Vacation rentals in Middletown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown
Guest favorite
Cabin in Fort Valley
5 out of 5 average rating, 38 reviewsHidden in the Valley | Pool | Pets | Fire Pit
Guest favorite
Farm stay in Strasburg
5 out of 5 average rating, 49 reviewsHomestead with Shenandoah Valley Views
Guest favorite
Rental unit in Winchester
4.95 out of 5 average rating, 39 reviewsEasy like a Sunday Morning 1 BR apt great location
Guest favorite
Home in Strasburg
5 out of 5 average rating, 20 reviewsShenandoah Fort Valley Mountain Retreat*Whole Home
Guest favorite
Cottage in Strasburg
4.98 out of 5 average rating, 81 reviewsThe Wren Cottage- Beautiful Mountain Views
Guest favorite
Cabin in Strasburg
4.94 out of 5 average rating, 16 reviewsA Cabin Hideway
Guest favorite
Rental unit in Winchester
4.93 out of 5 average rating, 85 reviewsNewly repurposed Historic Home in Winchester VA!
Guest favorite
Home in Stephens City
4.96 out of 5 average rating, 47 reviewsHighland House
Destinations to explore
- Baltimore Vacation rentals
- Arlington Vacation rentals
- Charlottesville Vacation rentals
- Cabins Vacation rentals
- Alexandria Vacation rentals
- Bethesda Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- Niagara Falls Vacation rentals
- 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