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Search results; Over 1,000 homes in Castleton

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Guest favourite
Home in Castleton
Romantic Cottage with Private Hot Tub
1 bedroom, 1 bed, No bathroom
17–22 Sept
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4.95 out of 5 average rating, 118 reviews
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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
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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, 63 reviews
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Home in Castleton
Stunning House w/Private Pool & Hot Tub on Estate
6 bedrooms, 14 beds, 5 bathrooms
17–22 Sept
4.86 out of 5 average rating, 36 reviews
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Guest favourite
Home in Boston
Refurbished 1880s Victorian Farm House~ Sleeps 6.
3 bedrooms, 3 beds, 3 bathrooms
17–22 Sept
4.81 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in Culpeper
The Stage at Old Salem School
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 25 reviews
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Top guest favourite
Farm stay in Washington
Charming Farmhouse near Inn at Little Washington
3 bedrooms, 5 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Castleton
8 Person House With Private Hot Tub on Estate
4 bedrooms, 5 beds, No bathroom
17–22 Sept
4.93 out of 5 average rating, 54 reviews
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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
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Guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds, 1.5 bathrooms
15–20 Nov
4.91 out of 5 average rating, 194 reviews
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Guest favourite
Home in Sperryville
River Front Mountain Views (Old Rag, SNP)
5 bedrooms, 7 beds, 3.5 bathrooms
17–22 Sept
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Chalet in Boston
The Manor House at Spring Haven Farm
3 bedrooms, 3 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.84 out of 5 average rating, 118 reviews
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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, 515 reviews
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Guest favourite
Home in Culpeper
Charming Restored Farmhouse Minutes from Culpeper
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.95 out of 5 average rating, 450 reviews
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Top guest favourite
Home in Sperryville
Historic Manor | Hot Tub & Pickleball | SNP nearby
5 bedrooms, 6 beds, 4.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 25 reviews
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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, 119 reviews
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Top guest favourite
Farm stay in Culpeper
Angus Farm Stay | Blue Ridge Views | Culpeper
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Culpeper
Heated Pool~Huge Arcade~Theater~Hot Tub~Firepit
7 bedrooms, 12 beds, 5 bathrooms
29 Sept – 4 Oct
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Barn in Boston
Pet Friendly Cottage on 21 acre farm
2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 134 reviews