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Search results; Over 1,000 homes in Castleton

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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
25–30 Oct
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4.93 out of 5 average rating, 54 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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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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Superhost
Home in Castleton
Stunning House w/Private Pool & Hot Tub on Estate
6 bedrooms, 14 beds, 5 bathrooms
26–31 Oct
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
2–7 Oct
4.81 out of 5 average rating, 31 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
1–6 Oct
4.84 out of 5 average rating, 118 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
Farm stay in Washington
Charming Farmhouse near Inn at Little Washington
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 18 reviews
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Home in Sperryville
River Front Mountain Views (Old Rag, SNP)
5 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 38 reviews
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Top guest favourite
Farm stay in Rixeyville
Historic Tiny Log Cabin at Beechwood View Farm
1 bedroom, 1 double bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 312 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
1–6 Oct
5.0 out of 5 average rating, 25 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
18–23 Oct
5.0 out of 5 average rating, 134 reviews
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Guest favourite
Farm stay in Boston
Bunkhouse at Spring Haven Farm
5 bedrooms, 10 single beds, 2 bathrooms
1–6 Oct
4.73 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Amissville
Hilltop Hideaway - Woodland Retreat/25 acres
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.89 out of 5 average rating, 206 reviews
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Home in Culpeper
Heated Pool~Huge Arcade~Theater~Hot Tub~Firepit
7 bedrooms, 12 beds, 5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 62 reviews
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Top guest favourite
Cabin in Reva
1830 Log Cabin Retreat • 35 Min to Shenandoah NP
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 89 reviews
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Top guest favourite
Home in Amissville
Valley View Farmhouse · Hot Tub, Fenced Pasture
2 bedrooms, 2 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Sperryville
Fall is almost here - Come to The Country
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Culpeper
Large Arcade ~ Hot tub ~ Firepit ~ BBQ ~ King Beds
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 132 reviews