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Search results; Over 1,000 homes in Brattleboro

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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, 145 reviews
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Flat in Brattleboro
Cozy, cute and peaceful
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 9 reviews
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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, 640 reviews
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Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 350 reviews
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Room in Brattleboro
Cozy Room in Brattleboro
1 double bed, 1 bathroom
5–10 Sept
4.96 out of 5 average rating, 57 reviews
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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, 12 reviews
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Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed, 1 bathroom
18–23 Nov
4.99 out of 5 average rating, 118 reviews
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Home in Newfane
Peaceful cabin close to skiing & Brattleboro
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 160 reviews
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Home in Brattleboro
1840 cottage
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 27 reviews
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Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 bedroom, 1 double bed, 1 bathroom
19–24 Oct
4.86 out of 5 average rating, 279 reviews
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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, 41 reviews
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Home in West Brattleboro
Private Brookside Farmhouse
3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Sept
4.93 out of 5 average rating, 88 reviews
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Top guest favourite
Flat in Brattleboro
Modern apartment in the heart of town!
1 bedroom, 4 beds, 1 bathroom
9–14 Sept
4.93 out of 5 average rating, 168 reviews
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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
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Guest favourite
Home in Brattleboro
4BR home amongst Skiing/Hiking with Amazing views!
4 bedrooms, 8 beds, 2.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 35 reviews
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Home in Brattleboro
Vermont Farmhouse Retreat
4 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 6 reviews
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Room in Brattleboro
Sweet Suite,2Rms & full bath near Brattleboro Cntr
1 queen bed, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 401 reviews
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Home in Brattleboro
Bright, spacious country home
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 63 reviews