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Search results; Over 1,000 homes in Bennington

Descriptions are based on details hosts provide
Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 private bathrooms
22–27 Aug
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4.99 out of 5 average rating, 351 reviews
Top guest favourite
Farm stay in Bennington
Peaceful cottage on a hobby farm
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.98 out of 5 average rating, 245 reviews
Top guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 353 reviews
Guest favourite
Flat in Bennington
Victorian farmhouse with mountain-view porch
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Bennington
Historic lux apartment above a wine shop
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Room in Bennington
Private deck, fire pit, and backyard gardens
1 bed, 1 bathroom
26–31 Jul
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Room in Bennington
50 private acres near downtown Bennington
1 queen bed, 1 bathroom
19–24 Jul
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Flat in Bennington
Walkable to downtown, above a gourmet deli
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Cottage in Shaftsbury
Private hot tub and sauna on-farm
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 772 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
4.98 out of 5 average rating, 64 reviews
Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed, 1 bathroom
21–26 Jul
4.95 out of 5 average rating, 191 reviews
Top guest favourite
Guest house in Bennington
Renovated cottage with mountain views, Old Bennington
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Home in Bennington
Historic 1865 gate house on 2 acres
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 478 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
25–30 Aug
4.99 out of 5 average rating, 366 reviews
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Bennington
Printmaking studio in an 1860 farmhouse
1 bed, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 198 reviews