony
    • Parking
    • Hot Tub
    • Terrace
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    If you are looking for convenience plus luxury, then lodging in the Antler’s complex is for you! This four bedroom, three and a half bath Antler’s town-home, great for families, groups or ski clubs is located in Winter Park Colorado’s newest lodging addition called Lakota. Lakota is located... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 26 January 2015
    Was a great find... We just got lucky but I would highly recommend this place. The only thing not great in winterpark is the transportation so I you don't have your own vehicle be...
    4 of 5 stars Reviewed 20 March 2014
    Great townhome! Great location! Very big and up to date.
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    From
    €404
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    • Balcony
    • Terrace
    • Mountain Views
    • Washer
    • Central Heating
    • Hot Tub
    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This distinctive half duplex is situated in the signature LAKOTA community across from the world class Winter Park ski base. This five bedroom, 4.5 bath luxury home with over 3700 square feet offers privacy from all locations – enjoy the hot tub or a gas-grilled meal while gazing at the... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €121
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • Child-friendly
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    • Elder access
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    About this property
    With this two-bedroom condo, you can hit the slopes in a jiffy. A free shuttle brings you to and from the Winter Park Ski Resort during the winter season. Downtown shops and restaurants are also minutes away. A group of bachelors, a family of six, or a couple of small families may want to... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 10 August 2015
    Stayed here several times. Condos are nice, clean and wonderful mountain views. Would recommend staying here any time you are in Winter Park!
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €121
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    • Grill
    • Balcony
    • Terrace
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    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Nicely updated two bedroom two bathroom Winter Park condo located in the downtown area and minutes from Winter Park Resort. Visitors will enjoy the mountain themed condo with wood furnishings and warm touches throughout. Condo is ideal for families, singles or couples looking for a mountain... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 25
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    €204
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    • Satellite TV
    • Washer
    • Hot Tub
    • DVD Player
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Property Description: This spacious townhome in Old Town is the perfect spot for comfort and convenience. Bay windows, vaulted ceilings and skylights maximize the natural light and open feel of the home. The open layout of the living, dining, and kitchen areas are perfect for cooking meals and... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 10 December 2014
    Was more than pleased with Slopeside 202. We had stayed in The Village over Thanksgiving last year but will be back to Slopeside from now on. There is a walk of maybe 50 yards to...
    4 of 5 stars Reviewed 10 April 2014
    Great townhome close to the slopes. definitely not walking distance, but a short bus ride to and from. our only reservation was the master bedroom mattress. it was very very soft...
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    1 / 27
    4.5 of 5 stars (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €94
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    • Wi-Fi
    • Satellite TV
    • Balcony
    • Terrace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    This top floor unit with cathedral ceilings offers spectacular views of the base area and ski mountain. It features new upgraded 55 inch TV in living room + blu ray player that streams Netflix and Pandora . New TV in the guest room with a Roku player that streams Netflix and HBO. Owner also added... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 4 weeks ago
    Great place to stay. Easy walk to slope, right across from village with restaurants and shops, and able to use free shuttle to access downtown Winters Park as well as different...
    5 of 5 stars Reviewed 9 September 2013
    Rental Unit was as described, great location, well appointed decor, clean, had one small maintenance issue that was quickly attended to. Would definitely recommend and book again...
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    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    €108
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    • Satellite TV
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Beautifully upgraded 2 bed 2 bath with divide and river views!!!! Trailhead Lodges are located within walking distance to shopping, restaurants, hideaway park, the sledding hill and the Visitor center right in the heart of Winter Park. There is a queen bed in master and 2nd bedroom full bunk beds... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 35
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €176
    / Night
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    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Bear Crossing 995 is the perfect spot for families or groups wanting to get away together, with a little room to spread out and relax. Located approximately one mile from Downtown Winter Park, and just three miles from Winter Park Resort, you'll enjoy tranquil surroundings with quick and easy... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 20
    4.5 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €106
    / Night
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    • Balcony
    • Terrace
    • Hot Tub
    • Parking
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: Eager to hit the slopes? You'll be able to don your boots & hop on the lift in minutes from this comfortable one-bedroom condo with slope and Village views from a private balcony. Tasteful décor, a full kitchen & incredibly easy access to the shops & restaurants of the Village... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 26 March 2014
    We love the Zephyr, it makes skiing with children such a delight. Easy access to the lifts and activities that Winter Park base has to offer. I would say that the building itself...
