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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
Flat in Bennington
Scenic Vermont Studio
1 bed
9–14 Aug
4.92 out of 5 average rating, 198 reviews
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed
9–14 Aug
4.96 out of 5 average rating, 79 reviews
Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed
19–24 Sept
4.95 out of 5 average rating, 193 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, 251 reviews
Guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
1 queen bed
17–22 Aug
4.99 out of 5 average rating, 138 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds
15–20 Oct
4.94 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds
10–15 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds
25–30 Oct
4.99 out of 5 average rating, 351 reviews
Top guest favourite
Flat in Bennington
Modern Rustic Hideaway in Town
1 bedroom, 1 queen bed
12–17 Aug
4.99 out of 5 average rating, 99 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.93 out of 5 average rating, 101 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, 97 reviews
Home in Shaftsbury
Post and Beam Beauty with views!
2 bedrooms, 2 beds
13–18 Aug
New place to stay
Guest favourite
Guest house in Bennington
Bennington Village Home on VT Rt.9
2 bedrooms, 4 beds
4–9 Aug
4.87 out of 5 average rating, 149 reviews
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 bedroom, 1 queen bed
6–11 Sept
4.99 out of 5 average rating, 357 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds
13–18 Sept
4.99 out of 5 average rating, 371 reviews
Superhost
Tent in Shaftsbury
The Nest at Birds of a Feather Farm….
1 bedroom, 1 bed
23–28 Aug
Room in Shaftsbury
Relax and escape!
1 bed
3–8 Aug
Guest favourite
Room in Bennington
Comfy large suite w/private living room
1 queen bed
1–6 Sept
5.0 out of 5 average rating, 9 reviews