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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
3 bedrooms, 3 queen beds
16–21 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Room in Bennington
Holly's Retreat
1 bed
26–31 Jul
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds
26–31 Jul
4.98 out of 5 average rating, 245 reviews
Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 351 reviews
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 bedroom, 1 queen bed
28 Aug – 2 Sept
4.99 out of 5 average rating, 353 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds
2–7 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Cottage in Shaftsbury
Rollin Cottage
2 bedrooms, 2 queen beds
4–9 Aug
4.97 out of 5 average rating, 172 reviews
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed
19–24 Jul
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds
15–20 Jul
4.98 out of 5 average rating, 64 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds
18–23 Aug
4.93 out of 5 average rating, 122 reviews
Guest favourite
Dome in Bennington
5BR Rustic Mountain Sanctuary Dome Home
5 bedrooms, 6 beds
23–28 Aug
4.93 out of 5 average rating, 127 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds
27 Jul – 1 Aug
4.96 out of 5 average rating, 94 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed
26–31 Jul
4.93 out of 5 average rating, 100 reviews
Guest favourite
Guest suite in North Bennington
Charming Private Suite • Walk to Village
1 bedroom, 2 beds
20–25 Jul
4.88 out of 5 average rating, 64 reviews
Top guest favourite
Home in Bennington
The Gate House--Experience Vermont!
3 bedrooms, 4 beds
21–26 Aug
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
2 bedrooms, 2 beds
8–13 Sept
4.98 out of 5 average rating, 772 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds
25–30 Aug
4.99 out of 5 average rating, 366 reviews
Home in Petersburgh
Beautiful Rustic A-Frame
1 bedroom, 3 beds
20–25 Jul
5.0 out of 5 average rating, 3 reviews