
Holiday rentals in Winter Park
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
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
Top guest favourite

Home in Fraser
5 out of 5 average rating, 13 reviewsRed Wolf Lodge - Private Hot Tub - Mountain Views
Guest favourite

Flat in Winter Park
4.84 out of 5 average rating, 85 reviewsStudio Downtown Winter Park
Guest favourite

Apartment in Fraser
5 out of 5 average rating, 27 reviewsLuxury Condo w Private Hot Tub: Alpenglow Chalet
Guest favourite

Home in Winter Park
5 out of 5 average rating, 8 reviewsTrailside Mountain Retreat with Private Hot Tub
Top guest favourite

Home in Fraser
5 out of 5 average rating, 13 reviewsThe Retreat
Guest favourite

Apartment in Winter Park
4.98 out of 5 average rating, 60 reviewsLuxury Condo on Main Street - Winter Park, CO
Top guest favourite

Cabin in Fraser
4.98 out of 5 average rating, 42 reviewsCosmic Cabin: Views, Trails, HotTub by Winter Park
Top guest favourite

Home in Winter Park
5 out of 5 average rating, 14 reviewsWinterfell at Winter Park Resort
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
- 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 a firepit Winter Park
- Rentals with a patio Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a fireplace Winter Park
- Flat rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with a kayak Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a sauna Winter Park
- Family-friendly rentals Winter Park
- Waterfront rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Rentals with beach access Winter Park
- Chalet rentals Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with lake access Winter Park
- Cabin rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with pools Winter Park
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- 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
- 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
- Elitch Gardens
- Arapahoe Basin Ski Area
- Denver Zoo
- City Park
- Water World
- Fillmore Auditorium
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Ogden Theatre
- Pearl Street Mall
- St. Mary's Glacier
- Carousel of Happiness
- Loveland Ski Area
- Arrowhead Golf Course
- Downtown Aquarium