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 rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 16
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 90
Experience breathtaking river vistas and the convenience of being mere steps away from Vasquez Creek in this meticulously remodeled multi-level townhome, which perfectly combines a tranquil mountain environment with proximity to the finest attractions that Winter Park provides. The complimentary town shuttle route and is conveniently located within
Hot HOT 11
Townhome on Vasquez Creek #8
Townhome -
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 23
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Hot HOT 15
Cabin at Timber Run
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 24
The charming ground floor end unit has been updated and has the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex. The full kitchen is open to the living and dining to share quality time. The dining room will seat up to 6 and
Beaver Village Unit #0713
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Welcome to our condo at Cozens Pointe Building I Unit 201! Welcome to this modern and spacious 3-bedroom, 3-bath condo that’s not just pet-friendly but also perfect for a cozy getaway! Picture yourself unwinding on the covered patio, enjoying the fresh air, or taking advantage of the washer and dryer for your convenience. The lovely interior design
Hot HOT 10
Cozens Pointe Building I Unit I201
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 173
A generously sized and newly updated two bedroom condominium provides an excellent location for families to appreciate outdoor activities and discover the attractions of downtown Winter Park.The spacious living room features hardwood flooring, access to a private deck with forest and river views, a gas fireplace, modern furnishings, a flat screen T
Hot HOT 12
Hi Country Haus Unit 2110
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 27
Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Beaver Village Unit #0721
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 34
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Ten Mile H-302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 52
This expansive ground floor condominium features three bedrooms and three bathrooms, making it an ideal location for your mountain getaway, and has been updated for enhanced comfort. The living room boasts an open layout with newly installed hardwood flooring, a wood burning fireplace and a 50 inch flat screen HDTV, all of which can be appreciated
Hot HOT 13
Silverado I Building A Unit 101
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 29
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 townhome at Spruce Ridge Unit F! This retreat, your home away from home, offers breathtaking views of the magnificent Fraser Valley and Byers Peak. Experience stunning sunsets and expansive vistas of Byers Peak and the entire Fraser River Valley from the living area, primary loft, and furnished deck when you choose Spruce Ridge as yo
Spruce Ridge Unit F
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.7 4

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