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Search results; Over 1,000 homes in Chesterfield

Guest house in Chesterfield
1790 Historic Home in Chesterfield for Five Guests
3 bedrooms, 3 beds, 1.5 shared bathrooms
28 Oct – 2 Nov
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4.94 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 113 reviews
Cottage in Chesterfield
Modern Luxury on the Lake
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chesterfield
Charming Country Home
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 312 reviews
Top guest favourite
Room in Chesterfield
Peaceful Poet’s Farm
1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Tiny home in Chesterfield
Cozy Cottage on Spofford Lake
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
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
Guest favourite
Home in Chesterfield
Governer's Brook Camp - 2 Bedroom
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.9 out of 5 average rating, 144 reviews
Top guest favourite
Guest house in Putney
Cozy Cottage Loft and Retreat
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Rooms in Gilsum
Solar Living Emerson Brook Forest 2
3 bedrooms, 1 bed, 1 bathroom
31 Aug – 5 Sept
4.91 out of 5 average rating, 430 reviews
Top guest favourite
Guest house in Dummerston
Cottage amongst the trees
1 double bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 47 reviews
Guest favourite
Cabin in Winchester
Lakeside rustic seasonal cottage
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.85 out of 5 average rating, 33 reviews
Guest favourite
Room in West Brattleboro
Relaxing Country Retreat -
1 bed, 1 bathroom
22–27 Aug
4.91 out of 5 average rating, 101 reviews
Top guest favourite
Room in Walpole
Country Cape
1 queen bed, 1 bathroom
21–26 Aug
4.91 out of 5 average rating, 213 reviews
Top guest favourite
Home in Dummerston
Barnside Cottage at Fruition Farm
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 35 reviews
Cottage in Chesterfield
1890’s Cottage on Spofford Lake, NH
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Putney
Southern Vermont getaway
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Tiny home in Chester
Tiny A-Frame Rest House in Woods near Mountains
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 139 reviews