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Search results; Over 1,000 homes in Middlebrook

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Guest favourite
Farm stay in Middlebrook
Country home with view, fire pit, pool thru oct!
3 bedrooms, 5 beds, 3 private bathrooms
5–10 Oct
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4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Farm stay in Swoope
Country Retreat
3 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 119 reviews
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Top guest favourite
Home in Staunton
Foresthill Farm
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 453 reviews
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Home in Middlebrook
Easy access, 15 minutes from interstate 81
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jan
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Guest favourite
Farm stay in Raphine
The Bread Barn
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 502 reviews
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Top guest favourite
Home in Staunton
Solar-Powered Eco-Farmhouse with Mountain Views!
2 bedrooms, 2 beds, 2.5 bathrooms
13–18 Nov
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Room in Greenville
Lodge Room on Penmerryl Farm
2 queen beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 202 reviews
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Top guest favourite
Home in Stuarts Draft
Blackwood Air B & B
3 bedrooms, 3 beds, 2 bathrooms
2–7 Nov
4.9 out of 5 average rating, 446 reviews
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Top guest favourite
Cabin in Raphine
Couples Retreat! Hot Tub/ Fire Pit Outdoor TV Dogs
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 82 reviews
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Guest favourite
Cottage in Raphine
Peaceful Raphine Cottage w/ Deck & Fireplace!
3 bedrooms, 6 beds, 2.5 bathrooms
22–27 Sept
4.98 out of 5 average rating, 62 reviews
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Room in Swoope
George Washington Swoope, Jr. - Inn at MeadowCroft
1 king bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Guest house in Staunton
The Firefly Springhouse
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 754 reviews
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Top guest favourite
Home in Staunton
Cozy Chic in Historic Staunton, Shenandoah Valley
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Nov
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Guest suite in Waynesboro
Private Apartment - peaceful & quiet
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 74 reviews
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Top guest favourite
Cabin in Rockbridge Baths
Little Cabin in the Woods is quiet and secluded!
1 bedroom, 1 queen bed, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 453 reviews
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Guest favourite
Home in Lexington
Honey Bee Hideaway
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Dec
4.93 out of 5 average rating, 410 reviews
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Top guest favourite
Home in Tyro
Creekside Retreat | Fire Pit + Big Fenced Yard
3 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 316 reviews
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Home in Lexington
Hilltop View
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
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