The best rentals from the top sites, all in one place

We believe finding a vacation rental in Winter Park should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

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Where to stay in Winter Park

Vacation rentals in Winter Park

There are 1,147 vacation rentals near Winter Park for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Winter Park vacation, you can find 10% rentals under $141/night. Or if you are willing to splurge on a luxury vacation in Winter Park, there are 115 between $541 and $2,321/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 195 there are short term home and apartment rentals in Winter Park to fit your vacation needs. The most popular types of short-term rental homes in Winter Park are condos, houses and private rooms. Winter Park has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like Vrbo (Vacation Rentals By Owner),, and many more. Search your travel dates to find available Winter Park vacation homes for your trip.

Where is Winter Park

Nestled in the heart of the Rocky Mountains, Winter Park has an abundance of year-round outdoor activities to enjoy. Are you considering a stay in a Winter Park vacation rental? Here are a few things to keep in mind.

Quick Guide to Winter Park

Winter Park has a cozy vibe and is tucked away on the western slope of the Continental Divide. It was once called Hideaway Park. When you're choosing a vacation rental in the area, check out some the following spots for local adventures.
  • Royal Gorge Bridge and Park: Indulge your thirst for adventure with a visit to the highest suspension bridge in America where you can go zip-lining or take in the stunning scenery.
  • Rocky Mountain National Park: Take to the high country to enjoy hiking and exploring the mountainous terrain at one of the most popular national parks in the US.
  • The Community of Arrow: You can visit an abandoned ghost town without leaving Winter Park.

Home-types in Winter Park

Winter Park has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Winter Park:

Points of interests in Winter Park

Winter Park has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Winter Park: