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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
3–8 Oct
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4.98 out of 5 average rating, 310 reviews
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
1 bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 37 reviews
Flat in Chesterfield
Lake-View Spofford Apartment w/ Shared Dock!
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 112 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Cottage in Chesterfield
Modern Luxury on the Lake
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Camper van/Motorhome in Chesterfield
Vintage Cruiser on Spofford Lake
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Treehouse in Guilford
Cozy tent in the trees on organic flower farm
1 bedroom, 1 king bed, WC
23–28 Aug
4.99 out of 5 average rating, 198 reviews
Guest favourite
Home in Chesterfield
Governer's Brook Camp - 2 Bedroom
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.9 out of 5 average rating, 142 reviews
Guest favourite
Home in Putney
Spacious Mountainside Home with no pet fees
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.87 out of 5 average rating, 53 reviews
Superhost
Room in Greenfield
Ecofriendly Garden Nest Room in quiet country home
1 double bed, 1.5 bathrooms
11–16 Aug
New place to stay
Guest favourite
Yurt in Putney
Serene Yurt Near the Best of Southern Vermont
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Cottage in Chesterfield
1890’s Cottage on Spofford Lake, NH
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Tiny home in Putney
Honeycrisp Cottage - A Tiny Timber Frame
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 818 reviews
Guest favourite
Guest house in Brattleboro
Casita by the Green: Quiet, Country, close to town
1 bedroom, 2 beds, 1 bathroom
11–16 Aug
4.93 out of 5 average rating, 76 reviews
Top guest favourite
Home in Dummerston
Barnside Cottage at Fruition Farm
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 395 reviews
Superhost
Tiny home in Chesterfield
Cottage Retreat on Spofford Lake
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Brattleboro
Guest House @ 120
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 111 reviews