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Search results; Over 1,000 homes in Bennington

Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 beds, 1 shared bathroom
13–18 Sept
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5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Bennington
Cozy Mountain Retreat - Museums, Trails & Colleges
2 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds
25–30 Oct
4.99 out of 5 average rating, 356 reviews
Top guest favourite
Home in Bennington
Dreamy & stylish log cabin near town w/ fast wifi
2 bedrooms, 4 beds
21–26 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Home in North Adams
Steps to MoCA private house + SAUNA!
4 bedrooms, 6 beds
13–18 Sept
4.98 out of 5 average rating, 559 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds
18–23 Oct
4.99 out of 5 average rating, 373 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds
18–23 Oct
4.98 out of 5 average rating, 262 reviews
Top guest favourite
Cabin in Woodford
Cozy, welcoming, Cabin in the woods!
3 bedrooms, 4 beds
10–15 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in North Adams
The MoCA-Cabana: 2 bd + Sauna
2 bedrooms, 3 beds
13–18 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds
26–31 Oct
4.99 out of 5 average rating, 79 reviews
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds
8–13 Sept
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Farm stay in Hoosick Falls
Lavender View at Hayberry Farm
4 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 14 reviews
Home in Pownal
Brand-new private 3 - bedroom mtn retreat.
3 bedrooms, 2 beds
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed
9–14 Sept
4.92 out of 5 average rating, 202 reviews
Guest favourite
Guest house in Bennington
The Hubbell Barn in Bennington VT East Room
1 bedroom, 1 king bed
23–28 Sept
4.93 out of 5 average rating, 89 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds
8–13 Sept
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Home in Bennington
1865 Farmhouse: mountain, monument & meadow views
3 bedrooms, 4 beds
15–20 Nov
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
3 bedrooms, 4 beds
14–19 Sept
4.96 out of 5 average rating, 49 reviews
Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed
19–24 Sept
4.95 out of 5 average rating, 195 reviews