Thanksgiving in Winter Park

Book Your Thanksgiving Vacation Rental in Winter Park Colorado

Explore our range of Thanksgiving vacation rentals in Winter Park Colorado. Whether you are hosting extended family for the holidays, embarking on a group getaway, or something small and intimate for a couple, we provide ideal lodging options to suit your needs.

Additionally, we offer flexible booking dates.  

Please contact our office or browse our most popular vacation options

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 131 properties available
The ski resort can be admired through the expansive windows and from the rooftop deck, while the vaulted ceilings enhance the spaciousness of the area. Relax on the comfortable sofas, watch TV or cozy up by the gas fireplace. The dining area and kitchen are conveniently located nearby, allowing the cook to engage with the group. The kitchen boasts
Hot HOT 18
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 12
The living room features new furnishings that enhance the recently renovated unit, creating an ideal space for relaxation and enjoyment of the serene atmosphere during your mountain getaway. It includes a gas fireplace, flat screen television, a sofa sleeper and access to the a private deck. Situated on the second floor of the building, the unit o
Hot HOT 10
Beaver Village Unit #0922R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
Adventure awaits! We are thrilled to offer our cozy mountain retreat to you. Our condo is ideally situated just a short 10-minute drive or shuttle ride away from winter skiing and surrounded by summer outdoor activities. Winter Park is a mere 6 miles away and easily accessible via the complimentary shuttle service for all your seasonal adventures.
Hot HOT 17
Waterside West A303
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 26
This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to nine guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applian
Hot HOT 18
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 9
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 15
Beaver Village Unit #0931
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 7
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Hot HOT 10
Beaver Village Unit #0612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 11
The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Hot HOT 14
Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 43
It is essential to consider a stay at Kings Crossing 13 during your upcoming visit to Winter Park. This townhome features three bedrooms and three bathrooms and is conveniently located in downtown Winter Park, within walking distance to numerous restaurants, a movie theater with bowling alley and the Grand Park Recreation Center. Additionally, the
Kings Crossing Townhome 13
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 1
This roomy townhome provides 1,596 square feet across two levels and is suitable for pets! The upper level features high ceilings with ceiling fans and the appearance of a genuine log cabin in the spacious layout that includes the living, dining and kitchen spaces. The kitchen is equipped with stainless steel appliances, granite countertops, sturdy
Hot HOT 22
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
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
Hot HOT 14
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 3
This residence in Colorado is situated 2/3 of a mile from the main street in downtown Winter Park and three miles from the Winter Park Resort, nestled in a charming neighborhood that provides a sense of seclusion along with stunning mountain vistas. It serves as an excellent setting for either a large family or a small group. The recently renovat
Hot HOT 19
40 Crescentview Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
Experience breathtaking river vistas and the convenience of being mere steps away from Vasquez Creek in this meticulously remodeled multi-level townhome, which perfectly combines a tranquil mountain environment with proximity to the finest attractions that Winter Park provides. The complimentary town shuttle route and is conveniently located within
Hot HOT 18
Townhome on Vasquez Creek #8
Townhome -
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 1

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