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 226 properties available
Welcome to our home at 74 Alder Brook! Step into the luxury of this stunning, spacious home that’s just been built, perfect for creating unforgettable family memories during your vacation in Fraser. Picture yourself soaking in the awe-inspiring mountain views from your private patio, enjoying the cozy warmth of in-floor radiant heating, and parking
74 Alder Brook
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 49
Experience the inviting and cozy open floor plan of this modern 2-bedroom unit that can accommodate up to 6 guests. Enjoy convenient proximity to Winter Park, Grand Lake and Rocky Mountain National Park. Nearby amenities include Safeway, Fraser tubing hill, mountain biking trails and various dining options. Additionally, there is a stocked fishing
Waterside West E206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 13
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 and for extra enjoyment hop in the outdoor hot tub!The ground floor entrance offers hardwood floors, easy access to the garage p
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
Guests 6 guests
Rating 5 1
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Hot HOT 21
Beaver Village Unit #2031
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 8
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated
Hot HOT 10
Beaver Village Unit #1734R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 5
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8
Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Hot HOT 11
Arrow at Winter Park Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 39
Welcome to our home at 500 North Lupine! This charming townhome in Fraser is perfect for pet owners and provides a serene rental experience while being close to a variety of outdoor activities year-round. Located at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can host up to 8 guests, featuring breathtaking views and an open floor pl
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 99
Welcome to our condo at Waterside West Building D Unit #301.A spacious and lovely decorated 1 bedroom offers a private deck with mountain views, 2 full bathrooms, washer/dryer, in-floor radiant heating and is Pet Friendly - great spot in Fraser for you to enjoy your mountain getaway.The open floor plan has new carpeting and is very spacious to enjo
Waterside West D301
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 3
Exceptional Opportunity! This is a 4-bedroom, 3-bathroom residence in Beaver Village . If you seek convenience and comfort for your upcoming ski vacation in Winter Park, this is the ideal accommodation.This second-floor condominium offers the convenience of single-level living. Upon entering, you are greeted by hardwood flooring that leads into the
Hot HOT 17
Beaver Village Unit #1124
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 44
Welcome to Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Hot HOT 11
Founders Pointe 4649
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 28

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