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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
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
4.99 out of 5 average rating, 351 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed, 1 bathroom
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, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 77 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 124 reviews
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 251 reviews
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 369 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 97 reviews
Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
4.96 out of 5 average rating, 47 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 101 reviews
Home in Bennington
1850s North Bennington Farmhouse + Waterfall Views
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Home in Eagle Bridge
Red Country Escape | Mountain Views
3 bedrooms, 3 queen beds, 1 bathroom
25–30 Aug
4.92 out of 5 average rating, 36 reviews
Guest favourite
Cabin in Shaftsbury
Private Tree Farm Cabin
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 142 reviews
Top guest favourite
Cottage in Bennington
Historic Cottage • 140-Year Pool Table & Garden
3 bedrooms, 3 queen beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 37 reviews
Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 192 reviews