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.

Where to stay in Winter Park

Vacation rentals in Winter Park

There are 1,423 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 $101/night. Or if you are willing to splurge on a luxury vacation in Winter Park, there are 142 between $400 and $2,044/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 64 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), Homeaway, Booking.com, 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:
- Condo: 742 vacation rentals
- House: 496 vacation rentals
- Private Room: 28 vacation rentals
- Cabin: 24 vacation rentals
- Hotel: 16 vacation rentals

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:
- Harry P Leu Gardens: 2,103 vacation rentals
- Blue Jacket Park: 1,590 vacation rentals
- Ward Park: 1,366 vacation rentals
- Phelps Park: 1,366 vacation rentals
- Community Playground: 1,366 vacation rentals
- Shady Park: 1,366 vacation rentals
- Martin Luther King, Jr. Park: 1,366 vacation rentals
- Azalea Lane Playground: 1,366 vacation rentals
- Howell Branch Preserve Pavilion: 1,366 vacation rentals

Popular rental amenities

Kitchen

1,277 rentals

TV

1,275 rentals

Internet

1,268 rentals

Parking

1,256 rentals

Laundry

1,217 rentals

Fireplace

1,211 rentals

Dishwasher

1,166 rentals

Hot Tub / Spa

1,099 rentals

Balcony / Patio

1,010 rentals

Pool

707 rentals

Price trends in Winter Park

$550
06/07 - 06/13
$277 per night
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06/14 - 06/20
$294 per night
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06/21 - 06/27
$294 per night
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06/28 - 07/04
$320 per night
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07/05 - 07/11
$315 per night
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07/12 - 07/18
$313 per night
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07/19 - 07/25
$320 per night
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07/26 - 08/01
$310 per night
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08/02 - 08/08
$314 per night
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08/09 - 08/15
$305 per night
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08/16 - 08/22
$299 per night
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08/23 - 08/29
$300 per night
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08/30 - 09/05
$302 per night
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09/06 - 09/12
$297 per night
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09/13 - 09/19
$286 per night
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09/20 - 09/26
$286 per night
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09/27 - 10/03
$272 per night
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10/04 - 10/10
$253 per night
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10/11 - 10/17
$260 per night
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10/18 - 10/24
$260 per night
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10/25 - 10/31
$249 per night
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11/01 - 11/07
$258 per night
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11/08 - 11/14
$214 per night
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11/15 - 11/21
$200 per night
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11/22 - 11/28
$235 per night
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11/29 - 12/05
$225 per night
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12/06 - 12/12
$233 per night
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12/13 - 12/19
$275 per night
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12/20 - 12/26
$424 per night
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12/27 - 01/02
$435 per night
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01/03 - 01/09
$275 per night
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01/10 - 01/16
$258 per night
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01/17 - 01/23
$269 per night
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01/24 - 01/30
$258 per night
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01/31 - 02/06
$181 per night
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02/07 - 02/13
$279 per night
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02/14 - 02/20
$300 per night
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02/21 - 02/27
$275 per night
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02/28 - 03/06
$306 per night
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03/07 - 03/13
$348 per night
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03/14 - 03/20
$390 per night
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03/21 - 03/27
$356 per night
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03/28 - 04/03
$300 per night
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04/04 - 04/10
$257 per night
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04/11 - 04/17
$247 per night
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04/18 - 04/24
$215 per night
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04/25 - 05/01
$207 per night
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Nearby destinations

Summit County Frisco Dillon Copper Mountain Tordal Estates Breckenridge Wheeler Junction Wildernest Keystone Rocky Mountain Park Estes Park Fraser Winter Park Lake Granby Boulder Granby Grand Lake Berthoud Falls Kittredge Black Hawk Blue River Gold Hill Lincoln Hills Nederland Rollinsville Silverthorne Conifer Wondervu Columbine Lake Georgetown Golden Empire Bailey Evergreen Silver Plume Allenspark Tabernash Idaho Springs Central City Heeney

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