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Search results; Over 1,000 homes in Brattleboro

Top guest favourite
Guest suite in Brattleboro
Charming studio in renovated 19th century church.
Studio, 2 beds, 1 private bathroom
1–6 Nov
,
4.95 out of 5 average rating, 636 reviews
Guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 bedroom, 1 double bed
13–18 Sept
4.87 out of 5 average rating, 270 reviews
Guest favourite
Flat in Brattleboro
Charming 2BR Vermont Home • Porch • Full Kitchen
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 5 reviews
Home in Brattleboro
Forest Green Retreat
2 bedrooms, 2 king beds
5–10 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds
10–15 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Brattleboro
Spacious Brattleboro home on river, walk to town
4 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 155 reviews
Top guest favourite
Home in Guilford
Cozy Private Cabin in the Woods • Hemlock Haven
2 bedrooms, 3 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Treehouse in Guilford
Cozy tent in the trees on organic flower farm
1 bedroom, 1 king bed
23–28 Aug
4.99 out of 5 average rating, 197 reviews
Top guest favourite
Flat in Brattleboro
River View apartment
1 bedroom, 1 bed
29 Aug – 3 Sept
4.99 out of 5 average rating, 195 reviews
Top guest favourite
Home in Guilford
Woodland Retreat in Maple Sugarbush, EV
2 bedrooms, 2 beds
21–26 Sept
4.93 out of 5 average rating, 41 reviews
Guest favourite
Flat in Brattleboro
Contemporary forest eco-retreat, mountain views
1 bedroom, 3 beds
11–16 Oct
4.94 out of 5 average rating, 214 reviews
Guest favourite
Home in Dummerston
Woodsy Retreat Near Skiing, Private Pool in Summer
2 bedrooms, 4 beds
7–12 Sept
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
1 bed
8–13 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Brattleboro
2BR Getaway - Easy Walk to Downtown Brattleboro
2 bedrooms, 3 beds
15–20 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Loft in Vernon
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
1 queen bed
24–29 Aug
4.93 out of 5 average rating, 27 reviews
Guest favourite
Yurt in Dover
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 125 reviews
Top guest favourite
Cabin in Townshend
Goldfinch Hollow: Tucked Within 5 Private Acres
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 82 reviews
Guest favourite
Flat in Brattleboro
True Intown Refuge -Easy Walk to Downtown or Woods
1 bedroom, 2 beds
31 Aug – 5 Sept
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
1 bedroom, 1 bed
3–8 Sept
4.99 out of 5 average rating, 394 reviews