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Search results; Over 1,000 homes in Castleton

Superhost
Home in Castleton
6 Person House on Gorgeous Rural Estate w/Hot tub
3 bedrooms, 3 beds, 3 private bathrooms
26–31 Oct
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4.86 out of 5 average rating, 28 reviews
Guest favourite
Home in Castleton
14-Person House with Pool on Spectacular Estate
7 bedrooms, 11 beds, 5.5 bathrooms
26–31 Oct
4.94 out of 5 average rating, 62 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
27 Oct – 1 Nov
4.97 out of 5 average rating, 62 reviews
Superhost
Home in Castleton
Stunning House w/Private Pool & Hot Tub on Estate
6 bedrooms, 14 beds, 5 bathrooms
14–19 Sept
4.86 out of 5 average rating, 35 reviews
Guest favourite
Home in Boston
Refurbished 1880s Victorian Farm House~ Sleeps 6.
3 bedrooms, 3 beds, 3 bathrooms
10–15 Sept
4.81 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Culpeper
The Cottage at Old Salem School
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 131 reviews
Top guest favourite
Farm stay in Washington
Charming Farmhouse near Inn at Little Washington
3 bedrooms, 5 beds, 2.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Rixeyville
Forest Garden River House + hot tub
4 bedrooms, 6 beds, 3.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Room in Washington
Private suite beside "Inn" w/ veranda & fireplace!
2 queen beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 393 reviews
Guest favourite
Home in Sperryville
River Front Mountain Views (Old Rag, SNP)
5 bedrooms, 7 beds, 3.5 bathrooms
11–16 Sept
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
4.96 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Culpeper
TreeTop at Mt Run Lake (Private Guest Apartment)
1 bedroom, 1 king bed, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 223 reviews
Guest favourite
Home in Culpeper
Charming Restored Farmhouse Minutes from Culpeper
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 450 reviews
Top guest favourite
Flat in Sperryville
Stonewall Abbey Apartment
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 202 reviews
Top guest favourite
Home in Castleton
8 Person House With Private Hot Tub on Estate
4 bedrooms, 5 beds, No bathroom
14–19 Sept
4.93 out of 5 average rating, 54 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 514 reviews
Top guest favourite
Home in Culpeper
Stylish & Cozy Getaway in Historic Culpeper
3 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.99 out of 5 average rating, 118 reviews
Top guest favourite
Home in Sperryville
Historic Manor | Pool & Pickleball | Near Old Rag
5 bedrooms, 6 beds, 4.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Sperryville
Incredible views with hot tub & swimming pool
4 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 93 reviews