    5 of 5 stars Reviewed 23 January 2014
    We really enjoyed our stay. The kitchen was well stocked and I used it a lot. We filled this space with 5 people! It was a little tight but we love each other and made it work...
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    1 / 24
    4.5 of 5 stars (44) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    €92
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: Founders Pointe is the ultimate choice for the die-hard skier who likes a cozy home-away-from-home. The south-facing windows allow for soft natural light, and feature epic views of Mary Jane. You can hit the slopes in two minutes, and when you get back, your direct access to... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 25 July 2015
    Stayed 1 week and enjoyed the Mtns and location was perfect to the village ( Across the street.) Most dining was downtown Winter Park, 2 miles away (Not bad). Hall way was a...
    4 of 5 stars Reviewed 24 April 2014
    This was our third time visiting this particular apartment, and it was great as it always is. It's clean, convenient for shopping and dining and has beautiful views of the...
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    1 / 24
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €121
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    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Located behind a clubhouse featuring a heated pool, sauna and hot tubs, this two-bedroom condo is bound to please. It's not far from town and skiing, and full of fabulous delights for your family. Spend your evenings drinking hot chocolate by the gas fireplace, baking peanut butter chews and... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 3 April 2013
    This entity is very close to the ski lift and great free transportation to and from and reasonably priced for a family of 7!
    3 of 5 stars Reviewed 6 August 2010
    the pull out bed sheets werent cleaned had to ask for new ones.
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    1 / 23
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €106
    / Night
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    • DVD Player
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: Beautiful modern art and photography throughout. Great for a couple to relax and enjoy a fire after hot-tubbing and grilling out, or a perfect retreat for a group of friends. Just 150 yards from the Chairlifts, Ski School, and Resort Village, you'll find yourself entranced by... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 23 February 2014
    Nice condo, loved views from deck. Enjoyed being close to ski slopes, shops, ski rentals, etc. Parking garage a huge plus. Recommend replacement of bedroom TV, placed on wall...
    5 of 5 stars Reviewed 23 January 2014
    This condo has everything you need and more. It was very spacious, clean, and close to everything. We were hoping the "ski in/ski out" meant we were closer to the lifts than...
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    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €121
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    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Situated within the Beaver Village Condominiums resort, this two-bedroom condo is a skiing enthusiast's dream come true. It's just minutes from the slopes, and bursting with relaxing amenities for unwinding after a day of powder skiing. Up to six travelers can sleep comfortably in this... View all property information
    Location Information
    Winter Park, Grand County
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €85
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    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    This is a very spacious and tastefully remodeled 2 Bedroom 2 Bath in Old Town Winter Park. Enjoy the peacefulness of Old Town while still being only a half mile to the ski base area of Winter Park. Free shuttle to get you to the slopes and a great restaurant and ski shop just next door make its... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 18
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €111
    / Night
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    • Balcony
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: This perfectly positioned Zephyr condo is a spectacular place to sit back and watch the skiers fly by, or throw on your boots, step out the front door and jump into the action for yourself! This space features a fully-appointed kitchen, or you're just steps away from dining in... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 26 February 2014
    Wonderfully convenient to base lodge and all resort/mountain amenities. The unit was very clean and they permitted an early check-in. It sleeps 4 comfortably. The sleeper/sofa...
    5 of 5 stars Reviewed 17 January 2014
    The condo was like brand new & customer service was out standing. They made us feel at home every step of out trip! Cant wait to go back ;)
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    1 / 10
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €112
    / Night
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    • Satellite TV
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Hi Country Haus condominium 2111 is a spacious 2 bedroom unit. Please Note: The recreation center will be unavailable for guests to enjoy as it will be under going a major renovation and will be reopening later in 2016. This 2 bedroom 2 bathroom unit is on the second floor and offers a large... View all property information
    Location Information
    Winter Park, Grand County 80482
    3 of 5 stars Reviewed 31 July 2013
    We loved sitting on the deck listening to the river, and birds! Condo needs some up dating. We went to the pool, and didn't know we had to bring our own towels. The woman that...
    4 of 5 stars Reviewed 27 August 2011
    Great location, lots of room, beautiful flowers. The unit was dated with older appliances and bathroom fixtures.
