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Search results; Over 1,000 homes in East Chatham

Guest favourite
Home in East Chatham
Relaxing Retreat-Enjoy Hudson Valley & Berkshires
3 bedrooms, 6 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.96 out of 5 average rating, 81 reviews
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.87 out of 5 average rating, 171 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 11 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
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
2–7 Aug
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
30 Aug – 4 Sept
4.97 out of 5 average rating, 610 reviews
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds, 2 bathrooms
27 Mar – 1 Apr
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 29 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, 49 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 285 reviews
Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
4 bedrooms, 5 beds, 1.5 bathrooms
19–24 Aug
4.91 out of 5 average rating, 11 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, 311 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 400 reviews
Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Barn in East Chatham
Luxury Barn Retreat on Private Wooded Acres
3 bedrooms, 6 beds, 3 bathrooms
10–15 Aug
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Ghent
Blacksmith House - Charming Historic Getaway
3 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 151 reviews
Home in Hudson
Peaceful Haven
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Aug
New place to stay
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 200 reviews