
Holiday houses in Winter Park
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Top-rated holiday rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park holiday rentals
Other great holiday rentals in Winter Park
Superhost

Cabin in Winter Park
4.77 out of 5 average rating, 170 reviewsMountain Cabin
Guest favourite

Apartment in Winter Park
4.83 out of 5 average rating, 84 reviewsStudio Downtown Winter Park
Guest favourite

Condo in Winter Park
4.95 out of 5 average rating, 38 reviewsEscape to High Lonesome Haus in Winter Park
Guest favourite

Condo in Winter Park
5 out of 5 average rating, 32 reviewsChic Downtown Condo | Top Location in Winter Park
Guest favourite

Guest suite in Fraser
4.93 out of 5 average rating, 89 reviewsA+ Cozy, Stylish Studio Nestled in Old Town Fraser
Guest favourite

Home in Winter Park
5 out of 5 average rating, 12 reviewsNew Luxury Condo 2203 I Free Adventures Daily
Top Guest favourite

Home in Fraser
5 out of 5 average rating, 12 reviewsThe Retreat
Top Guest favourite

Home in Winter Park
5 out of 5 average rating, 72 reviewsCozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
Quick stats about holiday rentals in Winter Park
Total rentals
1.5K properties
Nightly prices starting at
$16 NZD before taxes and fees
Total number of reviews
44K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
620 properties have a pool
Destinations to explore
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
- Aspen Holiday rentals
- Vail Holiday rentals
- Boulder Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Aurora Holiday rentals
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- Keystone Holiday rentals
- Downtown Denver Holiday rentals
- Denver Holiday rentals
- Rentals with beach access Winter Park
- Apartment rentals Winter Park
- Rentals with a kayak Winter Park
- Rentals with pools Winter Park
- Waterfront rentals Winter Park
- Chalet rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a sauna Winter Park
- Cabin rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with a patio Winter Park
- Rentals with a fireplace Winter Park
- Rentals with outdoor seating Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with an accessible height toilet Winter Park
- House rentals Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Kid-friendly rentals Winter Park
- Rentals with lake access Winter Park
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Vail Ski Resort
- Coors Field
- Winter Park Resort
- Red Rocks Park and Amphitheatre
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- City Park
- Fillmore Auditorium
- Water World
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Ogden Theatre
- Carousel of Happiness
- Pearl Street Mall
- St. Mary's Glacier
- Loveland Ski Area
- Downtown Aquarium
- Eldorado Canyon State Park