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Search results; Over 1,000 homes in Middletown

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Hotel in Middletown
Wayside Inn (Room #1) Jubal Early State Room
1 bedroom, 1 bed, 1 private bathroom
17–22 Sept
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4.8 out of 5 average rating, 5 reviews
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Hotel in Middletown
Wayside Inn (Room #18 ) Shenandoah Guest
1 bedroom, 1 bed, 1 bathroom
24–29 Sept
4.7 out of 5 average rating, 33 reviews
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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
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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
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Guest favourite
Home in Middletown
Mountain View Moto Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Dec
4.91 out of 5 average rating, 54 reviews
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Superhost
Home in Strasburg
Cedar Creek Wayside Castle
4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.77 out of 5 average rating, 307 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, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 168 reviews
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Top guest favourite
Home in Winchester
Skyview Farmhouse
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.98 out of 5 average rating, 58 reviews
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Guest favourite
Flat in Winchester
Newly repurposed Historic Home in Winchester VA!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 144 reviews
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Top guest favourite
Home in Front Royal
Mountain View Bungalow
1 bedroom, 1 bed, 1 bathroom
29 Oct – 3 Nov
4.98 out of 5 average rating, 46 reviews
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Superhost
Home in Front Royal
Trailside Retreat w/ Hot Tub, Sauna, Fireplace
4 bedrooms, 4 queen beds, 4 bathrooms
17–22 Sept
New place to stay
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Top guest favourite
Home in Strasburg
Mint House Cottage
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
4.94 out of 5 average rating, 35 reviews
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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
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Superhost
Cabin in Strasburg
Cedar River Retreat~Hot Tub~ River Access~Fire Pit
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 571 reviews
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Guest favourite
Home in Stephens City
The Happy Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Home in Front Royal
The Tree House on the River- sleeps 4, dog allowed
1 bedroom, 2 queen beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 96 reviews
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Cabin in Augusta
Bear Ridge Hideaway | Private Cabin
1 bedroom, 1 double bed, 1 bathroom
21–26 Sept
New place to stay
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Top guest favourite
Place to stay in Strasburg
NASH Vintage Garage Getaway
2 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 87 reviews
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Superhost
Home in Bentonville
The River Bungalow at Shenandoah Haven
2 bedrooms, 2 beds, 2 bathrooms
18–23 Sept
New place to stay