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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
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
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
Home in Pownal
Brand-new private 3 - bedroom mtn retreat.
3 bedrooms, 2 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 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
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
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 92 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
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
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
Cabin in Wilmington
Vermont Log Cabin- New Construction w/ EV charger!
4 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Pownal
The Barn @ Blackberry Steep
4 bedrooms, 10 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 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
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
Cabin in Woodford
Cozy, welcoming, Cabin in the woods!
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Room in Bennington
Luxurious Victorian Otto Suite
1 bed, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 3 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
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
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