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
Welcome to our condo at Waterside West Unit B301! This vacation rental showcases a highly modern design and sophisticated furnishings, offering more than 2,000 square feet of living area spread over two levels. It includes a spacious wrap-around deck that enables guests to enjoy breathtaking mountain vistas and provides easy access to hiking and bi
Waterside West B301
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 26
This Winter Park condo offers ample space and a variety of sleeping arrangements suitable for groups, families, couples and individuals. Situated on the 3rd floor of the Beaver Village Condominiums complex, this four bedroom three bathroom unit boasts vaulted ceilings that allow for plenty of natural light to fill the space.The open floor plan is
Hot HOT 13
Beaver Village Unit #0834
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 12
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 home at 59 Jabberwocky! This residence is located in the serene residential area of Fraser, just 6 miles away from the Winter Park Ski Resort. Situated on a 0.8-acre lot, it offers convenient access to the free town shuttle, which stops right across the street.The property has been transformed into a luxurious, high-end themed vacati
Hot HOT 16
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 29
Situated in the charming town of Winter Park, this location offers the convenience of walking to summer music festivals and events. During the winter months, guests can utilize the complimentary town shuttle service that operates within the condominium complex, providing direct transportation to Winter Park Resort for skiing or snowboarding advent
Hot HOT 10
Beaver Village Unit #1824R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 11
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
This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a primary suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a w
Hot HOT 12
Hi Country Haus Unit 2111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 24
This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
Hot HOT 17
Hi Country Haus Unit 1805
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 94
This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to eight guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applia
Hot HOT 15
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 19
The living room features a leather sofa and armchair, providing a cozy area to relax by the gas fireplace, watch the flat screen television, and appreciate the private deck that overlooks a forested landscape from the building’s second floor, although it does not include air conditioning.The condominium is well-maintained boasting a modern kitchen
Hot HOT 15
Beaver Village Unit #0724R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 13
Why You’ll Love this Colorado Escape• 3.0 miles to Winter Park Ski Resort and 0.1 miles to Downtown Winter Park• Private rooftop terrace featuring a hot tub and outdoor seating for stargazing• Cozy gas fireplace, high ceilings and expansive windows• Garage parking for one vehicle and a spacious lower-level mudroom for gear storage• Professionally M
Hot HOT 18
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 48
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
Hot HOT 13
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11

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