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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, 307 reviews
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
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
Cottage in Chesterfield
Modern Luxury on the Lake
New place to stay, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Camper van/Motorhome in Chesterfield
Vintage Cruiser on Spofford Lake
New place to stay, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Chesterfield
Lakehouse Getaway
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 6 beds, 1.5 bathrooms
8–13 Aug
Guest favourite
Cabin in Dummerston
Blue Bird Cabin at Brattleboro KOA
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug
Guest favourite
Tiny home in Chesterfield
Cozy Cottage on Spofford Lake
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Superhost
Tiny home in Chesterfield
Family Cottage on Spofford Lake
4.67 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, WC
22–27 Aug
Top guest favourite
Guest suite in Brattleboro
Charming studio in renovated 19th century church.
4.95 out of 5 average rating, 635 reviews, 2 beds, 1 bathroom
10–15 Aug
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Chesterfield
Governer's Brook Camp - 2 Bedroom
4.9 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
5.0 out of 5 average rating, 36 reviews, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Home in Dummerston
Barnside Cottage at Fruition Farm
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Brattleboro
Guest House @ 120
4.99 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Putney
Beautiful post and beam home by waterfall.
4.93 out of 5 average rating, 75 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Cottage in Chesterfield
Cottage on Spofford Lake “Barn”
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Brattleboro
1840 cottage
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Flat in Brattleboro
Contemporary forest eco-retreat, mountain views
4.95 out of 5 average rating, 211 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug