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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
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 603 reviews, 1 king bed, 1 bathroom
9–14 Aug
Guest favourite
Guest suite in East Chatham
1800s farmhouse with 20 acres to hike
4.86 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Valatie
Solar-powered suite overlooking horse pastures
4.98 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Top guest favourite
Room in North Chatham
Italianate farmhouse on the Valatie Kill
4.94 out of 5 average rating, 395 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Chatham
Flower farm on 21 wooded acres
4.94 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Barn in East Chatham
Modern 1500 sq ft loft over farmland
5.0 out of 5 average rating, 46 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
4.96 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
4.91 out of 5 average rating, 67 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Flat in East Chatham
Bennett Abode
4.96 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
26–31 Jul
Guest favourite
Room in Old Chatham
Private courtyard garden in the Berkshires
4.89 out of 5 average rating, 53 reviews, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
Top guest favourite
Home in Old Chatham
The Red House
4.99 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Sept
Top guest favourite
Tiny home in Chatham
Western-inspired with a private hot tub
5.0 out of 5 average rating, 98 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Home in East Chatham
Renovated hilltop home overlooking the woods
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul