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
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 10
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58
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 11
701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 118
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hot HOT 10
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 31
Welcome to our home at 500 North Lupine! This charming townhome in Fraser is perfect for pet owners and provides a serene rental experience while being close to a variety of outdoor activities year-round. Located at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can host up to 8 guests, featuring breathtaking views and an open floor pl
Hot HOT 15
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Trailhead Lodges 821
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 132
The living room exudes a warm and inviting ambiance, enhanced by the luxurious leather sofa and furnishings. You can relish the comfort of the gas fireplace, watch programs on the flat screen TV and take a quick escape to the private patio.Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern ap
Hot HOT 11
Beaver Village Unit #1612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 40
Experience the convenience of ski-in/ski-out access at this two-bedroom, two-bath condominium situated in Building 1 of Summit at Silvercreek, Granby. Positioned adjacent to the owner's lift at Granby Ranch, this fully furnished unit serves as an excellent option for family rentals with pets.This garden level condominium showcases a contemporary co
Hot HOT 11
Summit Unit 1103
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 38
The living room features a vaulted ceiling that enhances the influx of delightful Colorado sunlight, creating a serene environment perfect for enjoying the wood burning fireplace or the flat screen television. The dining area accommodates up to six guests comfortably and is conveniently situated adjacent to the fully equipped kitchen, which includ
Beaver Village Unit #1934R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 29
Welcome to our townhome at Red Quill unit 210.With ample space to spread out and a layout designed for privacy and comfort, this townhome is ideal for families, couples traveling together, or multi-generational vacations. Book your stay today and experience the best of Winter Park—a luxurious, perfectly located mountain escape designed for year-rou
Red Quill 210
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 5 44
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 7
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
Beaver Village Unit #0623
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 28
Why You’ll Love this Colorado Escape• Unforgettable mountain views from floor-to-ceiiing windows and a private deck• Gas fireplace and vaulted ceilings in a spacious, modern tri-level layout• Access to a common area outdoor hot tub and a grill during the summer months• King Primary suite and a cozy upper-level sitting loft• Conveniently located 3 m
Hot HOT 11
Kicking Horse Bronco 2-303
Townhome
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests

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