
House holiday rentals in Winter Park
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Park
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park house rentals
House rentals with a pool

Luxury 6 BDR Home! Skiing, Golf, Views, Hot tub!

Spacious, Luxury Home with Views & Resort Access

Cozy Slope Side Granby Condo

Chill 301 | Pool + Hot Tub

Colorado's Coolest Ski In/Out Home

Alpine Vista Escape

Mountain Retreat with VIEW!

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*
Weekly house rentals

Trail Side Cabin with Mtn Views & Private Hot Tub

Modern Mountain Retreat w/ EV

Buffalo Run- Luxury home HOT TUB, dog OK, near WP

4BR Mountain Escape Family Friendly, Sleeps 10

Trailside Mountain Retreat with Private Hot Tub

Eco Retreat in the Woods w/ Private Hot Tub

Duplex In town! Prvt hottub, 2Cgarage, Sleeps 9

Luxury Home - Winter Park Resort Views w/ Hot Tub
Private house rentals

Serene Spa Retreat: Modern Home with Stunning View

5-star Mountain Chalet | Views | Sauna | Gameroom

Epic Views! Luxe Cabin near RMNP, Trails & Fishing

Wanderland in Alice

Luxe Winter Park Escape: 5BR + Hot Tub + Game Room

Cherry Ranch-Luxury Home on 20 Acre Property

Family Getaway in Winter Park!

New Winter Park Home 4 bed/4.5 Bath 3 Living Rooms
Quick stats about house rentals in Winter Park
Total rentals
310 properties
Nightly prices starting at
$122 AUD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
300 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
190 properties have a pool
Destinations to explore
- Denver Holiday rentals
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
- Northern New Mexico Holiday rentals
- Aspen Holiday rentals
- Santa Fe Holiday rentals
- Vail Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with beach access Winter Park
- Rentals with pools Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a fire pit Winter Park
- Rentals with a washing machine and dryer Winter Park
- Chalet rentals Winter Park
- Cabin rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a patio Winter Park
- Apartment rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a kayak Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a home theatre Winter Park
- Waterfront rentals Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with an accessible height toilet Winter Park
- Rentals with outdoor seating Winter Park
- House rentals Grand County
- House rentals Colorado
- House rentals United States
- 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
- Elitch Gardens
- Denver Zoo
- Arapahoe Basin Ski Area
- City Park
- Pearl Street Mall
- Water World
- Fillmore Auditorium
- Denver Botanic Gardens
- Ogden Theatre
- Golden Gate Canyon State Park
- Arrowhead Golf Course
- Downtown Aquarium
- Loveland Ski Area
- Carousel of Happiness
- St. Mary's Glacier