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Search results; Over 1,000 homes in Bennington

Top guest favourite
Home in Bennington
The Vermont Farmhouse|Hiking|Dog Trails|Village
2 bedrooms, 3 beds, 2.5 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 137 reviews
Top guest favourite
Room in Bennington
Holly's Retreat
1 bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 34 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 106 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
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
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed, 1 bathroom
11–16 Sept
4.96 out of 5 average rating, 85 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
Guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 140 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
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.99 out of 5 average rating, 356 reviews
Guest favourite
Farm stay in Bennington
Private 1800s family farmhouse, lush rolling hills
5 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Guest suite in Shaftsbury
Velvet Antlers Vintage Vermont Studio
1 bedroom, 2 beds, 1 bathroom
1–6 Dec
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Hotel in Woodford
Welcome to Woodford Rest Suite 7!
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 92 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
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, 89 reviews
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 21 reviews
Guest favourite
Cabin in Shaftsbury
Private Tree Farm Cabin
2 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 147 reviews
Top guest favourite
Cabin in Shaftsbury
Woodland Cabin on 18 acres w/ hot tub & fireplace
2 bedrooms, 2 king beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 42 reviews