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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, 118 reviews
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
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
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
19–24 Jul
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
Home in Bennington
The Gate House--Experience Vermont!
4.98 out of 5 average rating, 160 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 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
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 244 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 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
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
14–19 Aug
Home in Bennington
1850s North Bennington Farmhouse + Waterfall Views
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
4.96 out of 5 average rating, 76 reviews, 1 queen bed, 1 bathroom
12–17 Jul
Top guest favourite
Room in Bennington
Holly's Retreat
4.93 out of 5 average rating, 29 reviews, 1 bed, 1 bathroom
13–18 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
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
Flat in Bennington
Cozy Loft steps from VT Downtown
4.93 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Cottage in Bennington
Historic Cottage • 140-Year Pool Table & Garden
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 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