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Pet Friendly Holiday Rentals in Winter Park, CO

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    Travellers to Winter Park are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 30
    4 of 5 bubbles (10) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 28
    5 of 5 bubbles (1) Excellent
    Studio, 5 Bathrooms, Sleeps 11 | Quick View
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    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    1 / 24
    6 Bedrooms, 4 Bathrooms, Sleeps 24 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfect setting in the Colorado Mountains, with a home that has 8 sleeping areas (5 dedicated bedrooms, private game room has futon and queen air mattress available, living room and family room both have a sleeper sofa). The game room also includes a ping pong table! Enjoy the company of others,... View all property information
    Location Information
    Winter Park, Grand County 80442
    1 / 26
    6 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Relaxation at its best in the Colorado Mountains, with a home that has 6 bedrooms separated into four distinct and private areas. It also has three separate living areas. Enjoy the company of others, but you can always retreat to your own space. We love this house when hosting large groups of... View all property information
    Location Information
    Winter Park, Grand County 80442
    1 / 24
    3.5 of 5 bubbles (3) Average
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 miles from downtown Winter Park, Colorado! For a group of friends or for the perfect family getaway this residence sleeps up to 14 people. This property is pet friendly and has a spacious outside pen... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 3 July 2016
    We all loved our stay at the Chalet! The picture depicting the front doesn't really do it justice. It is very ample inside with comfortable furniture, cute decor and ample...
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    1 / 7
    4 of 5 bubbles (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles 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...
    5 of 5 bubbles 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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    1 / 24
    5 of 5 bubbles (33) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping...
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 2 weeks ago
    We thoroughly enjoyed our stay in Winter Park, largely due to our nice accomodations. The rental was pristine clean with good space for our family of four. We cooked many meals...
    5 of 5 bubbles Reviewed 4 weeks ago
    We had a fantastic time at Winter Park.The condo Foundets Pointe was great and awesome location!!The people were very friendly. The only complaint would be that the wifi didn't...
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    1 / 21
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This warm and cozy house will offer you a perfect combination for small or large groups based on this perfect configuration. The family room will offer you the comfort you would expect in a mountain retreat with large vaulted ceilings, beautiful log finishes, a gas fireplace, a large 3D TV with... View all property information
    Location Information
    Winter Park, Grand County 80442
    4 of 5 bubbles Reviewed 14 May 2016
    The home was lovely, very spacious, beautiful bathrooms as part of the 2 master suites. Great, timely communications with the property manager Lacey.
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    1 / 30
    5 of 5 bubbles (1) Excellent
    Studio, 4 Bathrooms, Sleeps 11 | Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Located above downtown Winter Park in a quiet residential area, this pet friendly Bear Crossing Townhome has everything you want in your Rocky Mountain retreat. With three master suites, two separate living areas, and a game room spread out on two levels, this property is ideal for groups wanting... View all property information
    Location Information
    Winter Park, Grand County 80482
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    1 / 26
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping...
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles 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 a...
    5 of 5 bubbles Reviewed 25 January 2017
    Unit 4474 was an amazing experience! The view to Winter Park Resort from the condo was breathtaking. I initially had an issue booking and our Cordinator Logan was incredibly...
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    1 / 25
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Payment Protection
    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping...
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 1 week ago
    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...
    5 of 5 bubbles Reviewed 3 weeks ago
    I have visited Winter Park Resort in the past but my recent stay was perhaps the best. Not only was the skiing great, but the quality and cleanliness of the condo was outstanding...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Shared Indoor Pool
    • Mountain Views
    • Satellite TV
    • Housekeeping...
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 1 week ago
    This condo makes for an easy walk to the Zephyr lift. It also is very convenient to go back to the condo for lunch. The condo has nice large bathrooms, a comfortable kitchen...
    5 of 5 bubbles Reviewed 5 weeks ago
    Enjoyed the condo very much. Has what you need and perfect location right across from resort base. Winter Park as a whole very underrated. Huge and great skiing for whatever...
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    1 / 16
    3.5 of 5 bubbles (16) Average
    9 Bedrooms, 9 Bathrooms, Sleeps 30 | Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Ski in...Shuttle out at this Winter Park, Colorado rental home. A 9 bedroom home that sleeps 30. With over 5,000 square feet, this private home located in Old Town Winter Park has character and atmosphere. Formerly a Bed and Breakfast, this 9 bedroom, 9 bath home has been converted to a private... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 18 February 2014
    After reading a few of the other reviews I was a little worried about the house but upon arrival I can say that I was extremely pleased with Pines Inn property. The house was...
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    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Housekeeping...
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 22
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Housekeeping...
    • Wi-Fi
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 2 days ago
    This unit had everything we needed and was very up to date. Nice to have a hot tub right outside the door, as well.
    5 of 5 bubbles Reviewed 4 weeks ago
    This condo was fantastic! Closer to the mountain than even advertised. Super clean, convienent, and luxurious. We loved the beautiful hot tub overlooking the mountains.
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    1 / 23
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Mountain Views
    • Housekeeping...
    • Satellite TV
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed yesterday
    A very comfortable stay in a clean unit. Walk to ski lifts and the restaurants in the mountain village. Great views from the deck and an even better hot tub.
    5 of 5 bubbles Reviewed 3 weeks ago
    Great location, walking distance to Winter Park village and lifts. Suite was very comfortable and the hot tub area was great!
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    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Waterfront
    • Central Heating
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    *Please note that if you check-in/out on a major holiday - the reservation may be subject to a double cleaning fee.  For your next alpine retreat, come escape to this spacious Winter Park vacation rental cabin, nestled in a serene wooded setting overlooking a beautiful stream. Offering all the... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 23
    4.5 of 5 bubbles (3) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 19 | Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    • Central Heating
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful large custom home nestled on 2.5 acres. Built in 2000 and is in like new condition. This home can easily accommodate up to 3 families with 3 levels, 5 bedrooms and 3 bathrooms. This home has 3 living levels, each having a separate sleeping and bathroom area. In addition to the... View all property information
    Location Information
    Winter Park, Grand County 80446
    1 / 4
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Wonderful one bedroom remodel on second floor near plenty of parking. Winter ski resort with free shuttle to ski/boarding area, summer close to mountain biking and the best summer weather in the nation. Hunting season in fall is another popular time. It's cozy and classic, well-appointed remodel... View all property information
    Location Information
    Winter Park, Grand County 80482
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