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Search results; Over 1,000 homes in Bennington

Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 private bathrooms
25–30 Oct
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4.99 out of 5 average rating, 352 reviews
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 199 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
15–20 Oct
4.93 out of 5 average rating, 128 reviews
Guest favourite
Farm stay in Town of Hoosick
Airbnb @ Sweet & Savory Farmette
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 352 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Bennington
Suite Sunset 311 Rice Lane Bennington VT
1 bedroom, 2 king beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 114 reviews
Top guest favourite
Flat in North Adams
Steps to MoCA: 2bd + SAUNA!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 724 reviews
Guest favourite
Room in Shaftsbury
Travel with friends!
2 single beds, 3 bathrooms
15–20 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 98 reviews
Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 194 reviews
Top guest favourite
Room in Williamstown
Robin's
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.87 out of 5 average rating, 689 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Pownal
Cozy Vermont mini-house
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 299 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 70 reviews
Home in Shaftsbury
Post and Beam Beauty with views!
2 bedrooms, 2 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Townshend
Rustic elegance at its best!
1 king bed, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 82 reviews