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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
22–27 Aug
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4.99 out of 5 average rating, 350 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds
13–18 Jul
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds
24–29 Jul
4.98 out of 5 average rating, 242 reviews
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 351 reviews
Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds
3–8 Aug
4.93 out of 5 average rating, 121 reviews
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds
8–13 Jul
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed
7–12 Jul
4.96 out of 5 average rating, 75 reviews
Top guest favourite
Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
2 bedrooms, 2 beds
9–14 Jul
4.98 out of 5 average rating, 770 reviews
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
3 bedrooms, 3 beds
27 Jul – 1 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds
16–21 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Bennington
The Gate House--Experience Vermont!
3 bedrooms, 4 beds
11–16 Jul
4.97 out of 5 average rating, 159 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds
27 Jul – 1 Aug
4.96 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Bennington
Scenic Vermont Studio
1 bed
9–14 Aug
4.92 out of 5 average rating, 198 reviews
Top guest favourite
Room in Bennington
Holly's Retreat
1 bed
12–17 Jul
4.93 out of 5 average rating, 29 reviews
Guest favourite
Cabin in Londonderry
Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
3 bedrooms, 3 beds
19–24 Jul
4.95 out of 5 average rating, 253 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds
6–11 Jul
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds
20–25 Aug
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
1 bedroom, 1 bed
19–24 Jul
4.99 out of 5 average rating, 94 reviews
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed
18–23 Jul
4.94 out of 5 average rating, 98 reviews