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Search results; Over 1,000 homes in Middletown

Hotel in Middletown
Wayside Inn (Room # 19) Massanutten Guest Room
1 bedroom, 1 bed, 1 private bathroom
15–20 Sept
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4.77 out of 5 average rating, 60 reviews
Hotel in Middletown
Wayside Inn (Room #18 ) Shenandoah Guest
1 bedroom, 1 bed, 1 bathroom
15–20 Sept
4.68 out of 5 average rating, 31 reviews
Top guest favourite
Religious building in Stephens City
The Sanctuary in the Shenandoah Valley
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 136 reviews
Top guest favourite
Home in Winchester
Skyview Farmhouse
3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
4.98 out of 5 average rating, 57 reviews
Superhost
Home in Strasburg
Cedar Creek Wayside Castle
4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.76 out of 5 average rating, 306 reviews
Guest favourite
Home in Stephens City
The Happy Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Stephens City
Seven Oaks Large Gathering Recreation Paradise
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Strasburg
"Shenandoah View"
5 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Strasburg
Shenandoah Fort Valley Mountain Retreat*Whole Home
3 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 44 reviews
Superhost
Home in Middletown
Cozy Reliance Retreat with Beautiful Views
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 157 reviews
Superhost
Home in Front Royal
Trailside Retreat w/ Hot Tub, Sauna, Fireplace
4 bedrooms, 4 queen beds, 4 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Home in Front Royal
The Royal Cabin | 6BR Getaway w/ Hot Tub
6 bedrooms, 7 beds, 4 bathrooms
15–20 Sept
4.97 out of 5 average rating, 187 reviews
Guest favourite
Home in Front Royal
Eclectic LogCabin HotTub, Sauna steps from Trail
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Front Royal
3br/1ba house up to 6 people
3 bedrooms, 5 beds, 1 bathroom
28 Sept – 3 Oct
4.91 out of 5 average rating, 121 reviews
Top guest favourite
Tiny home in Strasburg
The Cardinal Cottage- Beautiful Mountain Views
2 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Home in Front Royal
Big bright 4 br 2 ba house in town walk to Main St
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.97 out of 5 average rating, 134 reviews
Top guest favourite
Cabin in Stephens City
Chalet w/Hot Tub, Deck, Game Room & EV Charger
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.91 out of 5 average rating, 32 reviews
Top guest favourite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 249 reviews
Top guest favourite
Room in Stephens City
Room in Quiet Neighborhood
1 double bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 64 reviews