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 214 properties available
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
Hot HOT 10
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 56
Welcome to our condo at Beaver Village unit 1833.This beautifully renovated 2 bedroom condo offers a spacious open floor plan, hardwood flooring, vaulted ceilings, private deck with mountain and forest views making it a wonderful option for your next Winter Park vacation.The open floor plan provides cabin themed interior design with hardwood floori
Beaver Village Unit #1833
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This ground floor condominium has undergone recent renovations, transforming it into a modern and inviting vacation rental, perfect for couples, singles or small families seeking a year-round mountain retreat at Granby Ranch or in the surrounding areas, which offer a wide range of activities and events to enjoy.The open floor layout features hardwo
Hot HOT 18
Summit Unit 4106
Condo -
Bathrooms 1 baths
Guests 3 guests
Rating 4.9 30
This Winter Park condo is ideal for guests looking to experience the beauty of the Rockies! Completely renovated, a ground floor corner unit offers a forest view from the private patio and dining table, plenty of bedding that is ideal for families wanting to experience the mountains and wonderful outdoor activities.There is laminate flooring in the
Beaver Village Unit #0611
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
Welcome to your cozy mountain retreat at 103 Granby Meadow Dr, nestled just outside of the town of Granby, Colorado. This charming 2-bedroom, 2.5-bathroom home, spanning 1,312 square feet, is perfect for families with pets or groups seeking a serene escape. Step inside to find a beautifully designed living room with plush seating and a fireplace, i
Hot HOT 21
103 Granby Meadow Dr
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 33
Why You’ll Love this Colorado Escape• Ground floor1-bedroom mountain retreat with a private patio and modern interior design• Gas fireplace and a smart TV with streaming and cable services for relaxing evenings• Fully equipped kitchen with stainless steel appliances and an in-unit washer and dryer combo • Access to common area amenities including a
Hot HOT 11
Fraser Crossing 3127
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 7
This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 34
Welcome to our cabin at 133 Eisenhower! Experience a stunningly renovated cabin nestled in the heart of downtown Fraser, providing all the amenities for an ideal family retreat - including a split-level interior, two living areas, a private outdoor hot tub, a personal deck, and a soaking tub in the primary bathroom. The location is also convenientl
Hot HOT 12
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 21
Welcome to our condo at The Reserve at Ten Mile Unit A-202.This 2 bedroom condo is an ideal family retreat and Pet Friendly for dogs only centrally located in Grand County for easy access to all the local attractions and events! Enjoy a renovated and spacious floor plan, gas fireplace, ceiling fans, private patio and will sleep up to six guests.Th
Ten Mile A-202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 19
This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that
Beaver Village Unit #1832
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
This condo rental is perfectly suited for two couples or singles seeking the comfort of private sleeping quarters, featuring queen beds equipped with new mattresses and a vanity sink in each bedroom. The unit has been updated to feature a flat screen HDTV positioned adjacent to the wood-burning fireplace, along with a VCR and DVD player, all compl
Hi Country Haus Unit 0705
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 59
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 4.8 12

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