Winter Park Lodging

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.

Check out our updated cleaning and safety policies to ensure a worry-free and enjoyable getaway.

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

Other popular options include Fraser, Tabernash and Kremmling - Gore Pass. and Granby Ranch.

Properties Available 228 properties available
This ground floor unit offers 1,450 square feet with Wi-Fi access and 3 bedrooms and 2 full bathrooms.In the main living room, wood exposed beams accent the southwestern decor. Guests will enjoy the TV, VCR, private balcony and queen sofa sleeper and free Wi-Fi access. No air conditioning.In a separate alcove area off the living room, there is a s
Timber Run Aspen Unit 2
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.5 2
This generously sized and contemporarily updated one bedroom, two bath condominium is ideally situated in downtown Winter Park. The expansive kitchen and dining area provide additional space compared to a standard one bedroom unit, enhancing the experience of holiday gatherings and meal preparation. The kitchen is fully equipped with all contempor
Hot HOT 13
Hi Country Haus Unit 2405
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 2 guests
Rating 5 2
This luxurious Arrow townhome unit is an ideal choice for couples (and Pets!) seeking a relaxing getaway in downtown Winter Park. With 3 bedrooms, it can accommodate up to 10 guests, providing stunning views and a private hot tub for a truly memorable vacation experience.The lower level features a private garage with space for 2 cars parked in tand
Hot HOT 13
Arrow at Winter Park Unit 276
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
A 3 bedroom unit with 1, 292 square feet on the first floor of the complex and has two interior levels.The entry level offers an open floor plan encompassing the living, dining and kitchen areas. In the living room comfortable furnishings surrounding the gas fireplace, flat screen TV with DVD and Blue Ray disk player; and queen sofa sleeper. A bonu
Lion's Gate Pines Unit 103
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
A comfortable 3 bedroom 2 bathroom unit on the first floor, this rental has 1,212 square feet of living space with a split level interior floor plan.A large open living room includes a flat screen TV, DVD,Blue Ray disk player, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.Overlooking the living room is the main dining area
Lion's Gate Pines Unit 104
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.5 2
This 3 bedroom 2 bathroom unit offers 1, 212 square feet of interior living space on the first floor of the building.The main living room has an open floor plan with gas fireplace, flat screen TV with DVD player with Blue Ray disk player, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.In the adjacent dining room, guests will
Lion's Gate Pines Unit 102
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Hot HOT 10
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 5
This third floor condominium rental, tastefully adorned and featuring several kitchen enhancements, is well-suited for families traveling to the Winter Park region.The primary living room features a southwestern design, complete with a wood burning fireplace, a TV equipped with a VCR-DVD combination, complimentary Wi-Fi access, a queen-sized sofa b
Hi Country Haus Unit 1913
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 15
The presence of vaulted ceilings in the primary living space enhances the sense of spaciousness, while the picturesque views of Winter Park Resort contribute a charming aspect to this vacation rental. The expansive dining room offers ample space for mealtime gatherings, and the main living area of the condominium features a gas fireplace that culti
Hot HOT 13
Beaver Village Unit #2032R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
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 12
61 Jabberwocky
Private Vacation Home - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 10
An open floor plan includes the living room with flat screen TV, DVD, Blue Ray disk player, gas fireplace, free Wi-Fi access and a queen sofa sleeper. No air conditioning.The large table in the dining area can accommodate 8 persons for meals. In the renovated kitchen, guests will enjoy the new appliances, granite counter tops and solid wood cabin
Lion's Gate Pines Unit 116
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
The ski resort can be admired through the expansive windows and from the rooftop deck, while the vaulted ceilings enhance the spaciousness of the area. Relax on the comfortable sofas, watch TV or cozy up by the gas fireplace. The dining area and kitchen are conveniently located nearby, allowing the cook to engage with the group. The kitchen boasts
Hot HOT 12
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 15

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