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    1 / 26
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €170
    / Night
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    • Hot Tub
    • Outdoor Dining Area
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This beautiful, remodeled 3 bedroom condo is located in the Hi Country Haus Condominiums, in downtown Winter Park! There are queen beds in both the master and front bedroom. The additional bedroom offers 2 twin beds. This condo sits on the 3rd floor with breathtaking views of both the Fraser River... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 2 April 2014
    This newly remodeled and newly furnished condo was very comfortable for my family with kids. New furniture made a lot of difference.
    3 of 5 stars Reviewed 5 March 2014
    This unit was nice, new furniture and flooring. Third floor to consider with lots of luggage skis and kids. Clean overall. Needed extra light bulbs, toilet paper, WiFi finally...
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    1 / 42
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    €351
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    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: This pet-friendly Base Camp home is nestled beneath the slopes of Mary Jane to the gentle sound of the creek trickling outside. If you're looking for absolute comfort in a convenient location, this beautiful 3400 square foot home is the perfect choice. With three floors of... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 23
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €111
    / Night
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    • Terrace
    • Internet Access
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Property Description: Enjoy all the cozy comforts of home in this inviting, one-bedroom Zephyr Riverside condo. Start the day with a hearty, home cooked breakfast while you gaze out at the perfect slopes, or grab a cuppa joe and pastry at Starbucks, and jump straight on the lift. After a successful... View all property information
    Location Information
    Winter Park, Grand County 80482
    3 of 5 stars Reviewed 12 March 2014
    The condo was very convenient being located at the base and close to the slopes and village area. The view, fireplace and private balcony were nice. The condo worked for our stay...
    5 of 5 stars Reviewed 20 February 2014
    Can't say enough about the service from Winter Park Lodging Company. The staff was very helpful and friendly from booking through checkout. The day we arrived in Denver there was...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €85
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    • Wi-Fi
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Spacious 3 bedroom + 3 bathroom town home. Sleeps 6 in beds (1 king + 2 queen beds) and 2 additional people on two memory foam mattresses. Large and comfortable common area. Cathedral ceilings in living- dining and kitchen area. 2 bedrooms on the lower level and 1 on the upper level. Short... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 23
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €148
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    • Balcony
    • Terrace
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    • Pet-friendly
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    About this property
    If you're traveling with a fairly large group, you may want to consider this three-bedroom condo situated in the Beaver Village Condominiums resort. It offers sleeping accommodations for up to eight travelers as well as lots of delightful amenities. Features include a DVD player, a grill on the... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 24 January 2015
    Loved the size and layout of this condo. Found the staff to be helpful and gracious. Would definitely recommend and rent again.
    5 of 5 stars Reviewed 20 July 2014
    The whole thing was fabulous. The service and staff were great. The condo was clean and like being at home in the mountains. Location great for all ages. Wanted to stay...
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    1 / 20
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €106
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    • Hot Tub
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description: After a day skiing America's finest powder, you'll love the easy two minute walk back to this modern Fraser Crossing condo...not to mention the even easier saunter from your condo's patio door that opens up directly to the enormous hot tub on the amenity deck. After a well... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 10 April 2014
    Fraser Crossing was the perfect getaway for skiing. From the great service from Winter park Lodging to the last day. Everything ran smooth. The keys were in the box, so no check...
    4 of 5 stars Reviewed 6 January 2014
    Pros: The facility was very nice. The room was spacious. Kitchen was fully equipped. I brought my slow cooker and was able to cook every meal in the room a great savings on food...
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    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €121
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    • Balcony
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Planning a trip to Winter Park, but need a place to stay? There's no need to worry about finding that perfect vacation rental, with this two-bedroom condo at your disposal. Situated in the Beaver Village Condominiums resort, it's close to skiing and town. The home is also brimming with wonderful... View all property information
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    Winter Park, Grand County
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €208
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    • Balcony
    • Parking
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    • Terrace
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description: Roll out of bed and right out the door to the slopes! This fully updated condo in the Riverside building is a transfixing escape. You'll love all of the comforts of home: modern furniture and decor, fully equipped kitchen, high end finishes, and the convenience factor will... View all property information
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    Winter Park, Grand County 80482
    1 / 28
    5 of 5 stars (22) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €162
    / Night
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    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description: On-the-park at Trailhead Lodges is the most in-demand location in downtown Winter Park, and you will understand why as soon as you cross the threshold of this gorgeous townhome. Sumptuously decorated in upscale Southwestern decor, this well equipped townhome is the perfect... View all property information
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    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 11 December 2014
    Winter Park Lodging is absolutely the greatest! They are ridiculously accommodating and I would absolutely book with them again!
