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Search results; Over 1,000 homes in Brattleboro

Top guest favourite
Cottage in Brattleboro
Forest Street Retreat Attached Guest House
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 3 Nov
4.99 out of 5 average rating, 146 reviews
Guest favourite
Flat in Brattleboro
Cozy, cute and peaceful
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Brattleboro
Charming studio in renovated 19th century church.
2 beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 641 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, 13 reviews
Top guest favourite
Home in West Brattleboro
Private Brookside Farmhouse
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.93 out of 5 average rating, 88 reviews
Guest favourite
Cabin in Brattleboro
Log Cabin on Maple Sugar Farm
4 bedrooms, 5 beds, 2.5 bathrooms
23–28 Sept
4.91 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 351 reviews
Top guest favourite
Home in Dummerston
Pinecone Pond 30 min ski Mt Snow, 45 to Stratton
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 374 reviews
Top guest favourite
Home in Newfane
Peaceful cabin close to skiing & Brattleboro
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 161 reviews
Guest favourite
Room in Brattleboro
Cozy Room in Brattleboro
1 double bed, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Brattleboro
Modern apartment in the heart of town!
1 bedroom, 4 beds, 1 bathroom
24–29 Sept
4.93 out of 5 average rating, 168 reviews
Guest favourite
Home in Brattleboro
Spacious Brattleboro home on river, walk to town
4 bedrooms, 5 beds, 4 bathrooms
20–25 Sept
4.95 out of 5 average rating, 159 reviews
Top guest favourite
Flat in Brattleboro
River View apartment
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 202 reviews
Top guest favourite
Cabin in West Brattleboro
Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
3 bedrooms, 6 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed, 1 bathroom
18–23 Nov
4.99 out of 5 average rating, 122 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, 27 reviews
Top guest favourite
Home in West Brattleboro
Black Dør Barn | Luxe Nature Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 114 reviews