![](https://images.contentstack.io/v3/assets/blt00454ccee8f8fe6b/blt1640ccb4d4e3ae88/5fd42b02a84f233eaf611051/US_WinterPark_US_Header.jpg)
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
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
![](https://a0.muscache.com/im/pictures/hosting/Hosting-643553150302322676/original/1cb04c74-0090-4d7d-93e2-9c949f800d31.jpeg?im_w=720)
Guest favourite
Apartment in Winter Park
4.96 out of 5 average rating, 27 reviewsMountain-Modern Studio in Downtown Winter Park
![](https://a0.muscache.com/im/pictures/miso/Hosting-54118316/original/6fafe983-1284-4412-bc8e-c2978525ad34.png?im_w=720)
Guest favourite
Apartment in Winter Park
4.98 out of 5 average rating, 52 reviewsMtn condo - hot tub, bus line, stocked kitchen
![](https://a0.muscache.com/im/pictures/miso/Hosting-678283865619406180/original/2c4a64d4-5931-4f44-b547-dc2325e2d801.jpeg?im_w=720)
Guest favourite
Apartment in Winter Park
5 out of 5 average rating, 25 reviewsComfortable and Clean 2-Bedroom Mountain Condo
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1033000927085744829/original/186826af-b227-4cd4-a117-4c731f68b737.jpeg?im_w=720)
Guest favourite
Apartment in Winter Park
4.94 out of 5 average rating, 16 reviewsHi Country Hideaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-735697741635346942/original/05105e43-8a64-4464-9af3-534954f1d359.jpeg?im_w=720)
Guest favourite
Apartment in Fraser
4.97 out of 5 average rating, 76 reviewsUpdated Condo | Washer Dryer | Steps to Shuttle
![](https://a0.muscache.com/im/pictures/miso/Hosting-815246673512083179/original/384afaf2-1941-4070-ac38-36e879222dfb.jpeg?im_w=720)
Guest favourite
Rental unit in Winter Park
4.96 out of 5 average rating, 23 reviewsRiverside 2Bd/1Ba~Pool & Hot Tub~Ski Bus ~Downtown
![](https://a0.muscache.com/im/pictures/ec759a99-167f-4672-8e4a-bf80803f8847.jpg?im_w=720)
Guest favourite
Apartment in Winter Park
4.96 out of 5 average rating, 51 reviewsMountain getaway near great trails/hot tub access
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6ODA2NzM2MDM0MzIyMDUwNjk0/original/2cb04a99-2b15-4e5f-bf78-a48f28b91e52.jpeg?im_w=720)
Guest favourite
Apartment in Fraser
4.87 out of 5 average rating, 61 reviewsMountain Modern Cozyville
Quick stats about holiday rentals in Winter Park
Total rentals
1.4K properties
Nightly prices starting at
£47 before taxes and fees
Total number of reviews
38K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
590 properties have a pool
Destinations to explore
- Aspen Holiday rentals
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
- Vail Holiday rentals
- Boulder Holiday rentals
- Nederland Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Downtown Denver Holiday rentals
- Fort Collins Holiday rentals
- Aurora Holiday rentals
- Denver Holiday rentals
- Rentals with an EV charger Winter Park
- Family-friendly rentals Winter Park
- Flat rentals Winter Park
- House rentals Winter Park
- Cabin rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a fireplace Winter Park
- Rentals with pools Winter Park
- Rentals with lake access Winter Park
- Rentals with outdoor seating Winter Park
- Fitness-friendly rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a firepit Winter Park
- Monthly Rentals Winter Park
- Rentals with a patio Winter Park
- Family-friendly rentals Winter Park
- Rentals with a kayak Winter Park
- 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