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Search results; Over 1,000 homes in East Chatham

Guest favourite
Barn in East Chatham
Luxury Barn Retreat Near Hudson & the Berkshires
2 bedrooms, 6 beds, 2 private bathrooms
13–18 Oct
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4.96 out of 5 average rating, 113 reviews
Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 191 reviews
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed, 1 bathroom
9–14 Sept
4.86 out of 5 average rating, 178 reviews
Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Flat in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.83 out of 5 average rating, 47 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
10–15 Sept
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods · A Cozy Fall Escape
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Chatham
A unique village home steps to shops, café, nature
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 216 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds, 1 bathroom
23–28 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Room in East Chatham
The Inn at Silver Maple Farm - Cottage Room
1 king bed, 1 bathroom
18–23 Sept
4.82 out of 5 average rating, 11 reviews
Superhost
Rooms in Niverville
Private 2 Queen Rooms, Bath w/Breakfast & Fire Pit
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Oct
New place to stay
Top guest favourite
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
4.98 out of 5 average rating, 160 reviews
Guest favourite
Home in Canaan
Peaceful Berkshire Getaway (A/C, Lake Access)
4 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 286 reviews