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Search results; Over 1,000 homes in Bennington

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds, 2 private bathrooms
22–27 Aug
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4.98 out of 5 average rating, 119 reviews
Top guest favourite
Home in Bennington
Game room and deck near downtown
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Jul
4.93 out of 5 average rating, 15 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
Three walls of windows on 25 acres
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
4.99 out of 5 average rating, 351 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 88 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 122 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
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
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 60 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
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
Home in Shaftsbury
Country home with fields and mountain views
3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
4.98 out of 5 average rating, 64 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 Bennington
The Gate House--Experience Vermont!
3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.98 out of 5 average rating, 161 reviews
Guest favourite
Flat in Bennington
Mid-century modern with a fire pit
1 bedroom, 1 queen bed, 1 bathroom
21–26 Jul
4.95 out of 5 average rating, 191 reviews
Top guest favourite
Cabin in Pownal
La Finca - Cozy A-Frame with Lofts & Views
2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 94 reviews
Guest favourite
Flat in Bennington
Vaulted ceilings with mountain and monument views
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Cabin in Florida
30 acres with Mt. Greylock views
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 74 reviews