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Search results; Over 1,000 homes in Chatham Center

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Guest favourite
Cottage in Chatham Center
Kinderhook Creek Private Retreat
2 bedrooms, 3 beds, 2 private bathrooms
29 Sept – 4 Oct
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4.87 out of 5 average rating, 183 reviews
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Farm stay in Valatie
Hudson Valley Working Farm Stay
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 71 reviews
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Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 294 reviews
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Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
14–19 Oct
5.0 out of 5 average rating, 35 reviews
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Home in Old Chatham
1790s Farmhouse on 70 Acres with Saltwater Pool
6 bedrooms, 6 beds, 3.5 bathrooms
24–29 Sept
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Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 408 reviews
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Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 629 reviews
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Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 196 reviews
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Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
4.95 out of 5 average rating, 58 reviews
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Cottage in Malden Bridge
Lovely 1790 Hudson Valley Farmhouse with Pool
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.9 out of 5 average rating, 93 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, 288 reviews
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Home in Kinderhook
Spacious 4BR Gorgeous Pool on 12 private acres
4 bedrooms, 5 beds, 4 bathrooms
17–22 Sept
5.0 out of 5 average rating, 16 reviews
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Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 24 reviews
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Home in Malden Bridge
Luxe upstate retreat with sauna on 20 acres
4 bedrooms, 6 beds, 3.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 28 reviews
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Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 53 reviews
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Flat in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.83 out of 5 average rating, 48 reviews
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Guest suite in Nassau
Country Two Bedroom Apartment with full breakfast
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 274 reviews
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Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 85 reviews
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Flat in Valatie
Holland House: Modern Rustic Guest Apartment
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 218 reviews