House vacation 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.
Vacation 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 hot tub
Home in Granby
4.98 out of 5 average rating, 170 reviewsWildhorse Chalet at Grand Elk - With Hot Tub!
Home in Fraser
5 out of 5 average rating, 48 reviewsEco Retreat in the Woods w/ Private Hot Tub
Home in Fraser
4.96 out of 5 average rating, 52 reviewsWinter Park Home w/views, heated garage, hot tub!
Home in Winter Park
4.98 out of 5 average rating, 88 reviewsSundance Vista - Exceptional Views, Hot Tub
Home in Fraser
5 out of 5 average rating, 21 reviewsNew condo with private hot tub
Home in Fraser
4.98 out of 5 average rating, 66 reviewsHip, one-of-a-kind vacation home near Winter Park
Home in Fraser
5 out of 5 average rating, 37 reviewsLuxury Mountain Retreat with Scenic Views
Home in Fraser
5 out of 5 average rating, 62 reviewsTrail Side Cabin with Mtn Views & Private Hot Tub
House rentals with free parking
Home in Fraser
5 out of 5 average rating, 17 reviewsJ-dub Ski~ Mountain House with privacy and views
Home in Winter Park
5 out of 5 average rating, 16 reviewsPrime Location, Private Hot Tub, Walkable
Home in Winter Park
5 out of 5 average rating, 8 reviewsLocation! Views! Prvt hottub & garage! Sleeps 9
Home in Winter Park
4.92 out of 5 average rating, 13 reviewsAntler Escapes
Home in Winter Park
4.95 out of 5 average rating, 22 reviewsMountain-Modern Home near Downtown WinterPark
Home in Tabernash
5 out of 5 average rating, 9 reviewsModern Home w/ Hot Tub & Panoramic Mountain Views
Home in Tabernash
4.93 out of 5 average rating, 57 reviewsSerene Spa Retreat: Modern Home with Stunning View
Home in Fraser
4.8 out of 5 average rating, 30 reviewsPanoramic Mountain Views
House rentals with a pool
Home in Granby
5 out of 5 average rating, 24 reviewsColorado's Coolest Ski In/Out Home
Home in Fraser
5 out of 5 average rating, 13 reviewsUnwind and Indulge: Game Room and Hot Tub
Home in Granby
5 out of 5 average rating, 19 reviewsGranby Ski & Golf Getaway - Pank's Peak
Home in Granby
5 out of 5 average rating, 37 reviewsGorgeous 4bd/4ba Ski-in/out on Main Lift at GR
Home in Granby
5 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Home in Granby
5 out of 5 average rating, 13 reviewsModern Mtn Home @ Granby Ranch- Hot Tub, Mesh Wifi
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
Home in Granby
4.96 out of 5 average rating, 82 reviewsSummer Relaxation in Private Home at Granby Ranch!
Quick stats about house rentals in Winter Park
Total rentals
230 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
130 properties have a pool
Destinations to explore
- Aspen Vacation rentals
- Colorado Springs Vacation rentals
- Breckenridge Vacation rentals
- Vail Vacation rentals
- Boulder Vacation rentals
- Nederland Vacation rentals
- Steamboat Springs Vacation rentals
- Estes Park Vacation rentals
- Downtown Denver Vacation rentals
- Fort Collins Vacation rentals
- Aurora Vacation rentals
- Denver Vacation rentals
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- House rentals Denver
- Townhouse rentals Denver
- Tiny house rentals Denver
- Guesthouse rentals Denver
- Townhouse rentals Colorado
- Earth house rentals Colorado
- Lakehouse rentals Colorado
- Tiny house rentals Colorado
- House rentals Colorado
- Guesthouse rentals Colorado
- Townhouse rentals Colorado
- Earth house rentals Colorado
- Lakehouse rentals Colorado
- Tiny house rentals Colorado
- House rentals Colorado
- Guesthouse rentals Colorado
- Townhouse rentals Aspen
- House rentals Aspen
- Rentals with an EV charger Winter Park
- Family-friendly rentals Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a kayak Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with pools Winter Park
- Fitness-friendly rentals Winter Park
- Monthly Rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a patio Winter Park
- Waterfront rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Kid-friendly rentals Winter Park
- Cabin rentals Winter Park
- Rentals with lake access Winter Park
- Townhouse rentals Grand County
- House rentals Grand County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom