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Search results; Over 1,000 homes in Chatham

Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 shared bathroom
1–6 Mar
,
4.95 out of 5 average rating, 57 reviews
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Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 378 reviews
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Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 105 reviews
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Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
4.97 out of 5 average rating, 62 reviews
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Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 83 reviews
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Home in Ghent
Blacksmith House - Charming Historic Getaway
3 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jan
4.95 out of 5 average rating, 153 reviews
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Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 23 reviews
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Barn in Stuyvesant
Pond Side R & R
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 137 reviews
Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Home in Ghent
Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
4 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 134 reviews
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Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 293 reviews
Guest favourite
Home in Austerlitz
Private cottage close to shopping, dining, skiing.
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 15 reviews
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Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 16 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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Home in Chatham
spencertown farm house
5 bedrooms, 8 beds, 2.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 88 reviews
Guest favourite
Townhouse in Hudson
Chic Hot Tub Escape | PetFriendly | Hudson, NY
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 114 reviews
Bed and breakfast in East Chatham
The Inn at Silver Maple Farm - Silver Maple
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Niverville
Huge Lakefront, Cozy Private Cottage in Upstate NY
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 52 reviews