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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
5–10 Sept
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4.94 out of 5 average rating, 51 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds
16–21 Aug
4.89 out of 5 average rating, 53 reviews
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 22 reviews
Superhost
Guest house in Old Chatham
Acorn Cottage-guest cottage private views & trails
2 bedrooms, 3 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds
15–20 Sept
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds
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
1–6 Oct
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 615 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed
23–28 Aug
4.94 out of 5 average rating, 402 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed
1–6 Sept
4.98 out of 5 average rating, 289 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed
6–11 Sept
4.96 out of 5 average rating, 180 reviews
Top guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed
23–28 Aug
4.87 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
2–7 Nov
4.95 out of 5 average rating, 284 reviews
Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds
21–26 Sept
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Guest suite in Nassau
Country Two Bedroom Apartment with full breakfast
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 274 reviews
Superhost
Rooms in Niverville
Private 2 Queen Rooms, Bath w/Breakfast & Fire Pit
2 bedrooms, 2 queen beds
7–12 Sept
New place to stay
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 371 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed
25–30 Sept
4.99 out of 5 average rating, 326 reviews