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Search results; Over 1,000 homes in Brattleboro

Guest favourite
Guest house in Brattleboro
Mahalo Temple Retreat
Studio, 2 beds, 1 private bathroom
14–19 Sept
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4.91 out of 5 average rating, 614 reviews
Top guest favourite
Guest suite in Brattleboro
Charming studio in renovated 19th century church.
2 beds
1–6 Nov
4.95 out of 5 average rating, 643 reviews
Top guest favourite
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds
10–15 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
29 Oct – 3 Nov
4.99 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
13–18 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds
12–17 Oct
4.95 out of 5 average rating, 351 reviews
Guest favourite
Flat in Brattleboro
Cozy, cute and peaceful
1 bedroom, 1 queen bed
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 bedroom, 1 double bed
19–24 Oct
4.86 out of 5 average rating, 280 reviews
Top guest favourite
Flat in Brattleboro
River View apartment
1 bedroom, 1 bed
13–18 Sept
4.99 out of 5 average rating, 203 reviews
Top guest favourite
Cabin in West Brattleboro
Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
3 bedrooms, 6 beds
10–15 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in West Brattleboro
Modern Spacious Home with Mountain Views
2 bedrooms, 3 beds
26–31 Oct
4.94 out of 5 average rating, 146 reviews
Top guest favourite
Flat in Marlboro
Shakespeare’s Folly Side Farm and AirBnB.
1 bedroom, 1 queen bed
13–18 Sept
4.93 out of 5 average rating, 310 reviews
Top guest favourite
Room in Brattleboro
Sweet Suite,2Rms & full bath near Brattleboro Cntr
1 queen bed
25–30 Oct
4.96 out of 5 average rating, 403 reviews
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
1 queen bed
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
11–16 Oct
4.95 out of 5 average rating, 219 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed
27 Oct – 1 Nov
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Home in Newfane
Peaceful cabin close to skiing & Brattleboro
4 bedrooms, 6 beds
10–15 Sept
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Guest house in Dummerston
The Cottage on Wickopee Hill
1 bedroom, 1 queen bed
16–21 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Bungalow in Brattleboro
Healix Vermont Getaway
1 bedroom, 4 beds
30 Oct – 4 Nov
4.94 out of 5 average rating, 282 reviews