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Search results; Over 1,000 homes in Brattleboro

Top guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 bedroom, 1 double bed, 1 bathroom
19–24 Oct
4.87 out of 5 average rating, 275 reviews
Guest favourite
Home in Guilford
Cozy Private Cabin in the Woods • Hemlock Haven
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Brattleboro
Charming 2BR Vermont Home • Porch • Full Kitchen
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Brattleboro
Maple St. Guest Rm Q Bed & Shared Bath
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in Dummerston
Farmhouse at Sweet Tree Farm
4 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed, 1 bathroom
15–20 Nov
4.99 out of 5 average rating, 112 reviews
Top guest favourite
Home in Brattleboro
Spacious Brattleboro home on river, walk to town
4 bedrooms, 4 beds, 4 bathrooms
23–28 Aug
4.96 out of 5 average rating, 156 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, 143 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Yurt in Putney
~Luxury Blue Haven Yurt~
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 90 reviews
Top guest favourite
Home in Brattleboro
Forest Green Retreat
2 bedrooms, 2 king beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in West Brattleboro
Modern Spacious Home with Mountain Views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Treehouse in Guilford
Cozy tent in the trees on organic flower farm
1 bedroom, 1 king bed, WC
23–28 Aug
4.99 out of 5 average rating, 199 reviews
Top guest favourite
Cabin in Dummerston
Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Cabin in Brattleboro
Cottage
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 530 reviews
Guest favourite
Flat in Brattleboro
2BR Getaway - Easy Walk to Downtown Brattleboro
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in West Brattleboro
Black Dør Barn | Luxe Nature Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Brattleboro
1840 cottage
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 26 reviews