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Search results; Over 1,000 homes in Old Chatham

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Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 private bathrooms
9–14 Nov
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4.99 out of 5 average rating, 84 reviews
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Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Old Chatham
1790s Farmhouse on 70 Acres with Saltwater Pool
6 bedrooms, 6 beds, 3.5 bathrooms
16–21 Sept
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Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 bathrooms
5–10 Sept
4.94 out of 5 average rating, 54 reviews
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Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 23 reviews
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Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
21–26 Sept
4.89 out of 5 average rating, 54 reviews
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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
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Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 30 reviews
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Superhost
Guest house in Old Chatham
Acorn Cottage-guest cottage private views & trails
2 bedrooms, 3 beds, 1.5 bathrooms
3–8 Jan
New place to stay
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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, 62 reviews
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Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4 bedrooms, 8 beds, 3 bathrooms
4–9 Sept
4.83 out of 5 average rating, 23 reviews
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Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 6 beds, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 52 reviews
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Home in Nassau
Country Escape w/ Pool, Sauna, Fireplace & Trails
4 bedrooms, 4 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 10 reviews
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Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 106 reviews
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Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 186 reviews
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Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
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Cabin in Chatham
Rustic Secluded Cabin near Berkshires. *wood stove
4 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
4.92 out of 5 average rating, 145 reviews
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Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 50 reviews
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Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 286 reviews