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Search results; Over 1,000 homes in Middletown

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Guest favourite
Home in Middletown
Cozy Reliance Retreat with Beautiful Views
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
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4.9 out of 5 average rating, 153 reviews
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Hotel in Middletown
Wayside Inn (Room #18 ) Shenandoah Guest
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.68 out of 5 average rating, 31 reviews
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Guest favourite
Home in Middletown
Family Suite at Wayside Inn
3 bedrooms, 3 beds, No bathroom
1–6 Jan
4.81 out of 5 average rating, 36 reviews
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Top guest favourite
Religious building in Stephens City
The Sanctuary in the Shenandoah Valley
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 136 reviews
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Guest favourite
Home in Stephens City
The Happy Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 13 reviews
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Superhost
Home in Winchester
Skyview Farmhouse
3 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
4.98 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Strasburg
Shenandoah Fort Valley Mountain Retreat*Whole Home
3 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 43 reviews
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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
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Guest favourite
Home in Strasburg
Cedar Creek Wayside Castle
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.76 out of 5 average rating, 305 reviews
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Top guest favourite
Home in Strasburg
Teaberry Hill - “Million dollar view”
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Winchester
Springdale Mill Farmhouse with Spa House
4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
4.87 out of 5 average rating, 93 reviews
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Top guest favourite
Home in Strasburg
"Shenandoah View"
5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 30 reviews
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Guest favourite
Home in Front Royal
3br/1ba house up to 6 people
3 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.91 out of 5 average rating, 120 reviews
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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
1–6 Sept
4.97 out of 5 average rating, 133 reviews
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Guest favourite
Home in Strasburg
Peaceful Riverfront w/ NEW: Sauna, Kayaks, Firepit
4 bedrooms, 9 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 75 reviews
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Superhost
Home in Front Royal
Eclectic LogCabin HotTub, Sauna steps from Trail
4 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Front Royal
Mountain View Bungalow
1 bedroom, 1 bed, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 44 reviews
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Superhost
Home in Winchester
Aunt Tim's Farmhouse
5 bedrooms, 6 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 162 reviews
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Top guest favourite
Tiny home in Stephens City
Farm Stay in a luxury tiny home with hot tub
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 160 reviews