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 218 properties available
This elegantly renovated kitchen features black granite countertops, oak cabinetry and radiant in-floor heating, making it ideal for those brisk mornings. This is part of a 2 bedroom 2 bathroom condo rental.The dining area, conveniently located next to the kitchen, includes a spacious table that accommodates six guests comfortably. In the living
Beaver Village Unit #0621
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 10
This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next
Hideaway Village Alpine 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 35
This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 71
Reserve your upcoming Winter Park getaway in this recently renovated one bedroom unit at Beaver Village Condos, conveniently located near the clubhouse facilities, a short walk from town and the complimentary shuttle service.The updated kitchen appliances and lighting enhance the evening ambiance for cooking your preferred dish. The dining area off
Beaver Village Unit #0332
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 54
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hi Country Haus Unit 1908
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 21
Prepare to immerse yourself in the pinnacle of mountain living! This exquisitely renovated 3-bedroom condominium serves as the ideal resort escape, featuring contemporary furnishings, state-of-the-art appliances, stunning river vistas and ample space for all to relish a mountain retreat.The main open-concept design showcases hardwood flooring and l
Hot HOT 11
Winter Park Place #1
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 31
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Hot HOT 10
Beaver Village Unit #0623R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 23
Welcome to Alpine Bliss, situated at the Winter Park Resort! This mountainside condominium in Winter Park, Colorado, is a genuine winter haven. Just a few steps from the ski slopes, it presents an ideal combination of beauty and convenience.Inside this two-bedroom, two-bath condo, you will discover a cozy and inviting space, embellished with deligh
Fraser Crossing 3302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 8
Soak up the incredible sunsets and sweeping vistas of Byers Peak, and the entire Fraser River Valley from the living area, primary loft, and furnished deck when you make Spruce Ridge your home away from home. Upon entry, you'll be greeted by the mountain vibes and wonderful open layout. This unit has a great space for gathering. Warm up by the gas
Spruce Ridge Unit F
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 3
This one bedroom condominium offers everything necessary for a delightful vacation. The primary bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island accommodates seating for 2 and seamlessly connect
Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 6
Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
233 Tabernash Drive
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that make this second floor location a desirable sp
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree