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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, 356 reviews
Top guest favourite
Home in Bennington
Cozy Mountain Retreat - Museums, Trails & Colleges
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in North Adams
The MoCA-Cabana: 2 bd + Sauna
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Cabin in Woodford
Cozy, welcoming, Cabin in the woods!
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 262 reviews
Top guest favourite
Home in North Adams
Steps to MoCA private house + SAUNA!
4 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 559 reviews
Top guest favourite
Farm stay in Hoosick Falls
Lavender View at Hayberry Farm
4 bedrooms, 6 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Bennington
Dreamy & stylish log cabin near town w/ fast wifi
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed, 1 bathroom
9–14 Sept
4.92 out of 5 average rating, 202 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 375 reviews
Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 79 reviews
Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Bennington
1865 Farmhouse: mountain, monument & meadow views
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Nov
4.97 out of 5 average rating, 34 reviews
Guest favourite
Guest house in Bennington
The Hubbell Barn in Bennington VT East Room
1 bedroom, 1 king bed, 1 bathroom
23–28 Sept
4.93 out of 5 average rating, 90 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
9–14 Sept
4.99 out of 5 average rating, 68 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, 195 reviews
Top guest favourite
Cottage in Woodford
Willow Tree Cottage on Peaceful Mountain Lake
2 bedrooms, 3 beds, 1 bathroom
20–25 Oct
4.98 out of 5 average rating, 91 reviews
Top guest favourite
Home in Arlington
Charming Vermont Retreat
5 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Pownal
The Barn @ Blackberry Steep
4 bedrooms, 10 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 15 reviews