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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
25–30 Oct
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4.88 out of 5 average rating, 184 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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Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 295 reviews
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Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 413 reviews
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Cabin in Spencertown
Wake Up in the Woods · A Cozy Fall Escape
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 35 reviews
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Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 17 reviews
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Barn in Stuyvesant
Pond Side R & R
3 bedrooms, 4 beds, 3.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 138 reviews
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Home in Ghent
Cozy Country Cape House | Close to Hudson
4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 76 reviews
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Guest favourite
Cottage in Valatie
Hudson: MV Buren 2 bedroom cottage Lake Property
2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
4.89 out of 5 average rating, 54 reviews
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Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 634 reviews
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Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 48 reviews
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Guest favourite
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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Home in Ghent
Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
4 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 136 reviews
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Cottage in Malden Bridge
Lovely 1790 Hudson Valley Farmhouse with Pool
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.9 out of 5 average rating, 94 reviews
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Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 25 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, 87 reviews
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Home in Malden Bridge
Luxe upstate retreat with sauna on 20 acres
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 28 reviews
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Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 197 reviews