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.
185 properties available
Our Fairways townhome is an upscale contemporary getaway situated near the base of Granby Ranch Resort offering lots of amenities, two interior levels and provides guests stunning mountain vistas from a private balcony and plenty of interior space with two living rooms and a private outdoor hot tub and an interior design that is meticulously crafte
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
Welcome to our condo at Meadow Ridge Court 18 Unit #4! Just recently updated, this cozy ground floor one-bedroom apartment is the ideal spot to relax and recharge. Step out onto the private patio right from the main living room, where you can soak in views of the Winter Park Resort, all just a quick stroll from the main clubhouse. Inside, the livin
A generously sized and newly updated two bedroom condominium provides an excellent location for families to appreciate outdoor activities and discover the attractions of downtown Winter Park.The spacious living room features hardwood flooring, access to a private deck with forest and river views, a gas fireplace, modern furnishings, a flat screen T
Welcome to our townhome at Red Quill unit 210.With ample space to spread out and a layout designed for privacy and comfort, this townhome is ideal for families, couples traveling together, or multi-generational vacations. Book your stay today and experience the best of Winter Park—a luxurious, perfectly located mountain escape designed for year-rou
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
Why You’ll Love this Colorado Escape• 2 bedroom and 2 bathroom second floor end unit with enhanced privacy• Easy access to a private deck overlooking the forest• Complex clubhouse access featuring a heated indoor pool and hot tubs • Cozy gas fireplace and a fully remodeled kitchen with a small island • Professionally Managed by Stay Winter ParkThe
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
This Winter Park condo offers ample space and a variety of sleeping arrangements suitable for groups, families, couples and individuals. Situated on the 3rd floor of the Beaver Village Condominiums complex, this four bedroom three bathroom unit boasts vaulted ceilings that allow for plenty of natural light to fill the space.The open floor plan is
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
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
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