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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
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.86 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in East Chatham
Tranquil rural retreat among the trees
4.96 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
26–31 Jul
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
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
Flat in New Lebanon
1830 Victorian with private garden, lake access
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
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
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
Top guest favourite
Room in North Chatham
Colonial guest suite near the Berkshires
4.97 out of 5 average rating, 603 reviews, 1 king bed, 1 bathroom
9–14 Aug
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
Rooms in Canaan
EnSuite: 2 Bedrms/Private Bathrm/breakfast
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
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
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
Guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Home in Old Chatham
Artist-designed hilltop retreat with skylight
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Jul
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
Guest favourite
Home in Old Chatham
8-acre estate with Taconic Hills views
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Canaan
Secluded midcentury modern with barrel sauna
4.97 out of 5 average rating, 59 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug