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Search results; Over 1,000 homes in Brattleboro

Top guest favourite
Home in Brattleboro
Spacious Brattleboro home on river, walk to town
4 bedrooms, 4 beds, 4 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 154 reviews
Guest favourite
Flat in Brattleboro
Charming 2BR Vermont Home • Porch • Full Kitchen
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 bedroom, 1 double bed, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 269 reviews
Top guest favourite
Home in Guilford
Cozy Private Cabin in the Woods • Hemlock Haven
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Brattleboro
1840 cottage
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 22 reviews
Home in Brattleboro
Forest Green Retreat
2 bedrooms, 2 king beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Brattleboro
River View apartment
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 195 reviews
Top guest favourite
Home in West Brattleboro
Black Dør Barn | Luxe Nature Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 40 reviews
Guest favourite
Flat in Brattleboro
True Intown Refuge -Easy Walk to Downtown or Woods
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.87 out of 5 average rating, 15 reviews
Guest favourite
Flat in Brattleboro
Contemporary forest eco-retreat, mountain views
1 bedroom, 3 beds, 1 bathroom
5–10 Oct
4.94 out of 5 average rating, 214 reviews
Guest favourite
Home in Guilford
Charming historic farmhouse at Tapalou Guilds Farm
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Aug
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed, 1 bathroom
20–25 Oct
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Cottage in Brattleboro
Forest Street Retreat Attached Guest House
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 141 reviews
Top guest favourite
Cabin in Dummerston
Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 67 reviews
Guest favourite
Home in Putney
Charming Putney Village Home!
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Wilmington
A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow
3 bedrooms, 4 beds, 1 bathroom
3–8 Oct
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in West Brattleboro
Private Brookside Farmhouse
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
4.93 out of 5 average rating, 87 reviews
Top guest favourite
Flat in Brattleboro
2BR Getaway - Easy Walk to Downtown Brattleboro
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Flat in Dummerston
1850’s Barn Retreat
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 506 reviews