Holiday houses in Winchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winchester
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 Winchester holiday rentals
Other great holiday rentals in Winchester
Guest favourite
Home in Muncie
4.97 out of 5 average rating, 74 reviewsEntire Home next to Cardinal Greenway
Guest favourite
Farm stay in Redkey
4.94 out of 5 average rating, 62 reviewsThe Redkey Roost. Historic home built in 1863.
Guest favourite
Home in Muncie
4.94 out of 5 average rating, 35 reviewsCozy Boho Cottage @ BSU
Guest favourite
Home in Greenville
5 out of 5 average rating, 39 reviewsThe Blu Door Suite @ G-Vegas
Guest favourite
Home in Union City
5 out of 5 average rating, 13 reviewsSmall Town Beauty
Guest favourite
Home in Greenville
5 out of 5 average rating, 53 reviewsNewly Renovated, Quiet Home for Families
Guest favourite
Guesthouse in Richmond
4.98 out of 5 average rating, 85 reviewsJustice Gästehaus
Superhost
Guesthouse in Albany
4.81 out of 5 average rating, 53 reviewsRustic Converted Barn 1- Bedroom open floor plan
Destinations to explore
- 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