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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
25–30 Oct
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4.99 out of 5 average rating, 352 reviews
Home in Shaftsbury
Post and Beam Beauty with views!
2 bedrooms, 2 beds
17–22 Aug
5.0 out of 5 average rating, 4 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
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
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds
24–29 Aug
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds
17–22 Aug
4.96 out of 5 average rating, 98 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, 89 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
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, 164 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed
24–29 Aug
4.92 out of 5 average rating, 198 reviews
Top guest favourite
Home in Bennington
Dreamy & stylish log cabin near town w/ fast wifi
2 bedrooms, 4 beds
24–29 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds
22–27 Aug
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Cottage in Shaftsbury
Rollin Cottage
2 bedrooms, 2 queen beds
21–26 Aug
4.97 out of 5 average rating, 173 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, 133 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, 372 reviews
Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
1 bedroom, 2 beds
4–9 Oct
4.99 out of 5 average rating, 484 reviews
Guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds
16–21 Aug
4.99 out of 5 average rating, 72 reviews