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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
7–12 Sept
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4.98 out of 5 average rating, 123 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
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, 355 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, 373 reviews
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Home in Bennington
The Gate House--Experience Vermont!
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 165 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, 6 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 260 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
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
Farm stay in Bennington
White Rock Farm
5 bedrooms, 8 beds, 3 bathrooms
20–25 Oct
4.98 out of 5 average rating, 140 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, 33 reviews
Top guest favourite
Home in Bennington
The Vermont Farmhouse|Hiking|Dog Trails|Village
2 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 136 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
Flat in Bennington
Suite Sunset 311 Rice Lane Bennington VT
1 bedroom, 2 king beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 118 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.93 out of 5 average rating, 105 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
1769 Henry House/Tavern / Near Manchester
6 bedrooms, 7 beds, 5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in Woodford
Cozy Lake Escape, Peaceful Vermont Stay
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 37 reviews