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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
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
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
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
Vermont Downtown Oasis
4.99 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Bennington
Holly's Retreat
4.94 out of 5 average rating, 31 reviews, 1 bed, 1 bathroom
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
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
Quiet country retreat 311 Rice Lane Bennington, VT
4.96 out of 5 average rating, 77 reviews, 1 queen bed, 1 bathroom
19–24 Jul
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
Home in Shaftsbury
3-bedroom country home with mountain views
4.98 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1 bathroom
14–19 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 Bennington
The Gate House--Experience Vermont!
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 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
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
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
Top guest favourite
Home in Bennington
Southern Vermont Home
4.99 out of 5 average rating, 366 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
Top guest favourite
Cabin in Pownal
La Finca - Cozy A-Frame with Lofts & Views
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
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