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Search results; Over 1,000 homes in East Chatham

Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 bed, 1.5 private bathrooms
26–31 Jul
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4.96 out of 5 average rating, 175 reviews
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
4.94 out of 5 average rating, 51 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
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Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
4.98 out of 5 average rating, 280 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
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Barn in East Chatham
The Loft @ Sweet Pea Farms
5.0 out of 5 average rating, 45 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, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
4.97 out of 5 average rating, 117 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
4.96 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
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Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 596 reviews, 1 king bed, 1 bathroom
19–24 Jul
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
4.94 out of 5 average rating, 393 reviews, 1 queen bed, 1 bathroom
5–10 Jul
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
4.94 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Home in East Chatham
Charming house in historic hamlet
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
4.88 out of 5 average rating, 17 reviews, 2 bedrooms, 2 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Home in Old Chatham
The Red House
4.99 out of 5 average rating, 82 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
4.97 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
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Tiny home in Chatham
Peaceful Tiny House Escape by Hudson & Berkshires
4.99 out of 5 average rating, 275 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Sept