Over 1,000 places in East Chatham

Guest favorite
Guest suite in East Chatham
Private guest suite without the high price.
1 king bed
Apr 19 – 24
4.89 out of 5 average rating, 117 reviews
Home in Old Chatham
Monk's Bunk, Old Chatham
6 beds
Apr 21 – 26
5.0 out of 5 average rating, 6 reviews
Guest favorite
Apartment in East Chatham
Bennett Abode
1 double bed
May 25 – 30
4.91 out of 5 average rating, 44 reviews
Guest favorite
Home in East Chatham
Charming house in historic hamlet
4 beds
Apr 20 – 25
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
8 beds
Apr 20 – 25
4.95 out of 5 average rating, 20 reviews
Guest favorite
Cottage in Old Chatham
Charming upstate cottage close to Berkshires
8 beds
Apr 22 – 27
4.89 out of 5 average rating, 62 reviews
Guest favorite
Home in Old Chatham
Post and Beam Hilltop Sanctuary
6 beds
Apr 24 – 29
5.0 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Canaan
Queechy Lake Carriage House
2 beds
Apr 20 – 25
4.96 out of 5 average rating, 82 reviews
Guest favorite
Home in Old Chatham
The Red House
Aug 31 – Sep 5
5.0 out of 5 average rating, 18 reviews
Guest favorite
Barn in East Chatham
The Loft at Sweet Pea Farms
2 queen beds
Aug 4 – 9
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Canaan
Mountain View Getaway
1 queen bed
Apr 27 – May 2
5.0 out of 5 average rating, 83 reviews
Guest favorite
Room in North Chatham
Stay with VickiLibrarian,
Arnold Farmhouse (Italianate - private bath)
Apr 20 – 25
4.93 out of 5 average rating, 271 reviews
Guest favorite
Home in Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
3 beds
Apr 26 – May 1
4.88 out of 5 average rating, 191 reviews
Home in East Chatham
Hot tub in Berkshires! 3 Queen 2 Bath! Windswept!
3 queen beds
May 5 – 10
4.78 out of 5 average rating, 172 reviews
Home in Chatham
Little Yellow House
Apr 26 – May 1
5.0 out of 5 average rating, 3 reviews
Guest favorite
Farm stay in New Lebanon
Barn Stay at Shadowbrook Farm
3 beds
Apr 21 – 26
4.95 out of 5 average rating, 184 reviews
Superhost
Home in East Chatham
Berkshires Black Bear Chalet minutes to Tanglewood
6 beds
Apr 27 – May 2
4.85 out of 5 average rating, 71 reviews
Guest favorite
Cottage in East Chatham
Beautifully Nestled Berkshires Home
5 beds
Apr 19 – 24
4.92 out of 5 average rating, 197 reviews