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Search results; Over 1,000 homes in Brattleboro

Guest favourite
Guest house in Brattleboro
Casita by the Green: Quiet, Country, close to town
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.94 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 33 reviews
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
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, 643 reviews
Top guest favourite
Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 353 reviews
Top guest favourite
Cabin in West Brattleboro
Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
3 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Guilford
Farmhouse at Weatherhead Hollow
3 bedrooms, 3 bathrooms
15–20 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
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, 280 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, 146 reviews
Top guest favourite
Home in Guilford
Cozy Private Cabin in the Woods • Hemlock Haven
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Room in Brattleboro
Sweet Suite,2Rms & full bath near Brattleboro Cntr
1 queen bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 403 reviews
Guest favourite
Flat in Brattleboro
Quiet St in Town, gardens, terrace
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.9 out of 5 average rating, 423 reviews
Top guest favourite
Home in Newfane
Peaceful cabin close to skiing & Brattleboro
4 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Brattleboro
Contemporary forest eco-retreat, mountain views
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 219 reviews
Top guest favourite
Home in Dummerston
Barnside Cottage at Fruition Farm
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.95 out of 5 average rating, 42 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in West Brattleboro
Black Door Children | Luxe Nature Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Home in Dummerston
Dutton Farmhouse
4 bedrooms, 6 beds, 2.5 bathrooms
2–7 Nov
4.97 out of 5 average rating, 58 reviews