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 home at 200 Quill Court! This lovely 4-bedroom vacation retreat is nestled in Fraser at the Cabins of Porcupine Ridge. With a thoughtfully designed interior, two cozy living spaces, a private outdoor hot tub on the patio, a dedicated laundry room, and garage parking, this home can comfortably accommodate up to 9 guests across three s
Hot HOT 12
200 Quill Court
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 5 4
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hot HOT 14
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
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 16
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120
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 15
Beaver Village Unit #0232R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 71
Our Hideaway Station unit 202 is a perfectly situated 2 bedroom condo in the heart of downtown Winter Park and walking distance to a number of restaurants, shops, activities and the free town shuttle stops in front of the complex on Main Street. This stunning condo offers breathtaking mountain views from the private deck and an ambiance that blends
Hot HOT 17
Hideaway Station E #202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 51
This beautifully appointed unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Hot HOT 12
Timber Run Dogwood Unit 8
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to our townhome at Bear Crossing Unit 995.Our Bear Crossing townhome features three-bedrooms and three bathrooms in a remarkably spacious interior, with high-quality finishes throughout, tri-level interior, private deck with mountain views and private patio with outdoor hot tub.The main entrance of the unit has tiled flooring, coat closet a
Hot HOT 13
Bear Crossing 995
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
Welcome to our vacation home at Lake Granby, Colorado, located in the Lakeshore Estates. If you are looking for a comfortable, quiet place to relax and enjoy the splendor of Rocky Mountains - you've found it!This is a newer, 3 bedroom, 3.5 bathroom, beautiful townhome, The main entry to the townhome is on the ground floor with direct access to the
Hot HOT 14
Granby Lake Shore Estates Townhomes #5
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 130
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Hot HOT 14
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2
Experience an unforgettable mountain retreat in this newly constructed three-bedroom townhome with modern interior design, an open floor plan, private deck with mountain and golf course view with plenty of space for families, friend groups or anyone looking for luxurious but affordable lodging accommodation near the Grand Elk golf course.The main u
Hot HOT 17
174 Eagle Ridge
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 10
The exclusive terrace associated with the third floor unit in the building presents scenic views of the Winter Park Resort, serving as a tranquil area to appreciate the outdoors. It has recently undergone updates, making it an excellent choice for your upcoming Winter Park getaway. The open-concept layout includes a well-equipped kitchen, complete
Hot HOT 15
Beaver Village Unit #0931
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 48
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and 200 feet to the free town shuttle stop• Private deck with an outdoor hot tub, large backyard and mountain views • Wood burning fireplace and combo sunroom/game room with foosball table • Ground floor entrance with space for groups across three bedrooms• Pet friendly property
Hot HOT 15
701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 118

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