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
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 favourite
Home in Winchester
4.97 out of 5 average rating, 213 reviewsCity Charmer minutes from Old Town
Feb. 24 – Mar. 3
$183 CAD per night
Guest favourite
Dome in Strasburg
4.94 out of 5 average rating, 376 reviewsHalf-Moon Dome at Our Farm
May 11 – 18
$119 CAD per night
Guest favourite
Home in Winchester
4.97 out of 5 average rating, 165 reviewsCameron Charmer pristine w/double master suites
Mar. 19 – 26
$215 CAD per night
Guest favourite
Place to stay in Bentonville
4.98 out of 5 average rating, 387 reviewsJohn Pope Cabin Browntown Va. We now have Starlink
Oct. 26 – Nov. 2
$259 CAD per night
Guest favourite
Home in Strasburg
4.99 out of 5 average rating, 170 reviewsHistoric 250 Year Old Strasburg Home
Jul. 14 – 21
$329 CAD per night
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 41 reviewsCozy Retreat in Reliance with beautiful views
Jun. 28 – Jul. 5
$265 CAD per night
Guest favourite
Cottage in Winchester
4.9 out of 5 average rating, 99 reviewsLockley Cottage at Historic Perry Farm
Aug. 6 – 13
$108 CAD per night
Guest favourite
Guest suite in Stephens City
4.91 out of 5 average rating, 23 reviewsCozy Cabin
Aug. 26 – Sep. 2
$146 CAD per night
Destinations to explore
- Baltimore Vacation rentals
- Cabins Vacation rentals
- Arlington Vacation rentals
- Charlottesville Vacation rentals
- Alexandria Vacation rentals
- Bethesda Vacation rentals
- Annapolis Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York 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