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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, 155 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
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 30 reviews
Home in Brattleboro
Forest Green Retreat
2 bedrooms, 2 king beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 5 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
Contemporary forest eco-retreat, mountain views
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 214 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.98 out of 5 average rating, 111 reviews
Guest favourite
Home in Dummerston
Woodsy Retreat Near Skiing, Private Pool in Summer
2 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Brattleboro
River View apartment
1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 195 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
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Home in Guilford
Woodland Retreat in Maple Sugarbush, EV
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 41 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, 110 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
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
Guest favourite
Loft in Vernon
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
1 queen bed, 1 bathroom
24–29 Aug
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Cabin in Brattleboro
Cottage
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 530 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