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Search results; Over 1,000 homes in Bennington

Top guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
1 bedroom, 1 bed, 1 shared bathroom
17–22 Aug
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4.99 out of 5 average rating, 139 reviews
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed
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
23–28 Aug
4.98 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed
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
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
13–18 Sept
4.93 out of 5 average rating, 353 reviews
Top guest favourite
Home in Bennington
1865 Farmhouse: mountain, monument & meadow views
3 bedrooms, 4 beds
16–21 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Petersburg
Cozy Retreat in the Trees
2 bedrooms, 4 beds
6–11 Sept
4.94 out of 5 average rating, 280 reviews
Top guest favourite
Flat in Bennington
Suite Sunset 311 Rice Lane Bennington VT
1 bedroom, 2 king beds
16–21 Aug
4.96 out of 5 average rating, 114 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 bedroom, 1 queen bed
8–13 Sept
4.99 out of 5 average rating, 359 reviews
Top guest favourite
Room in Williamstown
Robin's
1 queen bed
18–23 Oct
4.87 out of 5 average rating, 689 reviews
Guest favourite
Room in Shaftsbury
Travel with friends!
2 single beds
15–20 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Flat in North Adams
Steps to MoCA: 2bd + SAUNA!
2 bedrooms, 3 beds
13–18 Sept
4.96 out of 5 average rating, 724 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds
1–6 Nov
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
1 bedroom, 1 bed
28 Aug – 2 Sept
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Home in Pownal
Cozy Vermont mini-house
1 bedroom, 1 queen bed
7–12 Sept
4.98 out of 5 average rating, 299 reviews
Top guest favourite
Guest suite in Shaftsbury
Peaceful get away at birds of a feather
2 beds
8–13 Sept
4.98 out of 5 average rating, 190 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds
21–26 Aug
4.96 out of 5 average rating, 98 reviews