Winter Park Vacation Rentals

Compare 99 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 54 Condo rentals


View 23 Townhouses


View 12 Studios

Winter Park vacation rentals for every getaway

Dog-friendly Hot tub Internet
Hi Country Haus 11-2
1 Bedroom | 1 Bath | Sleeps 4

Hi Country Haus 11-2 - Winter Park, CO

$109 avg / night
Iron Horse Studio
0 Bedroom | 1 Bath | Sleeps 4

Iron Horse Studio - Winter Park, CO

$139 avg / night
Iron Horse Resort 3063
0 Bedroom | 1 Bath | Sleeps 4

Iron Horse Resort 3063 - Winter Park, CO

$117 avg / night
Iron Horse Resort 5064
0 Bedroom | 1 Bath | Sleeps 4

Iron Horse Resort 5064 - Winter Park, CO

$137 avg / night
Winter Park Place 8
1 Bedroom | 1 Bath | Sleeps 4

Winter Park Place 8 - Winter Park, CO

$165 avg / night

View 94 more homes

Recent Winter Park vacation rental reviews

Cute place, plenty of space for our family of five. Best feature was that the Winter Park Lift blue line picks up right at the entrance to the parking lot. So convenient!
Rachel B. | Feb 2024
Perfect location in town and the four bedrooms provided ideal sleeping arrangements for our group of seven with plenty of shared space to relax and unwind after a day of amazing skiing. I hope this spot is available the next time we are in town!
Ryan M. | Feb 2024
Awesome location and well appointed apartment. Shuttle bus to town or the slopes literally right outside the from door.
Gregg S. | Feb 2024
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. 259 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

Best 14ers in Colorado for Beginners and Beyond

The best Colorado Summer Resorts