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Search results; Over 1,000 homes in Bennington

Descriptions are based on details hosts provide
Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 beds, 1 shared bathroom
26–31 Jul
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5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Bennington
Game room and deck near downtown
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 245 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
4.99 out of 5 average rating, 351 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
4.99 out of 5 average rating, 353 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Flat in Bennington
Modern retreat in heart of town
4.93 out of 5 average rating, 122 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
Top guest favourite
Flat in Bennington
Historic lux apartment above a wine shop
4.99 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Bennington
Holly's Retreat
4.94 out of 5 average rating, 31 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Bennington
Walkable to downtown, above a gourmet deli
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Cabin in Bennington
Post-and-beam cabin in the forest
4.96 out of 5 average rating, 94 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Room in Bennington
50 private acres near downtown Bennington
4.96 out of 5 average rating, 77 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
4.98 out of 5 average rating, 772 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Home in Shaftsbury
Country home with fields and mountain views
4.98 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
Top guest favourite
Home in Bennington
Historic 1865 gate house on 2 acres
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Guest favourite
Flat in Bennington
Cooper's Place
4.95 out of 5 average rating, 191 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Guest house in Bennington
Renovated cottage with mountain views, Old Bennington
4.99 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Bennington
Private acre near ski areas
4.99 out of 5 average rating, 366 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
Top guest favourite
Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
4.99 out of 5 average rating, 478 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Home in Petersburgh
Rustic A-frame with 300 acres of trails
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
20–25 Jul