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Search results; Over 1,000 homes in Bennington

Descriptions are based on details hosts provide
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, 351 reviews
Top guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
Guest favourite
Flat in Bennington
Victorian farmhouse with mountain-view porch
4.93 out of 5 average rating, 122 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
Top guest favourite
Flat in Bennington
Historic lux apartment above a wine shop
4.99 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Bennington
Historic 1865 gate house on 2 acres
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 245 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Bennington
Private acre near ski areas
4.99 out of 5 average rating, 366 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
Top guest favourite
Room in Bennington
50 private acres near downtown Bennington
4.96 out of 5 average rating, 77 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Top guest favourite
Room in Bennington
Holly's Retreat
4.94 out of 5 average rating, 31 reviews, 1 bed, 1 bathroom
26–31 Jul
Home in Bennington
1850s farmhouse with waterfall views
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
4.98 out of 5 average rating, 119 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Flat in Bennington
Cooper's Place
4.95 out of 5 average rating, 191 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Guest favourite
Home in Bennington
1769 estate on 21 acres with tavern
5.0 out of 5 average rating, 56 reviews, 6 bedrooms, 7 beds, 5 bathrooms
25–30 Jul
Top guest favourite
Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
4.87 out of 5 average rating, 149 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
4.99 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Bennington
140-year-old pool table, 21 scenic acres
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Flat in Bennington
Sunset views on 50 private acres
4.96 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
4.99 out of 5 average rating, 353 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept