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Search results; Over 1,000 homes in Middletown

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Guest favourite
Hotel in Middletown
Wayside Inn (Room #24) Monroe Guest Room
1 bedroom, 1 bed, 1 shared bathroom
20–25 Sept
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5.0 out of 5 average rating, 6 reviews
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Hotel in Middletown
Wayside Inn (Room # 19) Massanutten Guest Room
1 bedroom, 1 double bed, 1 bathroom
20–25 Sept
4.77 out of 5 average rating, 61 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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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
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, 170 reviews
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Superhost
Home in Strasburg
Cedar Creek Wayside Castle
4 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.77 out of 5 average rating, 307 reviews
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Top guest favourite
Home in Front Royal
Mountain View Bungalow
1 bedroom, 1 bed, 1 bathroom
4–9 Nov
4.98 out of 5 average rating, 46 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, 572 reviews
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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, 33 reviews
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Top guest favourite
Home in Winchester
Skyview Farmhouse
3 bedrooms, 5 beds, 2 bathrooms
19–24 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, 146 reviews
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Top guest favourite
Home in Strasburg
Shenandoah Fort Valley Mountain Retreat*Whole Home
3 bedrooms, 6 beds, 3 bathrooms
19–24 Oct
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Holiday home in Front Royal
Shenandoah Riverfront Cottage! Hot Tub! Sleeps 4!
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 175 reviews
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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
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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Top guest favourite
Home in Front Royal
River House
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Strasburg
The Shenandoah Basset Dacha
5 bedrooms, 7 beds, 3 bathrooms
10–15 Nov
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Home in Stephens City
The Happy Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.93 out of 5 average rating, 14 reviews
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Cabin in Augusta
Bear Ridge Hideaway | Private Cabin
1 bedroom, 2 double beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 3 reviews