    5 of 5 stars Reviewed 11 April 2014
    Checking in late was easy and a great convenience for us. The condo was clean and great decor. It was quite roomy. We had eight people including six teenagers. There was plenty of...
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    1 / 21
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    €83
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    • Terrace
    • Hot Tub
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description: Complete with a king bed, a kitchenette, living room & dining room, not to mention the superb location at the base of the ski lift, Founder's Pointe has much to offer.Sit by the fireplace or in the huge outdoor hot tub to relax away your evening. We love our Founder's Pointe... View all property information
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    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 14 September 2015
    We had a great time,the condo was clean and comfortable,easy to park and access to town ! The hot tub is huge !
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    1 / 22
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    €121
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Just a free shuttle ride from the Winter Park Ski Resort and town, this second-floor two-bedroom condo is calling your name. It features wireless Internet, a gas fireplace, and accommodations for up to six people. When you arrive, claim your bed. Your options consist of a queen bed in the master... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 10 January 2013
    The Beaver Village Condo complex is an excellent location for families/groups who have both skiers and non-skiers. The mountain was a short ride for those of us who skied/boarded...
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    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    €103
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    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
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    About this property
    Trying to find that perfect vacation rental for your upcoming Winter Park stay? This one-bedroom condo might be what you're seeking. It features a cozy living room with a gas fireplace and cushy furniture, a private balcony offering lovely nature views, and a fully furnished kitchen for preparing... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 1 August 2010
    The scenary was beautiful, the location was perfect and the service was excellent. Look forward to staying at Beaver Village next year for the Jazz Fest.
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    1 / 32
    4.5 of 5 stars (23) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    €241
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Stay right at the foot of the Winter Park Resort Base Village, so you will have premium access to all the activities, shops, and services the resort offers up. This centrally located loft has a decked-out kitchen, media entertainment, inspiring design, and lavish sitting and sleeping areas to... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 16 April 2014
    This place was a perfect getaway for two families of four. Everything was extremely clean and well kept. We were completely comfortable and felt at home. We initially had an...
    4 of 5 stars Reviewed 22 March 2014
    We had a wonderful stay at loft 106. We had a large group (7 adults and 4 kids), but we never felt cramped. Kitchen and living room make for a great gathering spot. Kitchen had...
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    1 / 23
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €103
    / Night
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    • Balcony
    • Grill
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    About this property
    Experience an unforgettable Winter Park vacation with this one-bedroom condo just minutes from the ski mountain. It's also a short walk from downtown shops, restaurants and nightlife. Located on the second floor of building 6, this unit offers a full kitchen for making some tasty and healthy... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 7 July 2013
    This condo is beuatifully furnished and remodeled. Love the trails and ease of walking to town. The only downside to this condo is the height of the bed. At 5'1" the bed was at...
    5 of 5 stars Reviewed 17 August 2011
    Very easy to make arrangements and check-in. Condo was great including the heated floors. Even in the Summer that was special in the mornings or later at night. They made all...
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    1 / 17
    1 of 5 stars (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    €108
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    • Outdoor Dining Area
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    This vacation condo has 2 bedrooms, 1 bathroom and is located in Downtown Winter Park, Colorado. Hop on the free shuttle to the ski area right outside of the building. Queen in Master with separate sink area, Two Twin Beds in Second Bedroom with separate sink area. UNIT FEATURES: Wood Fireplace,... View all property information
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    Winter Park, Grand County 80482
    1 / 54
    5 Bedrooms, 6 Bathrooms, Sleeps 19 | Quick View
    From
    €583
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    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Property Description:This one of a kind home in the exclusive Bridger's Cache neighborhood offers a secluded and luxurious mountain experience. With plenty of room to spread out among three levels and a forest setting with private hot tub and divide views, this home is the ultimate for relaxing in... View all property information
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    Winter Park, Grand County 80482
    1 / 53
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
    From
    €360
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    • Hot Tub
    • Internet Access
    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description:This beautiful, unique home home boasts three levels of high end wood furnishings and a modern, rustic feel for a perfect mountain getaway. Relax on the expansive private deck, complete with with forest views, gas fire pit table and grill, or cozy up in front of the two story... View all property information
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    Winter Park, Grand County 80482
    1 / 26
    5 of 5 stars (28) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    €179
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    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Housekeeping...
