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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
Home in Chesterfield
Large Vacation Rental Nestled in 400 Acres
7 bedrooms, 14 single beds, 4 bathrooms
15–20 Sept
New place to stay
Guest favourite
Home in Chesterfield
Beautiful Home near the sand at Spofford Lake!
2 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 19 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, 317 reviews
Guest favourite
Cottage in Chesterfield
Modern Luxury on the Lake
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 5 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, 42 reviews
Top guest favourite
Guest house in Chesterfield
House on a hill
1 bedroom, 1 bed, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Cottage in Brattleboro
Forest Street Retreat Attached Guest House
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 3 Nov
4.99 out of 5 average rating, 147 reviews
Guest favourite
Home in Putney
Charming Putney Village Home!
4 bedrooms, 7 beds, 2 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 20 reviews
Superhost
Home in Chesterfield
Peaceful and Private Farmhouse Retreat
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Cabin in Dummerston
Moose Mansion with Paw Pen at Brattleboro KOA
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Tiny home in Chesterfield
Cozy Cottage on Spofford Lake
1 bedroom, 2 beds, 1 bathroom
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, 1 bathroom
20–25 Sept
Guest favourite
Home in Putney
Spacious Mountainside Home with no pet fees
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.87 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 353 reviews
Top guest favourite
Guest house in Putney
Relax At the End of the Road
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 273 reviews
Guest favourite
Tiny home in Chesterfield
Honeymoon Cottage at the Lake
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Putney
Charming Chalet - Putney Village
1 bedroom, 3 beds, 1 bathroom
19–24 Oct
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Guilford
Cozy Loft Cabin in Vermont with Sauna
3 bedrooms, 7 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 33 reviews