
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!

Luxury Home with Stunning Views - Ski In/Ski Out!

Modern Mtn Home @ Granby Ranch -Hot Tub, Mesh Wifi

Colorado's Coolest Ski In/Out Home

Alpine Vista Escape

Cozy Condo on Fraser River Downtown Winter Park

Beautiful Granby Ranch home close to ski hill.

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

Serene Spa Retreat: Modern Home with Stunning View

Indulge | Majestic Views | Teepee | Hot Tub

Trail Side Cabin with Mtn Views & Private Hot Tub

Terrific Tabernash Townhouse w/ Hot Tub!

Apex Manor | Sleeps 12 | Pano Mtn View | Hot Tub

New condo with private hot tub

Sundance Vista - Exceptional Views, Hot Tub

Eco Retreat in the Woods w/ Private Hot Tub
Private house rentals

Close to slopes-Walk to Downtown Winter Park!

Ranch Creek Log Home

Epic Views! Luxe Cabin near RMNP, Trails & Fishing

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

Trailside Mountain Retreat with Private Hot Tub

Spike's House

Modern Mtn Retreat with Hot Tub

3BR|Mountain Home|Dog Friendly|Hot Tub
Quick stats about house rentals in Winter Park
Total rentals
310 properties
Nightly prices starting at
$120 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
- Estes Park Holiday rentals
- Steamboat Springs Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with pools Winter Park
- Cottage rentals Winter Park
- Rentals with a home theatre Winter Park
- Rentals with an EV charger Winter Park
- Family-friendly rentals Winter Park
- Rentals with beach access Winter Park
- Apartment rentals Winter Park
- Rentals with a kayak Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with an accessible height toilet Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a sauna Winter Park
- Rentals with a washing machine and dryer Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with lake access Winter Park
- Chalet rentals Winter Park
- Waterfront rentals Winter Park
- Cabin rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a fire pit 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
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- Fillmore Auditorium
- City Park
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Arrowhead Golf Course
- Loveland Ski Area
- Downtown Aquarium
- Ski Cooper
- Carousel of Happiness