Winter Park Vacation Home Rentals

Browse Private House Rentals in Winter Park, CO

Stay Winter Park offers a range of experiences in private vacation homes, depending on location. If you're seeking a peaceful getaway, our secluded woodsy homes provide the perfect setting, with the sounds of birds chirping and the occasional deer passing by. On the other hand, if you prefer to be in the heart of downtown, we have homes that are conveniently located near lively evening venues and pubs, allowing you to easily walk to and from your destination. No matter how you want to enjoy Winter Park, we've got you covered!

Choose from our selection of vacation home rentals in Winter Park, Colorado, which range from 2 to 7 bedrooms. Our larger variety of homes makes us a popular choice among renters. However, these options tend to book quickly, so act fast! Whether you're planning a small group gathering, a family reunion, an executive retreat, a girl's weekend trip, a golf outing, an unforgettable holiday gathering or even a summer wedding, we have what you're looking for. Contact us or book online to secure your rental.

If you require special rental rates or additional assistance in coordinating your event, our Groups Department is here to help.

Search Other Popular Vacation Rental Categories:

Downtown Winter Park Rentals, Pet Friendly, Base Village, Luxury Homes, Winter Park Cabins, Vacation Condos, Ski In Ski Out, Townhome Rentals

Search Other Nearby Popular Vacation Areas:

Fraser, Tabernash, Winter Park Highlands, Granby, Grand Lake


Properties Available 33 properties available
The residence accommodates up to 12 guests and boasts a charming cabin ambiance, situated on a secluded, wooded acre with stunning views of the continental divide. It is common to spot deer, elk, and even moose in the area. The property is conveniently located just five miles from the base of Winter Park Ski Resort, two miles from downtown Winter P
Hot HOT 10
61 Jabberwocky
61 Jabberwocky
Private Vacation Home - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 27
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Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
233 Tabernash Drive
233 Tabernash Drive
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
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Welcome to our home at 404 Doc Susie Avenue.Looking for the ideal Colorado retreat in downtown Fraser? This beautifully renovated home has been thoughtfully renovated and designed for comfort and offers plenty of room to host family and friends. The ideal location in downtown Fraser allows for an easy stroll to restaurants and quick access to near
Hot HOT 13
404 Doc Susie home
404 Doc Susie home
Private Vacation Home
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
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This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel
Hot HOT 10
Leland Creek Home
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
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Book your next experience in the ultimate mountain getaway at the Winter Park Hideout in this expansive 5-bedroom sanctuary, offering a blend of opulence and one of a kind amenities and floor plan. Our home is located in Tabernash offering guests a perfect home base to explore all the outdoor activities and local attractions as it is centrally loca
Hot HOT 12
349 Ridge Road
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
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This elegant slopeside mountain sanctuary with a private hot tub is an easy 5-minute walk to the Winter Park Resort. The Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming mountain retreat. With 6 bedrooms and 6 ½ bathrooms, it accommodates up to 19 guests, ensuring a comfortable a
Hot HOT 48
Winter Park Ski Haus
Winter Park Ski Haus
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 19 guests
Rating 5 59
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Welcome to our home at 1459 Prairie Sage Road.Your Perfect Mountain Getaway Awaits. Looking for the ideal Colorado retreat? This beautifully maintained 5-bedroom mountain home sits on nearly 10 private acres with jaw-dropping views of the Winter Park Ski Area, the Continental Divide, and the Indian Peaks. The home is thoughtfully designed for comfo
Hot HOT 12
1459 GCR 5221
1459 GCR 5221
Private Vacation Home
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
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Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 10
1126 Western Road
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 2
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Experience AMAZING VIEWS! 20 Minutes to Winter Park or Granby Ranch Skiing! at the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, di
273 Fallen Rock
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 47
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This lovely townhome in Fraser is pet-friendly and offers a peaceful rental option while still being conveniently located near various outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can accommodate up to 8 individuals, boasting stunning views and an open floor plan.On the ma
Hot HOT 17
500 North Lupine
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 97
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Welcome to our home at 238 Night Hawk.The perfect mountain home getaway - outdoor private hot tub, 4 bedroom 3.5-bath and comfortably sleeps 12, vaulted ceilings, private deck with views, ideal for a large family or two families traveling together and located in a wonderful neighborhood near the Granby Ranch Resort and centrally located to all the
Hot HOT 31
238 Night Hawk Home
238 Night Hawk Home
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
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Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank
Hot HOT 13
224 GCR 4034
224 GCR 4034
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 3
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