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Search results; Over 1,000 homes in East Chatham

Top guest favourite
Barn in East Chatham
Luxury Barn Retreat on Private Wooded Acres
3 bedrooms, 6 beds, 3 private bathrooms
10–15 Aug
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4.97 out of 5 average rating, 109 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 9 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
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
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 283 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
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 27 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
Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
4 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Barn in Stuyvesant
Pond Side R & R
3 bedrooms, 4 beds, 3.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 134 reviews
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
4.97 out of 5 average rating, 60 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, 607 reviews
Top guest favourite
Cottage in Malden Bridge
Lovely 1790 Hudson Valley Farmhouse with Pool
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.9 out of 5 average rating, 91 reviews
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 53 reviews
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
2 bedrooms, 2 queen beds, 3 bathrooms
2–7 Aug
4.89 out of 5 average rating, 19 reviews
Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4 bedrooms, 8 beds, 3 bathrooms
17–22 Aug
4.88 out of 5 average rating, 17 reviews