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Search results; Over 1,000 homes in Chesterfield

Top guest favourite
Home in Chesterfield
Charming Country Home
2 bedrooms, 3 beds, 2 private bathrooms
17–22 Aug
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4.98 out of 5 average rating, 306 reviews
Cottage in Chesterfield
Modern Luxury on the Lake
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
5.0 out of 5 average rating, 35 reviews, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Guest house in Chesterfield
House on a hill
4.98 out of 5 average rating, 109 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Aug
Guest favourite
Home in Chesterfield
Governer's Brook Camp - 2 Bedroom
4.91 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Chesterfield
Beautiful Home near the sand at Spofford Lake!
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Putney
Cozy Train Depot in Putney Vermont
4.95 out of 5 average rating, 368 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Cottage in Brattleboro
Forest Street Retreat Attached Guest House
4.99 out of 5 average rating, 134 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Chesterfield
The River House
4.95 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Guest favourite
Cabin in Dummerston
Blue Bird Cabin at Brattleboro KOA
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Cottage in Chesterfield
Tiny Cottage on Spofford Lake
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Flat in Chesterfield
Lake-View Spofford Apartment w/ Shared Dock!
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Flat in Brattleboro
Contemporary forest eco-retreat, mountain views
4.95 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Dummerston
Woodsy Retreat Near Skiing, Private Pool in Summer
4.88 out of 5 average rating, 41 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
Top guest favourite
Guest suite in Putney
Southern Vermont getaway
4.96 out of 5 average rating, 102 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Guest favourite
Flat in Dummerston
1850’s Barn Retreat
4.91 out of 5 average rating, 501 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Cabin in Dummerston
Log Cabin at Brattleboro KOA
5.0 out of 5 average rating, 12 reviews, No bathroom
2–7 Aug
Guest favourite
Cottage in Chesterfield
Cottage on Spofford Lake “Library”
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug