
Holiday rentals 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

Home in Winter Park
5 out of 5 average rating, 4 reviewsLuxury Mountain Modern Winter Park Home
Superhost

Cabin in Winter Park
4.78 out of 5 average rating, 179 reviewsMountain Cabin
Guest favourite

Home in Fraser
4.98 out of 5 average rating, 61 reviewsModern Downtown Home w/ Private Sauna
Top guest favourite

Apartment in Winter Park
4.94 out of 5 average rating, 48 reviewsSteps to Dining | Free Shuttle | Hot Tub
Top guest favourite

Flat in Winter Park
4.97 out of 5 average rating, 30 reviewsSki condo on River in downtown Winter Park!
Guest favourite

Home in Winter Park
4.98 out of 5 average rating, 59 reviewsLuxury Cabin 44 I HotTub I Discounted Attractions
Top guest favourite

Home in Fraser
4.99 out of 5 average rating, 69 reviewsNew | Dog-Friendly Snowscape | Hot Tub
Top guest favourite

Apartment in Fraser
4.96 out of 5 average rating, 49 reviewsNEW Condo -Ski/Bike/Hike Winter Park/Grand County
Quick stats about holiday rentals in Winter Park
Total rentals
1.5K properties
Nightly prices starting at
£7 before taxes and fees
Total number of reviews
45K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
600 properties have a pool
Destinations to explore
- Denver Holiday rentals
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
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- Santa Fe Holiday rentals
- Vail Holiday rentals
- Estes Park Holiday rentals
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- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with beach access Winter Park
- Rentals with a cinema Winter Park
- Rentals with a patio Winter Park
- Flat rentals Winter Park
- Rentals with pools Winter Park
- Cabin rentals Winter Park
- Rentals with a kayak Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Chalet rentals Winter Park
- Rentals with a sauna Winter Park
- Fitness-friendly rentals Winter Park
- Family-friendly rentals Winter Park
- Cottage rentals Winter Park
- Rentals with a fireplace Winter Park
- Rentals with an EV charger Winter Park
- Rentals with lake access Winter Park
- Rentals with a washing machine and dryer Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with a firepit Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- City Park
- Fillmore Auditorium
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Arrowhead Golf Course
- Loveland Ski Area
- Downtown Aquarium
- Carousel of Happiness
- Ski Cooper