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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
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, 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
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
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
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
Room in Bennington
Private deck, fire pit, and backyard gardens
4.94 out of 5 average rating, 31 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
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
The Gate House--Experience Vermont!
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
4.99 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Cabin in Shaftsbury
Log cabin on 70 acres with hot tub
4.99 out of 5 average rating, 478 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
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
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
Top guest favourite
Flat in Bennington
Suite Sunset 311 Rice Lane Bennington VT
4.96 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul