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Search results; Over 1,000 homes in Chatham

Top guest favourite
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
2 bedrooms, 2 beds, 1 private bathroom
27 Jul – 1 Aug
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4.97 out of 5 average rating, 158 reviews
Top guest favourite
Cabin in Chatham
A-Frame + Private Hot Tub + Walk to Main St
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
5.0 out of 5 average rating, 99 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
4.99 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
4.98 out of 5 average rating, 283 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
4.94 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Chatham
Chatham NY Victorian Cottage
4.93 out of 5 average rating, 74 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Jul
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.86 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 607 reviews, 1 king bed, 1 bathroom
9–14 Aug
Top guest favourite
Flat in East Chatham
Bennett Abode
4.96 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
26–31 Jul
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
4.94 out of 5 average rating, 398 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Valatie
Holland House: Modern Rustic Guest Apartment
4.95 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5.0 out of 5 average rating, 34 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
Top guest favourite
Cabin in Ghent
Guesthouse on beautiful property, close to Hudson
4.91 out of 5 average rating, 300 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Cottage in Kinderhook
The Cottage on Sylvester Street
4.98 out of 5 average rating, 270 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Top guest favourite
Home in Ghent
Blacksmith House - Charming Historic Getaway
4.95 out of 5 average rating, 150 reviews, 3 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in East Chatham
Charming house in historic hamlet
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Jul