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 269 properties available
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 12
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
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
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 31
Why You’ll Love this Colorado Escape• Ground floor1-bedroom mountain retreat with a private patio and modern interior design• Gas fireplace and a smart TV with streaming and cable services for relaxing evenings• Fully equipped kitchen with stainless steel appliances and an in-unit washer and dryer combo • Access to common area amenities including a
Fraser Crossing 3127
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 8
Welcome to our condo at Timber Fox Unit C3308! This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. Our unit offers a splendid view from its private patio with outdoor sofa, open floor plan with a modern themed interior design, gourmet kitchen, washer and dryer and will sleep 8 guests comfo
Timber Fox Building C Unit 3308
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 2
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 11
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
Why You’ll Love this Colorado Escape• 5.6 miles to Winter Park Resort and 30 yards to the free town shuttle• Access to Club Meadow Ridge clubhouse with an outdoor heated pool and hot tubs• Private deck with stunning mountain views• Cozy wood-burning fireplace and complimentary Wi-Fi• Professionally Managed by Stay Winter ParkThe CondoThis welcomin
Meadow Ridge Court 4 Unit 5
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Welcome to our condo at Sun Song 1B.Lovely pet friendly 1 bedroom with extra sleeping accommodations, private patio with forest views, sunken living room area, washer and dryer, common area indoor hot tub and close to outdoor trails and the free town shuttle.The main entry of the unit welcomes you with a forested view and a spacious open floor plan
Sunsong 1B
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
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
Welcome to our townhome at 820 Badger Lane! Experience a delightful stay in this charming tri-level townhome located in a serene neighborhood of Fraser. The property features a spacious, private outdoor hot tub and ample bedding in the two bedrooms.Recently renovated, this townhome boasts new carpeting, furnishings, and interior designs. The ground
Hot HOT 16
820 Badger Ln
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 16
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 10
Beaver Village Unit #1612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 40
The renovated primary bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s
Hot HOT 10
Beaver Village Unit #0621R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
This beautifully remodeled 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
Timber Run Evergreen Unit 8
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3

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