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Search results; Over 1,000 homes in Chatham

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Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov
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4.99 out of 5 average rating, 380 reviews
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Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed
1–6 Nov
5.0 out of 5 average rating, 105 reviews
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Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds
26–31 Oct
4.97 out of 5 average rating, 65 reviews
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Guest favourite
Serviced apartment in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
1 bedroom, 1 bed
26–31 Oct
4.83 out of 5 average rating, 48 reviews
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Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 17 reviews
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Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5 bedrooms, 7 beds
22–27 Sept
5.0 out of 5 average rating, 36 reviews
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Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds
20–25 Sept
5.0 out of 5 average rating, 48 reviews
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Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
1 bedroom, 1 king bed
27 Sept – 2 Oct
4.99 out of 5 average rating, 84 reviews
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Guest favourite
Flat in Chatham
Chatham Village Library Flat
2 bedrooms, 3 beds
1–6 Dec
4.88 out of 5 average rating, 8 reviews
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Guest favourite
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home
4 bedrooms, 9 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Ghent
Low Meadow Farm - Hudson Valley, NY
4 bedrooms, 5 beds
19–24 Sept
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds
12–17 Oct
4.89 out of 5 average rating, 35 reviews
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Top guest favourite
Farm stay in Valatie
Hudson Valley Working Farm Stay
2 bedrooms, 2 queen beds
19–24 Sept
4.99 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
14–19 Oct
5.0 out of 5 average rating, 35 reviews
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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, 289 reviews
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Top guest favourite
Home in East Chatham
Charming house in historic hamlet
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Cottage in Ghent
Light, airy cottage with pool 10 min from Hudson
2 bedrooms, 3 beds
18–23 Sept
4.79 out of 5 average rating, 19 reviews
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Home in Chatham
Hudson Valley Farmhouse on 15 Acres with Pool
3 bedrooms, 4 beds
12–17 Oct
5.0 out of 5 average rating, 4 reviews