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 206 properties available
This tri-level townhome offers an abundance of natural light and generous square footage, making it the perfect vacation rental for families or individuals seeking spacious accommodations.The primary level features a spacious entryway adorned with tiled flooring, providing ample space for storing jackets and coats. This area also offers convenient
Hot HOT 13
Timber Lake 341
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 23
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
Hot HOT 12
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 24
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 17
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 37
Enjoy a mountain escape at this 3 bedroom condo in Fraser. This unit offers a split-level interior, open floor plan and plenty of space for you and your family to enjoy the forest and mountain views from the private deck and on-site amenities that include indoor hot tubs, summer picnic area and tennis court.The main entrance of the unit provides a
Sunsong 3F
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a primary suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a w
Hot HOT 17
Hi Country Haus Unit 2111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 16
Book your next stay slopeside with us at this lovely split-level townhome at Base Camp. Guests will enjoy easy access to the slopes, private patio with mountain views, 3 bedrooms, large windows for viewing the surrounding outdoors and 1 car garage parking. Guests also have access to the clubhouse with paid amenities - there's something to do any t
Base Camp Townhome #106
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Experience mountain living at its finest in this stylish and serene mountain modern townhome that is thoughtfully designed with luxurious finishes making this townhome the ideal vacation rental for comfort and convenience.The ground floor entrance offers hardwood floors, easy access to the garage parking, the third bedroom with Captain’s Bunk bed (
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.

374 Lake Trail
Townhome
Bedrooms 3 bedrooms
Bathrooms 2 baths
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hot HOT 22
Hi Country Haus Unit 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 70
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
Kings Crossing Townhome 12
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 20
This contemporary, pet friendly two-bedroom, two-bathroom condominium situated in the Reserve at Ten Mile Creek Apartments, boasts stunning mountain views from the private deck. It also provides easy access to a range of outdoor activities in the nearby region and at Granby Ranch Resort. The unit boasts a generous open floor plan, a chef-inspired
Hot HOT 14
Ten Mile G-201
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6
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 11
Beaver Village Unit #1822
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 10
This exceptional three bedroom residence boasts an expansive interior and has been entirely renovated, featuring a covered deck that provides stunning mountain views. This unit is situated on the third floor of the building and is a corner unit, providing enhanced privacy and scenic views. The open floor plan features hardwood flooring that comp
Hot HOT 16
Hi Country Haus Unit 1618
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 21

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