
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 house rentals in Winter Park
House rentals with a pool

Spacious, Luxury Home with Views & Resort Access

Cozy cabin w/ RMNP views, large deck & hot tub

Meadowridge 30-2

Colorado's Coolest Ski In/Out Home

True Ski In - Ski Out Home on Mamie's Way Run

Alpine Vista Escape

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*

The Evangeline Haus 1Br/1Ba *Dogs Only
Weekly house rentals

Moose Drool Lodge | Sleeps 12 | Downtown Log Cabin

Cozy Modern Mtn Retreat-5 min walk from downtown

J-dub Ski~ Mountain House with privacy and views

Modern Mountain Retreat w/ EV

Trail Side Cabin with Mtn Views & Private Hot Tub

Epic Views! Luxe Cabin near RMNP, Trails & Fishing

Lux Retreat: Free Shuttle right outside!

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

Serene Spa Retreat: Modern Home with Stunning View

Buffalo Run- Luxury home hot tub dog OK, near RMNP

Cherry Ranch-Luxury Home on 20 Acre Property

Family Getaway in Winter Park!

Modern Mtn Retreat with Hot Tub

New Winter Park Home 4 bed/4.5 Bath 3 Living Rooms

Sundance Vista - Exceptional Views, Hot Tub

So Much Space! 6BDRM/Sauna/Hot Tub/3 living areas
Quick stats about house rentals in Winter Park
Total rentals
310 properties
Nightly prices starting at
€ 59 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
- 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
- Fort Collins Holiday rentals
- Keystone Holiday rentals
- Downtown Denver Holiday rentals
- Denver Holiday rentals
- Rentals with pools Winter Park
- Rentals with beach access Winter Park
- Rentals with lake access Winter Park
- Rentals with an accessible-height toilet Winter Park
- Chalet rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a firepit Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Family-friendly rentals Winter Park
- Cabin rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a kayak Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with an EV charger Winter Park
- Flat rentals Winter Park
- Rentals with outdoor seating Winter Park
- Waterfront rentals Winter Park
- Rentals with a patio Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Family-friendly rentals 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