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Search results; Over 1,000 homes in East Chatham

Top guest favourite
Barn in East Chatham
Luxury Barn Retreat on Private Wooded Acres
3 bedrooms, 4 beds, 3 private bathrooms
10–15 Aug
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4.97 out of 5 average rating, 109 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, 599 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
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
4.98 out of 5 average rating, 281 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
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 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
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
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
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
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
Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Barn in Town of Hillsdale
Blue Door Barn - Pond and Sweeping Views
1 bedroom, 2 beds, 1 bathroom
30 Jul – 4 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 199 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 310 reviews
Top guest favourite
Farm stay in Coeymans
Magic Forest’s Artist Retreat
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
4.92 out of 5 average rating, 141 reviews
Top guest favourite
Tiny home in Chatham
Sugar Shack | Romantic Tiny Home + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 503 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 Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Jul
4.97 out of 5 average rating, 77 reviews