filters

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
,
4.97 out of 5 average rating, 109 reviews
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
2–7 Aug
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.87 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
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 Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Aug
Top guest favourite
Barn in Stuyvesant
Pond Side R & R
5.0 out of 5 average rating, 135 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
3–8 Aug
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
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Cabin in East Nassau
Summer Mountain Retreat + Views, Fire Pit, Hot Tub
4.98 out of 5 average rating, 100 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
4.99 out of 5 average rating, 383 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Home in Ghent
Blacksmith House - Charming Historic Getaway
4.95 out of 5 average rating, 151 reviews, 3 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Cottage in Canaan
Private Berkshire Cottage with Queechy Lake Views
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Guest favourite
Cottage in Craryville
Farm Cottage w/ Donkeys, Fire Pit & Wood Stove
4.91 out of 5 average rating, 594 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4.88 out of 5 average rating, 17 reviews, 4 bedrooms, 8 beds, 3 bathrooms
17–22 Aug
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
4.97 out of 5 average rating, 200 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug