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Search results; Over 1,000 homes in Chesterfield

Guest favourite
Home in Chesterfield
Governer's Brook Camp - 2 Bedroom
2 bedrooms, 3 beds, 1 private bathroom
21–26 Sept
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4.9 out of 5 average rating, 146 reviews
Guest favourite
Home in Chesterfield
Beautiful Home near the sand at Spofford Lake!
2 bedrooms, 6 beds
14–19 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Chesterfield
Charming Country Home
2 bedrooms, 3 beds
3–8 Oct
4.98 out of 5 average rating, 316 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
Guest favourite
Cottage in Chesterfield
Modern Luxury on the Lake
1 bedroom, 2 beds
17–22 Sept
5.0 out of 5 average rating, 5 reviews
Home in Chesterfield
Large Vacation Rental Nestled in 400 Acres
7 bedrooms, 14 single beds
14–19 Sept
New place to stay
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
Room in Chesterfield
Peaceful Poet’s Farm
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 41 reviews
Guest favourite
Cabin in Dummerston
Chipmunk Hideout Cabin at Brattleboro KOA
1 bedroom, 3 beds
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Cabin in Dummerston
Moose Mansion with Paw Pen at Brattleboro KOA
2 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Putney
Charming Putney Village Home!
4 bedrooms, 7 beds
26 Sept – 1 Oct
4.95 out of 5 average rating, 20 reviews
Guest favourite
Tiny home in Chesterfield
Cozy Cottage on Spofford Lake
1 bedroom, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 7 reviews
Camper van/Motorhome in Chesterfield
Vintage Cruiser on Spofford Lake
1 bedroom, 2 beds
20–25 Sept
Top guest favourite
Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds
18–23 Oct
4.95 out of 5 average rating, 353 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Tiny home in Chesterfield
Honeymoon Cottage at the Lake
1 bedroom, 2 beds
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed
18–23 Oct
4.99 out of 5 average rating, 122 reviews
Top guest favourite
Guest house in Putney
Relax At the End of the Road
1 bedroom, 1 queen bed
1–6 Oct
4.93 out of 5 average rating, 273 reviews