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
Situated in the charming town of Winter Park, this location offers the convenience of walking to summer music festivals and events. During the winter months, guests can utilize the complimentary town shuttle service that operates within the condominium complex, providing direct transportation to Winter Park Resort for skiing or snowboarding advent
Hot HOT 10
Beaver Village Unit #1824R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 11
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 12
220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 22
This Winter Park condominium meets all the criteria on your vacation rental checklist, featuring contemporary furnishings and decor that evoke the essence of the 1960s and 1970s, while incorporating a modern flair touch from the present day. Situated on the ground floor, this unit offers convenient access to the main parking lot upon your arrival f
Hot HOT 12
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 25
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
Welcome to our cabin at 133 Eisenhower! Experience a stunningly renovated cabin nestled in the heart of downtown Fraser, providing all the amenities for an ideal family retreat - including a split-level interior, two living areas, a private outdoor hot tub, a personal deck, and a soaking tub in the primary bathroom. The location is also convenientl
Hot HOT 31
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 21
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
This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next
Hot HOT 15
Hideaway Village Alpine 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 58
Why You’ll Love this Colorado Escape• Covered deck providing stunning mountain views• Entirely renovated corner unit featuring open floor plan and wood burning fireplace• Access to an expansive recreation center with indoor pool and hot tubs• Walkable to Main Street and steps from complimentary town shuttle• Professionally Managed by Stay Winter Pa
Hot HOT 14
Hi Country Haus Unit 1618
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 25
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
Beaver Village Unit #0621R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor. Alongside the breakfast bar, there is a dinin
Hot HOT 17
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Hot HOT 23
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256
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

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