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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
22–27 Aug
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4.99 out of 5 average rating, 350 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
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
3–8 Aug
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Flat in Bennington
Vermont Downtown Oasis
4.99 out of 5 average rating, 86 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Jul – 2 Aug
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
27 Jul – 1 Aug
Top guest favourite
Home in Bennington
The Gate House--Experience Vermont!
4.97 out of 5 average rating, 159 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
4.96 out of 5 average rating, 75 reviews, 1 queen bed, 1 bathroom
12–17 Jul
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
4.98 out of 5 average rating, 118 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 243 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Home in Bennington
Southern Vermont Home
4.99 out of 5 average rating, 365 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Home in Bennington
1850s North Bennington Farmhouse + Waterfall Views
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
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
Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
4.87 out of 5 average rating, 148 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Room in Bennington
Holly's Retreat
4.93 out of 5 average rating, 29 reviews, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Flat in Bennington
Cooper's Place
4.95 out of 5 average rating, 191 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
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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
The Vermont Farmhouse|Hiking|Dog Trails|Village
5.0 out of 5 average rating, 128 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Dome in Bennington
5BR Rustic Mountain Sanctuary Dome Home
4.93 out of 5 average rating, 127 reviews, 5 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Bennington
VERMONT🍁🌲
4.95 out of 5 average rating, 38 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug