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Search results; Over 1,000 homes in Castleton

Guest favourite
Home in Castleton
Romantic Cottage with Private Hot Tub
1 bedroom, 1 bed, No bathroom
28 Jul – 2 Aug
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4.95 out of 5 average rating, 118 reviews
Top guest favourite
Farm stay in Castleton
37-Acre Farm Retreat: Views/Creek/Fire Pit/Old Rag
4 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Barn in Boston
Pet Friendly Cottage on 21 acre farm
2 bedrooms, 2 beds, 1.5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 129 reviews
Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
2 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 187 reviews
Guest favourite
Home in Castleton
14-Person House with Pool on Spectacular Estate
7 bedrooms, 11 beds, 5.5 bathrooms
14–19 Sept
4.93 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Culpeper
Bison Farm - Cabin "Brisa"
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 109 reviews
Home in Sperryville
Sommerhus @ Skyline Drive • Modern Scandi Cabin
2 bedrooms, 2 beds, 2.5 bathrooms
30 Jul – 4 Aug
New place to stay
Top guest favourite
Farm stay in Sperryville
The Mill House at Ragged Ridge Farm
3 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Boston
Refurbished 1880s Victorian Farm House~ Sleeps 6.
3 bedrooms, 3 beds, 3 bathrooms
20–25 Jul
4.79 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Bentonville
Skyline Getaway: Private hot tub, Fire pit, Dogs
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Guest house in Sperryville
Countryside getaway 5 min. from Old Rag parking!
2 bedrooms, 2 beds, 1 bathroom
7–12 Aug
4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Sperryville
Cardinal Hill Cabin Near Shenandoah
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
4.97 out of 5 average rating, 29 reviews
Guest favourite
Place to stay in Culpeper
The Studio at Old Salem School
1 bedroom, 1 bed, 1 bathroom
26–31 Jul
4.91 out of 5 average rating, 111 reviews
Superhost
Home in Amissville
Valley View Farmhouse · Hot Tub, Fenced Pasture
2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Bentonville
New! 14 min to SNP, Hot tub, Starlink, Dogs OK
3 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
4.98 out of 5 average rating, 62 reviews
Superhost
Bungalow in Culpeper
Chic and comfortable downtown home. Many extras!
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 508 reviews
Guest favourite
Cabin in Bentonville
Timber Creek: Falls - A Shenandoah Cabin
1 bedroom, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
4.96 out of 5 average rating, 230 reviews
Top guest favourite
Guest house in Culpeper
The Winehouse at Mount Airy
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 80 reviews
Guest favourite
Cabin in Culpeper
Bison Farm - Cabin "Loma"
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 8 reviews