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Search results; Over 1,000 homes in Castleton

Top guest favourite
Home in Castleton
8 Person House With Private Hot Tub on Estate
4 bedrooms, 5 beds, No bathroom
17–22 Aug
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4.93 out of 5 average rating, 54 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
15–20 Aug
5.0 out of 5 average rating, 130 reviews
Guest favourite
Home in Castleton
14-Person House with Pool on Spectacular Estate
7 bedrooms, 11 beds, 5.5 bathrooms
26–31 Oct
4.93 out of 5 average rating, 61 reviews
Guest favourite
Home in Sperryville
Sommerhus @ Skyline Drive • Modern Scandi Cabin
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Culpeper
Bison Farm - Cabin "Cielo"
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 109 reviews
Top guest favourite
Cabin in Front Royal
Luxury Retreat: Hot Tub, Views, Sauna, Games, EV
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Farm stay in Sperryville
The Mill House at Ragged Ridge Farm
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 23 reviews
Guest favourite
Farm stay in Woodville
Private retreat near Shenandoah National Park
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Bentonville
New! 14 min to SNP, Hot tub, Starlink, Dogs OK
3 bedrooms, 4 beds, 3 bathrooms
12–17 Nov
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Home in Rixeyville
Forest Garden River House + hot tub
4 bedrooms, 6 beds, 3.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Guest house in Culpeper
The Winehouse at Mount Airy
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Cabin in Luray
NEWCabin Retreat | Hot Tub, Fireplace & Fire Pit
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Luray
WintergreenAcres*FirePit*GameRoom*IceCreamMachine
4 bedrooms, 8 beds, 3 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Culpeper
Bison Farm - Vista Cabin (2 BR option)
2 bedrooms, 2 king beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Front Royal
The Wizard's Chalet • Cozy nature escape • Hot Tub
3 bedrooms, 3 beds, 1 bathroom
15–20 Nov
4.95 out of 5 average rating, 314 reviews
Top guest favourite
Tiny home in Culpeper
3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!
3 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 167 reviews
Guest favourite
Home in Sperryville
Incredible views with hot tub & swimming pool
4 bedrooms, 7 beds, 3.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 89 reviews
Top guest favourite
Home in Woodville
Walnut Run Farm - Private & Quiet - Sperryville
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.88 out of 5 average rating, 202 reviews