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Search results; Over 1,000 homes in Bennington

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
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
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 251 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
4.96 out of 5 average rating, 77 reviews, 1 queen bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
4.99 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
4.94 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Guest favourite
Flat in Bennington
Modern retreat in heart of town
4.93 out of 5 average rating, 123 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
4.92 out of 5 average rating, 198 reviews, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Bennington
Southern Vermont Home
4.99 out of 5 average rating, 368 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
4.96 out of 5 average rating, 96 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
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 Florida
The Greylock Cabin
4.99 out of 5 average rating, 76 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
4.96 out of 5 average rating, 47 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Cottage in Bennington
Historic Cottage • 140-Year Pool Table & Garden
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Guest favourite
Guest house in Bennington
Bennington Village Home on VT Rt.9
4.87 out of 5 average rating, 149 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
Top guest favourite
Cottage in Shaftsbury
Rollin Cottage
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
Home in Bennington
1850s North Bennington Farmhouse + Waterfall Views
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Home in Petersburgh
Beautiful Rustic A-Frame
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
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