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Search results; Over 1,000 homes in Boston

Top guest favourite
Barn in Boston
Pet Friendly Cottage on 21 acre farm
2 bedrooms, 2 beds, 1.5 private bathrooms
13–18 Sept
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5.0 out of 5 average rating, 130 reviews
Top guest favourite
Home in Boston
Mountain Retreat — 4 Bdrm Blue Ridge / Shenandoah
4 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Guest house in Boston
The Skyhouse- simple & serene w/mountain views
1 queen bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 238 reviews
Guest favourite
Home in Boston
Refurbished 1880s Victorian Farm House~ Sleeps 6.
3 bedrooms, 3 beds, 3 bathrooms
7–12 Sept
4.79 out of 5 average rating, 29 reviews
Top guest favourite
Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 162 reviews
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, 57 reviews
Home in Culpeper
New Event Space with Orchard view- sleeps 20+
4 bedrooms, 8 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Culpeper
Large Arcade ~ Hot tub ~ Firepit ~ BBQ ~ King Beds
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Sept
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Home in Madison
Enchanted-Historic Shenandoah Farm
6 bedrooms, 16 beds, 3 bathrooms
25–30 Oct
4.98 out of 5 average rating, 244 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, 59 reviews
Top guest favourite
Home in Sperryville
The Estate at Piedmont Farm *hot tub & pickleball*
5 bedrooms, 6 beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 156 reviews
Top guest favourite
Farm stay in Sperryville
The Mill House at Ragged Ridge Farm
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 83 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
Top guest favourite
Home in Rixeyville
Private Modern Farmhouse on 12 acres, Pet-friendly
4 bedrooms, 5 beds, 4 bathrooms
1–6 Sept
4.98 out of 5 average rating, 51 reviews
Guest favourite
Chalet in Boston
The Manor House at Spring Haven Farm
3 bedrooms, 3 queen beds, 1.5 bathrooms
7–12 Sept
4.84 out of 5 average rating, 117 reviews
Top guest favourite
Cabin in Madison
Log Cabin and Ragged Rock Ridge
3 bedrooms, 3 queen beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 163 reviews
Home in Sperryville
Old Rag Views from Nel Mar Farmhouse
4 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews