Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 263 properties available
This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Hot HOT 16
Hi Country Haus Unit 2121
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 60
Welcome to our home at Pines Mesa Cottages Unit 8.This stunning retreat in the picturesque Fraser, Colorado offers a luxurious Pet Friendly getaway with breathtaking mountain views from the private deck, private outdoor hot tub, 1 car heated garage parking, game room, vaulted ceiling and is perfect for families or groups seeking a memorable getawa
Hot HOT 14
Pines Mesa Cottages #8
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
If you are in search of a newly renovated condominium that offers tranquility during your next holiday, this unit is ideal for you. Situated on the top floor and positioned as an end unit, this location within the building ensures a greater degree of privacy from other neighboring residents.The property underwent a comprehensive renovation in the
Hot HOT 19
Beaver Village Unit #1934
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 65
The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Hot HOT 10
Beaver Village Unit #1714
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 88
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
Hot HOT 12
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 5
Situated on the third floor of the structure, the arched ceilings in the primary living area create a sense of openness and grandeur. Adorned in a serene and relaxing neutral color palette, this one bedroom one bathroom condominium showcases contemporary western aesthetics and furniture, perfect for a mountain retreat in Colorado.The living room sp
Hot HOT 12
Beaver Village Unit #0232R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 71
Welcome to our condo at Winter Park Place Unit 18.This property is the perfect mountain retreat with an updated interior, 2 private decks, gas fireplaces and plenty of space to relax and enjoy a cozy weekend getaway or a long stay for year outdoor adventures and located on the second floor of the building.The entry of the unit offers tiled floorin
Hot HOT 32
Winter Park Place #18
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
Why You’ll Love this Colorado Escape• Private deck with picturesque views of the surrounding valley and mountains• Access to extensive amenities including an outdoor heated swimming pool, hot tubs and a fitness room• Pet friendly studio condominium located on the second floor• Professionally Managed by Stay Winter ParkThe CondoThis cozy studio apar
Hot HOT 16
564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 57
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Hot HOT 13
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
Hot HOT 12
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Welcome to our condo at WinterStar Unit A6! This delightful and spacious Pet Friendly townhome in Fraser offers breathtaking mountain views from its private deck and patio, complemented by two interior levels that foster a tranquil rental experience. It is perfectly situated close to a range of outdoor activities accessible throughout the year. Ne
Hot HOT 15
Winterstar Building A #6
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 6
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
Hot HOT 23
233 Tabernash Drive
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 2

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