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 inviting, renovated condominium offers a wonderful spot to enjoy your next stay in Winter Park and is an ideal rental for visitors seeking relaxation and enjoyment situated on the building’s second floor. The unit features stunning hardwood flooring that enhances the chic modern design. The open floor plan encompasses the living, kitchen and
Hot HOT 11
Hi Country Haus Unit 1108
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 42
Welcome to our home at 220 Quill Way! This upscale townhome in Fraser offers a peaceful rental option while being conveniently located near a range of outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 4-bedroom unit can accommodate up to 10 guests. It features an open floor plan, a private pa
Hot HOT 11
220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 21
Prepare to immerse yourself in the pinnacle of mountain living! This exquisitely renovated 3-bedroom condominium serves as the ideal resort escape, featuring contemporary furnishings, state-of-the-art appliances, stunning river vistas and ample space for all to relish a mountain retreat.The main open-concept design showcases hardwood flooring and l
Hot HOT 10
Winter Park Place #1
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 76
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 14
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 19
Welcome to our condo at Twin Rivers Vasquez #3! This lovely, renovated 3-bedroom unit features 2 levels on the second floor of the building, providing a tranquil environment and convenient access to downtown Fraser’s dining options and breweries. The hourly shuttle to Winter Park Ski Resort stops near the main entrance. An ideal family condo that
Twin Rivers Vasquez 3
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.8 64
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 15
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
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 22
233 Tabernash Drive
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 2
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and just 30 yards from the free town shuttle• Ground floor access with a private patio and stunning mountain views• Quick walk to Meadow Ridge clubhouse for the heated pool, hot tubs and steam room• Fully equipped kitchen and cozy gas fireplace• Professionally Managed by Stay Win
Hot HOT 12
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120
The extra square footage and views from this condo are created by being a corner unit. The living area offers the full kitchen, dining and lounging with large flat screen TV, gas fireplace, and private balcony.Sleeping 4 with King Bed in primary and queen sofa sleeper.This is a handicapped accessible vacation rental. No air conditioning.Complex Am
Hot HOT 12
Fraser Crossing 3509
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 108
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 17
Cabin at Timber Run
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 24
Welcome to our condo at Founders Pointe unit 4646.This luxurious and newly renovated 1 bedroom is situated on the top floor of the Founder's Pointe building and offers breathtaking mountain views from the private deck. This spacious unit comfortably accommodates up to 4 adults, providing all the comforts and conveniences of home. Unwind with family
Founders Pointe 4646
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 13
Welcome to our condo at The Colony Meadow Ridge Unit 102.This lovely, ground floor 2-bedroom condo offers a cozy getaway in Fraser with updated furnishings, hardwood flooring throughout, private deck, close to outdoor trails and on the free town shuttle. The spacious living room has a contemporary color scheme that accentuates the modern and comfo
The Colony Unit #102
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7

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