2 Guests
2 Close
0 Bedrooms
0 Close
Price Range
Price Range
Clear Close
Filters
Filters
Other Filters
Amenities
See all amenities
Looking for a specific property?
Search by unit name or number.

Book Direct Benefits

Why Book Direct?

The Benefits of Booking Directly through a vacation rental manager like StayWinterPark are endless! StayWinterPark has over 70 + years of experience managing vacation rental homes in the Winter Park Colorado area. When you stay with us you are guaranteed the lowest rates & best customer experience!

Book Direct Benefits 

Flexible Stays & Last Minute Bookings Are Welcome!

Communication is fast, easy & you get to speak with a local expert!

Enjoy the Best Price Guarantee 

How it Works

Step 01

Search our wide selection of 200+ vacation rentals in Winter Park Colorado. Whether you're interested in renting a pet friendly home, need a vacation rental located in downtown Winter Park, searching for a ski in ski out accommodation or require a flexible check-in date. We work with you to help you find the best Winter Park rental for your vacation.

Step 02

Call us directly or book right through our website! It's even easier than booking through an OTA because you cut out the middle man & book directly from the source so we receive your reservation details instantly! Not only do you save time & money but you can also enjoy additional perks for booking directly & spec

  • 197 properties returned
  • Sort by: Random