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Pet Friendly Holiday Rentals in Winter Park, CO

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    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 7
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 75
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 8
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to our 4 Bedroom Home in Winter Park, Colorado! We only need three words to describe our fabulous mountain lodge getaway… LOCATION! LOCATION! 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,... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 15 February 2012
    What a wonderful Christmas trip. We spent 5 days at this wonderful place, me, my husband, our four daugthers, their husbands and 2 grandchildren. There was plenty of space for...
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    1 / 21
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    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
    4 of 5 stars Reviewed 15 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 / 14
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Satellite TV
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    • Central Heating
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Indoor Pool
    • Housekeeping...
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Hot Tub
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • Sauna
    • Satellite TV
    • Housekeeping...
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Housekeeping...
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Washer
    • Hot Tub
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
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    • 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
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    1 / 15
    5 of 5 stars (28) 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
    • x
    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
    5 of 5 stars Reviewed 8 July 2015
    Stayed with some friends over a long weekend, and had a great time. Perfect location for activities in the summer (Grand Lake, Lake Granby) but also for hikes and resort mountain...
    5 of 5 stars Reviewed 7 July 2015
    Our family, including 3 kids between 5 and 10, traveled to Winter Park resort for a week of summer hiking in the mountains. This was a good location with several nearby trails...
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    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Central Heating
    • Sauna
    • Housekeeping...
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Indoor Pool
    • Housekeeping...
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    4.5 of 5 stars (37) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Satellite TV
    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    With light, modern decor and a polished and stylish aesthetic, this is a fabulous place for a family (and the dog!) to enjoy a relaxing mountain getaway. A two-minute walk to and from the lifts allows for a quick trip home after a full day of fun, and you're just moments away from the exquisite... View all property information
    Location Information
    Winter Park, Grand County
    1 / 40
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    ↵Be one of the first guests to stay in this brand new building, in one of the most sought after locations in downtown Winter Park. With high-end touches throughout and a unique location that affords a rare 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
    5 of 5 stars Reviewed 30 March 2016
    The condo is very nice, new, clean, well equipped with a very lovely view. There are no other structures in sight so from the interior of the condo you feel are in a home alone on...
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    1 / 24
    3.5 of 5 stars (2) Average
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Grill
    • Outdoor Dining Area
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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
    5 of 5 stars Reviewed 4 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 / 33
    4.5 of 5 stars (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This peaceful corner unit condo overlooks the Village and ice skating pond- with a private 120-square foot balcony with outdoor furniture, perfect for people-watching. A perfect relaxation spot after an action-packed day, and you're only a short walk to restaurants and activities if you'd rather... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 22 October 2012
    Very comfortable two bedroom condo that slept our family of seven comfortably. Patio had a great view of slopes and village. Garage parking a plus in the winter. Hot tub outside...
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    1 / 32
    5 of 5 stars (10) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Grill
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located above downtown Winter Park, the Bear Crossing Townhome has breathtaking views of the Rocky Mountains. You will never want to leave the incredible comfort that this townhome has to offer: brand new private hot tub on the back deck, two decks in front with stunning views of the Resort and... View all property information
    Location Information
    Winter Park, Grand County
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
    • Washer
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    With incredible views of the Continental Divide, this home is the ultimate in mountain living. With a two-story wood-burning fireplace, you can relax and enjoy this majestic setting in comfort and luxury. With over 2,745 square feet and an enormous living room, this is the ideal place to take in... View all property information
    Location Information
    Winter Park, Grand County
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    1 / 24
    6 Bedrooms, 4 Bathrooms, Sleeps 24 | Quick View
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    • Pet-friendly
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    • 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
    1 / 21
    4.5 of 5 stars (35) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Grill
    • Balcony
    • Internet Access
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ↵This charming studio has everything you need to regroup after a full day. A complete kitchenette for dinner at home, a gas fireplace, and a private ski locker make for an amazingly convenient getaway. Enjoy access to the amenity deck with oversized hot tub, outdoor fireplace, and barbecues- all... View all property information
    Location Information
    Winter Park, Grand County
    1 / 41
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Tucked away at the bottom of the Mary Jane slopes, Base Camp is for those looking for convenience and total comfort. Boasting three floors, over 3400 square feet of high end furnishings, and a brand new private hot tub overlooking the creek, you won't want to leave! You can also bring your favorite... View all property information
    Location Information
    Winter Park, Grand County
    1 / 16
    3.5 of 5 stars (16) Average
    9 Bedrooms, 9 Bathrooms, Sleeps 30 | Quick View
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    • Outdoor Dining Area
    • 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
    5 of 5 stars Reviewed 19 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 / 20
    3.5 of 5 stars (6) Average
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Come enjoy a beautiful home nestled in the aspens surrounded by open space. Pine Cone Cabin is a 5 bedroom, 3 bath home that can comfortably accommodate 10 people in 3,100 square feet of space with a 2 car garage and a large sunny deck to enjoy the scenery. The upper level has a Master bedroom with... View all property information
    Location Information
    Winter Park, Grand County
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • 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
    1 / 3
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • Central Heating
    • Washer
    • Patio
    • Internet Access
    • Housekeeping...
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 42
    6 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    • Mountain Views
    • Central Heating
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Sauna
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Space The house is yours to eat, sleep, and play! Use anything and everything. Full bathrooms on each floor, the main floor bathroom has an old school sauna. Upstairs hosts an open loft queen size bed, a room with a queen size bunk bed, a room with two triple bunk beds (all singles), and a... View all property information
    Location Information
    Winter Park, Grand County
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Housekeeping...
    • Sauna
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Sauna
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Washer
    • Housekeeping...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping...
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 14
    1 Bedroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Mountain Views
    • Housekeeping...
    • Satellite TV
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Central Heating
    • Housekeeping...
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    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
    • x
    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
    1 / 41
    3 Bedrooms, 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