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Search results; Over 1,000 homes in East Chatham

Descriptions are based on details hosts provide
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
Home in East Chatham
Renovated hilltop home overlooking the woods
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed, 1 bathroom
19–24 Jul
4.86 out of 5 average rating, 170 reviews
Top guest favourite
Home in Old Chatham
Secluded country home with a brook
3 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
19–24 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, 46 reviews
Guest favourite
Home in Old Chatham
8-acre estate with Taconic Hills views
4 bedrooms, 5 beds, 1.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 8 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 house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in East Chatham
Hot tub and treehouse on 5 wooded acres
3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 41 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Old Chatham
1840 home on 50 wooded acres
2 bedrooms, 2 beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
4.97 out of 5 average rating, 59 reviews
Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
19–24 Jul
4.89 out of 5 average rating, 53 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s home with lake access
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Nassau
1800s farmhouse on 130 secluded acres
4 bedrooms, 4 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chatham
Log cabin with sauna on 10 acres
3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
4.86 out of 5 average rating, 28 reviews
Guest favourite
Cabin in East Nassau
Creekside cabin on 2 private acres
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in Chatham
A-Frame + Private Hot Tub + Walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 7 reviews