    • DVD Player
    • Central Heating
    • Hot Tub
    • Skiing: Property Is...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Flip Key's Top Rental Award based on reviews every year.One Bedroom, 2 full bath 800 sq ft luxury CondoNear base of Winter Park Ski Resort.Giant picture windows give breath taking views of the slopes while overlooking woods and river. Modern, bright, open, warm, and awesome are among the words that... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 18 August 2015
    My wife and I could not have been more pleased with the condo we rented. The condo was clean, spacious, well laid out, and incredibly well-organized (even including pictures on...
    5 of 5 stars Reviewed 26 February 2015
    Great location to ski area (just a short walk), great views of river, trees and mountains, updated furnishings, plenty of space with high ceilings and open floor plan.
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €103
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    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
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    About this property
    Make the most of your Winter Park vacation by renting this third-floor one-bedroom condo. A mere shuttle ride from skiing, you're well positioned for some great exercise. Shoppers and foodies will also enjoy this unit, with town a short walk away. Sleeping options consist of a queen bed in the... View all property information
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    Winter Park, Grand County
    1 / 38
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €85
    / Night
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    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Ski in/out larger floor plan two bedroom at Zephyr Mountain Lodge. Steps away from the elevator gives you easy access to ski lockers as well as the Zephyr Mountain chair lift. This unit faces the Continental Divide and offers spectacular views of The Village and ice skating pond!! Zephyr... View all property information
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    Winter Park, Grand County 80482
    1 / 45
    5 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    €404
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    • Hot Tub
    • Grill
    • Balcony
    • Washer
    • DVD Player
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property Description: Unbelievable is the first word that comes to mind when we think about Timber Ridge. This beautiful private home perches gracefully above Downtown Winter Park with incredible panoramic views of Indian Peaks & the Winter Park & Fraser Valley. Sit back & relax in front of the... View all property information
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    Winter Park, Grand County 80482
    1 / 29
    4.5 of 5 stars (51) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €134
    / Night
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Parking
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    DESCRIPTION: This fully remodeled, ski-in/ski-out condo feels wonderfully spacious, thanks to being 300 square feet LARGER than a standard Zephyr one-bedroom, plus special features like vaulted ceilings and a skylight in the master bedroom. The clever addition of a queen sized murphy bed in the... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 5 March 2014
    We have spent our vacations at the Zephyr for the last three years and loved it. This unit in particular was our favorite...a bit more money but more space and perfect. We will...
    5 of 5 stars Reviewed 27 February 2014
    We thoroughly enjoyed our second monthly stay in Zephyr #2419. This unit is located near the elevators (not too close) and the washer/dryer. Additionally, it overlooks "all the...
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    1 / 13
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    €67
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
    About this property
    This studio unit contains a Queen Size Murphy Bed, a futon which folds out and a sofa sleeper. Free WIFI and 32' flatscreen Cable TV. It also has a full kitchen and a full bath. It is very conveniently located within easy walking distance of all restaurants and shops in Winter Park, as well as... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 stars Reviewed 26 July 2015
    I enjoyed my stay at this property as it was clean, well kept and included all of the amenities that were stated in the ad. The owner was cordial online and provided the...
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    1 / 28
    5 of 5 stars (17) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €49
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    • DVD Player
    • Shared Outdoor Pool...
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Terrace
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Everything has been fully remodeled in this cozy and modern studio. It is located on the fourth floor and offers spectacular views of the continental divide. The Iron Horse Resort, is a full service Ski Resort which has everything you will need to make your stay comfortable right on premises.... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed 8 April 2013
    We spent an absolutely perfect four days of spring skiing at Winter Park staying at the Iron Horse. Great room, convenient location, loved the pool on hot tub. Thanks
    5 of 5 stars Reviewed 5 March 2013
    This is the 2nd year we have stayed at Ironhorse and we love it, Charolette and Nick are wonderful to work with.
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    €175
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    • Hot Tub
    • Balcony
    • Satellite TV
    • Terrace
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Luxurious and roomy 4 bedroom 4 bath private mountain home on Trails End Way, up Rendezvous Road about 1.5 mile / 2 min drive in car from downtown Winter Park. This home comes with access to a private shuttle which drops of at the Rendezvous club at the Zephyr Lodge mere steps from the Zephyr... View all property information
    Location Information
    Winter Park, Grand County 80482
    Winter Park Vacation Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation 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 vacation 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 vacation 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 vacation 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 vacation 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 vacation rental, before your next adventure.