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Search results; Over 1,000 homes in Chatham Center

Guest favourite
Cottage in Chatham Center
Kinderhook Creek Private Retreat
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Sept
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4.89 out of 5 average rating, 180 reviews
Top guest favourite
Home in Valatie
1800s Hunt Country Colonial in Chatham Center
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 405 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, 618 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 289 reviews
Guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Guest suite in Nassau
Country Two Bedroom Apartment with full breakfast
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 274 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Farm stay in Valatie
Farm Stay at Kinderhook Farm
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds, 1 bathroom
4–9 Nov
4.97 out of 5 average rating, 74 reviews
Guest favourite
Rooms in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 181 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
4.94 out of 5 average rating, 214 reviews
Top guest favourite
Tiny home in Chatham
Sugar Shack | Romantic Tiny Home + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
27 Aug – 1 Sept
4.99 out of 5 average rating, 511 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 104 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
4.97 out of 5 average rating, 32 reviews
Guest favourite
Cottage in Ghent
Light, airy cottage with pool 10 min from Hudson
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.78 out of 5 average rating, 18 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
25–30 Sept
4.99 out of 5 average rating, 327 reviews
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 31 reviews