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Search results; Over 1,000 homes in Middletown

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Hotel in Middletown
Wayside Inn (Room #20) Rutherford Stateroom
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.63 out of 5 average rating, 8 reviews
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Hotel in Middletown
Wayside Inn (Room #18 ) Shenandoah Guest
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.7 out of 5 average rating, 33 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
11–16 Oct
4.96 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Winchester
Skyview Farmhouse
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 58 reviews
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Guest favourite
Home in Stephens City
Seven Oaks Large Gathering Recreation Paradise
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 83 reviews
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Top guest favourite
Home in Strasburg
Teaberry Hill - “Million dollar view”
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 29 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, 158 reviews
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Superhost
Home in Strasburg
Cedar Creek Wayside Castle
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
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, 174 reviews
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Guest favourite
Home in Front Royal
Front royal majestic paradise
6 bedrooms, 9 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Front Royal
Rivers Edge: On the River, Breathtaking views!
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.97 out of 5 average rating, 73 reviews
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Guest favourite
Tiny home in Strasburg
The Cardinal Cottage- Beautiful Mountain Views
2 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 116 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
6–11 Oct
4.91 out of 5 average rating, 33 reviews
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Guest favourite
Home in Stephens City
The Happy Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.93 out of 5 average rating, 14 reviews
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Luxe
Cabin in Strasburg
Hygge River House • Luxury Shenandoah Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 56 reviews
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Guest favourite
Home in Front Royal
A Place of Grace - River Front
3 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
4.85 out of 5 average rating, 117 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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Top guest favourite
Home in Strasburg
"Shenandoah View"
5 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 33 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
4.96 out of 5 average rating, 177 reviews