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 townhome at Arrow Unit 294! Experience breathtaking mountain vistas and a rooftop deck featuring a private hot tub, all situated on Main Street in the heart of downtown Winter Park. You will have convenient access to a variety of nearby adventures, shopping options, and dining establishments. Our four-bedroom unit can accommodate up
Hot HOT 28
Arrow At Winter Park Unit 294
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 2
Welcome to our condo at Fraser Crossing 3309.This beautifully remodeled one-bedroom condo is a rare find that combines unmatched style, comfort, and unbeatable access to the heart of Winter Park Resort! The open floor plan encompasses the living, dining and kitchen area all adorned with hardwood flooring and modern interior furnishings and finishe
Hot HOT 11
Fraser Crossing 3309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
This fully furnished 2 bedroom condo is pet friendly, situated adjacent to the owner's lift at Granby Ranch for ski-in/ski-out access, private deck with views, and a gas fireplace.is an excellent option for family rentals and is also pet-friendly. It provides the advantage of and includes two bedrooms along with a loft and two bathrooms, This condo
Hot HOT 13
Summit Unit 1303
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 51
This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equipped wit
Hot HOT 14
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 47
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 13
Fraser Crossing 3509
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 108
Welcome to our condo at Waterside West Unit E206! Discover the warm and welcoming open floor layout of this contemporary 2-bedroom unit, which can host up to 6 guests. Take advantage of the convenient location near Winter Park, Grand Lake, and Rocky Mountain National Park. Local amenities feature Safeway, the Fraser tubing hill, mountain biking tra
Hot HOT 15
Waterside West E206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 22
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 34
Lovely 2 bedroom with bonus den sleeping area, 2 private decks with views and private patio, washer and dryer. Updated interior with new flooring, furnishings and appliances. Bonus amenities include paddle boards, inflatable kayak and game room with ping pong to enjoy!The Soda Springs Ranch condo 3C is perfect for families seeking a vacation rent
Hot HOT 18
Soda Springs Ranch Unit 3C
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 7 guests
Rating 4.9 34
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
Hot HOT 10
Crestview Place Unit 603
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 22
Welcome to our home at 113 Peak View. Perfect for two families, including your pets! seeking ample space to unwind, this home features two separate living rooms, providing the ideal setting to spread out and relax in comfort; enjoy the lovely views from the private deck, take a relaxing soak in the private outdoor hot tub and take advantage of the
Hot HOT 15
113 Peak View
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 12
Experience AMAZING VIEWS! 20 Minutes to Winter Park or Granby Ranch Skiing! at the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, di
Hot HOT 10
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 73
Welcome to our home at Homer’s Hideaway - 71 Alder Brook! Step into the luxury of Homer’s Hideaway, a spacious and beautiful home that’s perfect for your next getaway. This pet-friendly retreat features a private outdoor hot tub on the patio, soaring vaulted ceilings, and convenient 2-car garage parking. With enough room to comfortably sleep 10 gue
Hot HOT 18
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 65

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