Discover a selection of 1,500 vacation rentals in Winter Park, CO, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and internet/wifi. Prices start at C$ 96 per night, and house rentals and cabin rentals are popular options for a stay in Winter Park. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Winter Park
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How many vacation rentals are available around Winter Park?

Our 2022 vacation rental listings offer a large selection of 1,660 house rentals around Winter Park. From 724 house rentals to 67 cabin rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Park is on Vrbo.

What are the popular points of interest near where I can stay when travelling to Winter Park?

Vrbo Canada offers a large selection of lodging choices near lovely places in Winter Park. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Blue Sky Massage: 2,158 home rentals
  • High Lonesome Express Ski Lift: 2,136 home rentals
  • Amaze'n Maze Winter Park: 2,145 home rentals
  • Discovery Ski LIft: 2,141 home rentals
  • Trestle Bike Park: 2,149 home rentals

But there are many other points of interest around Winter Park listed on Vrbo Canada where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winter Park?

Yes, of course. Vrbo Canada has 724 Houses in Winter Park. Our other popular types of vacation rentals in Winter Park include:

  • Cabins: 67 lodging choices
  • Condos/Apartments: 923 lodging choices
  • Cottages: 59 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Studios and more.

Can I find a vacation rental with pool in Winter Park?

Yes, you can select your preferred vacation rental with pool among our 576 vacation homes with pool available in Winter Park.

Explore destinations around Winter Park

Old Town Winter Park
432 vacation rentals
Bear Crossing
216 vacation rentals
Hideaway Village South
276 vacation rentals
Elk Court Cabins
269 vacation rentals