Winter Park Vacation Rentals

Compare 104 vacation rentals.
USA > Colorado > Winter Park

Make Winter Park your next getaway

If you're seeking an unforgettable vacation in a winter wonderland, Winter Park is the perfect destination. Known as "Colorado's Favorite Playground," this charming mountain town offers world-class skiing and snowboarding, breathtaking alpine scenery, and a warm and welcoming atmosphere. From thrilling outdoor adventures on the slopes to cozy evenings by the fire, Winter Park has something for everyone.

Explore Winter Park condo rentals, townhouses, studios, and more


Condo rentals

View 58 Condo rentals


View 22 Townhouses


View 14 Studios

Winter Park vacation rentals for every getaway

Dog-friendly Hot tub Internet
Main Street Retreat
0 Bedroom | 1 Bath | Sleeps 4

Main Street Retreat - Winter Park, CO

$130 avg / night
Founders Pointe Condo
0 Bedroom | 1 Bath | Sleeps 4

Founders Pointe Condo - Winter Park, CO

$157 avg / night
Beaver Ski 'Inn
2 Bedroom | 2 Bath | Sleeps 4

Beaver Ski 'Inn - Winter Park, CO

$191 avg / night
Snowblaze Studio
0 Bedroom | 1 Bath | Sleeps 4

Snowblaze Studio - Winter Park, CO

$130 avg / night
Hi Country Haus Getaway
1 Bedroom | 1 Bath | Sleeps 4

Hi Country Haus Getaway - Winter Park, CO

$111 avg / night

View 99 more homes

Recent Winter Park vacation rental reviews

There were only two of us but we could see that it could clearly accommodate five or six. It was bright and clean and very comfortable. We walked everywhere. Plenty of places to eat, Pizza Joint was delish. And Randi's with all TV's for sports was great! And we loved that there was a park just outside the front door, across the parking lot! Kids can skateboard, climb and run freely. It was a great weekend getaway. And the pool and hot tub on site has great hours of operation!! So many great hikes close by, too. We would book again if in the area.
Matt H. | Sep 2023
This condo is incredibly comfortable. The layout is perfect and the amenities left nothing to be desired. During our stay it was very quiet in the building. We enjoyed the gorgeous view from the deck over coffee and cocktails. The location is great. Close enough to town for convenience, but far enough away that you don't hear it or have much traffic.
Jess K. | Sep 2023
Central to downtown Winter Park. Most everything is within walking distance.
Jessica E. | Sep 2023
Winter Park vacation rental FAQ

Yes, 48 of our Winter Park homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 269 of our Winter Park vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Winter Park vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Winter Park team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Winter Park, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Winter Park Ski Resort

Winter Park Resort in Colorado is one of the oldest ski resorts with over 3,000 acres of skiing terrain. Our vacation rentals provide easy access to the "Seven Territories" suitable for all levels of snow sports enthusiasts.

Families and beginners can enjoy the family-friendly slopes and Ski and Ride School with private and group lessons, adaptive ski programs, and childcare services.

For breathtaking views and intermediate slopes, visit Parsenn Bowl at 12,000 feet or explore Vasquez Ridge's glades and powder pockets. Mary Jane offers a challenging experience with its infamous bumps.

Advanced skiers will love Eagle Wind's thick glades and steep trails, as well as the back-country chutes in the Cirque. There are also six terrain parks for those seeking airtime.

Take a break at Lunch Rock Cafe or explore dining options at the Village at Winter Park's base. Non-skiers can enjoy tubing, ski bike lessons, ice skating, s'mores nights at the Gazebo Plaza, and shopping in the Village.


Winter Park summer activities

Locals in Winter Park have a saying: "Came for the winter, stayed for the summer". The Continental Divide, which collects up to 29 feet of snow per season, becomes a venerable oasis of outdoor summer activity during the warm months. Known as Mountain Biking USA, Winter Park and Fraser Valley turn from a winter wonderland into 600 miles of bike trails for novices and professionals alike. Other than mountain biking, here are some can't-miss summer activities:

Winter Park day trips

Immerse yourself in the beauty of the mountains, experience the thrill of winter sports, and create memories that will last a lifetime. Discover why Winter Park, Colorado is the ultimate destination for your dream winter vacation.

Winter Park travel inspiration

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