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 203 properties available
This residence is located in the serene residential area of Fraser, just 6 miles away from the Winter Park Ski Resort. Situated on a 0.8-acre lot, it offers convenient access to the free town shuttle, which stops right across the street.The property has been transformed into a luxurious, high-end themed vacation home, featuring 1,752 square feet of
Hot HOT 12
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 25
This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit
Beaver Village Unit #1123
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 8
This expansive and recently updated unit provides an excellent location for a mountain retreat at the foot of the slopes at Granby Ranch. The primary living area features vaulted ceilings, inviting sofas perfect for relaxation, a gas fireplace, flat screen television and stunning mountain vistas through the large windows from this second floor uni
Hot HOT 12
Mountainside Unit B-20
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 24
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
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 16
A cozy, pet friendly studio apartment located on the second floor, offering easy access and a delightful view of the mountains and surrounding landscape.The kitchenette is fully equipped with modern cabinetry, countertops, and hardwood flooring throughout the unit, complemented by contemporary appliances. Next to the kitchenette, the dining area a
564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 28
The living room features a leather sofa and armchair, providing a cozy area to relax by the gas fireplace, watch the flat screen television, and appreciate the private deck that overlooks a forested landscape from the building’s second floor, although it does not include air conditioning.The condominium is well-maintained boasting a modern kitchen
Beaver Village Unit #0724R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4 3
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location.The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, with
Hot HOT 17
Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 18
This beautifully renovated two bedroom condominium enhances your Winter Park getaway significantly. Situated on the third floor, this unit features vaulted ceilings in the spacious open-concept main area. The hardwood flooring throughout perfectly complements the stunning kitchen, which boasts new wood cabinetry, stainless steel appliances and co
Hot HOT 10
Beaver Village Unit #1734
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 12
Beaver Village Condominiums represent the ideal blend of comfort and convenience, situated a mere 1.5 miles from the Ski Area, and only a five minute walk from the vibrant downtown shopping and dining district of Cooper Creek Square. In the summer, a bike path provides direct access from the property to the extensive mountain biking trail system i
Hot HOT 12
Beaver Village Unit #1821
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 16
This recently built 5-bedroom corner unit at the Arrow townhome development provides unique amenities such as stunning views from the private hot tub overlooking the Continental Divide and hillside scenery of the Rendezvous Event Center for music festivals in downtown Winter Park, as well as partial views of Winter Park Resort from the spacious roo
Hot HOT 14
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 37
A gas fireplace provides a warm and welcoming atmosphere during chilly winter days and nights, as well as on the rare cool summer evenings. The living room is furnished with comfortable seating, allowing for an enjoyable experience while watching flat screen TV and it offers convenient access to the private patio from this ground floor unit. Addi
Beaver Village Unit #0712R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 25
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
Hot HOT 12
Beaver Village Unit #0833R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 2

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