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Search results; Over 1,000 homes in Old Chatham

Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 private bathrooms
9–14 Aug
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4.94 out of 5 average rating, 50 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, 32 reviews
Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 83 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, 22 reviews
Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 53 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, 614 reviews
Superhost
Guest house in Old Chatham
Acorn Cottage-guest cottage private views & trails
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 401 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 6 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 52 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 287 reviews
Top guest favourite
Farm stay in Niverville
Private Luxury King Suite w/Breakfast
1 bedroom, 1 king bed, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
28 Aug – 2 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Barn in Stuyvesant
Pond Side R & R
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 136 reviews
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 32 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, 30 reviews
Top guest favourite
Cottage in Nassau
Lemongrass Cottage!
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 87 reviews
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 383 reviews