Christmas Holiday rentals in Winter Park

Book Your Christmas Vacation  in Winter Park Colorado

Secure your Christmas holiday getaway in the Colorado Rockies with StayWinterPark.

We cater to families of all sizes, groups and offer intimate cabins for couples.  Leave the hustle and bustle of the city behind and immerse yourself in the picturesque snowy landscapes, festive atmosphere, seasonal activities and private hot tubs to soothe your muscles after a day filled with outdoor adventures.

Moreover, we provide flexible booking dates if you have yet to discover your perfect rental.  

Choose from a variety of popular vacation accommodations including Winter Park Cabins, Downtown Winter Park, Pet Friendly Vacation Homes, Base Village of Winter Park Resort, Ski-in/Ski-out condos and Granby Ranch.  






Properties Available 204 properties available
The living space in this condominium offers comfortable seating arrangements for viewing the flat screen television and enjoying the gas fireplace. Additionally, access to a private deck on the second floor provides a scenic view of the surrounding forest. Please be aware that air conditioning is not available.The interior of this vacation rental
Hot HOT 13
Beaver Village Unit #1822
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 9
The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped for meal preparations. The adjoining dining area accommodates up to six individuals, with extra bench seating and spaces at the breakfast bar, allowing for a total of ten place settings.T
Hot HOT 23
Beaver Village Unit #0833
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.8 29
This lovely townhome in Fraser is pet-friendly and offers a peaceful rental option while still being conveniently located near various outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can accommodate up to 8 individuals, boasting stunning views and an open floor plan.On the ma
Hot HOT 29
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 97
The charming ground floor end unit has been updated and has the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex. The full kitchen is open to the living and dining to share quality time. The dining room will seat up to 6 and
Hot HOT 17
Beaver Village Unit #0713
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
Hot HOT 21
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 6
This delightful unit offers a perfect retreat that feels just like home. Thoughtfully decorated with brand-new mattresses and a comfortable, budget-friendly style accented by pops of color, it provides an inviting home base for all your winter and summer adventures.Guests will appreciate the cozy gas fireplace, a flat-screen TV for entertainment in
Hot HOT 23
Kicking Horse Maverick 5-203
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

Bear Crossing 435
Townhome
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
This vacation rental in Winter Park, Colorado is conveniently situated within walking distance of the town and just a few minutes away from Winter Park Resort. This lovely 2-bedroom 2-bathroom unit at Beaver Village offers all the comforts of home and is located on the 2nd floor of the building.Visitors can take pleasure in the spacious open livin
Hot HOT 23
Beaver Village Unit #0823
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 21
This remodeled two-bedroom strikes an ideal balance between mountain charm and contemporary comfort, featuring an extensively renovated ground-floor corner unit situated. Located within the established Hi Country Haus community, it is just moments away from Main Street and clubhouse amenities, providing the best of both summer and winter living rig
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

Hi Country Haus Unit 0701
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
This townhome, set against a charming forested backdrop, offers three bedrooms distributed over three levels. The main floor features an open-concept design, highlighted by a living room with vaulted wood-paneled ceilings, a fireplace, complimentary Wi-Fi, a flat screen TV and new carpeting throughout, with the exception of the kitchen area. The k
Hot HOT 37
Timber Ridge Building 2, Unit B
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 5
This stunningly renovated three bedroom unit on the first floor at Meadow Ridge Resort is an ideal vacation rental for families, offering access to clubhouse amenities and is situated on the second floor of the building offering a tranquil condo for your relaxation and close to the main clubhouse to enjoy a number of amenities. The primary living,
Hot HOT 13
Meadow Ridge Court 11 Unit 5
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 7
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 20
Beaver Village Unit #0931
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 33

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