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Search results; Over 1,000 homes in East Chatham

Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.86 out of 5 average rating, 170 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 175 reviews
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 601 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
12–17 Jul
4.94 out of 5 average rating, 395 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 281 reviews
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
9–14 Jul
4.94 out of 5 average rating, 52 reviews
Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
9–14 Jul
4.89 out of 5 average rating, 53 reviews
Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
14–19 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 32 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
4 bedrooms, 5 beds, 1.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 314 reviews
Superhost
Home in Old Chatham
Sanctuary Banrn - Architectural Marvel in Chatham
2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
4.96 out of 5 average rating, 57 reviews