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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
24–29 Aug
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4.97 out of 5 average rating, 158 reviews
Top guest favourite
Tiny home in Chatham
Sugar Shack | Romantic Tiny Home + Hot Tub
4.99 out of 5 average rating, 507 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 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
23–28 Aug
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
5.0 out of 5 average rating, 101 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
4.98 out of 5 average rating, 285 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
4.94 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.87 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 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
24–29 Aug
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
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
1–6 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
2–7 Aug
Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
4.99 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Guest favourite
Room in Old Chatham
Haddock Hill House
4.89 out of 5 average rating, 53 reviews, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
4.87 out of 5 average rating, 30 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Home in Ghent
Blacksmith House - Charming Historic Getaway
4.95 out of 5 average rating, 151 reviews, 3 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
4.94 out of 5 average rating, 400 reviews, 1 queen bed, 1 bathroom
10–15 Aug
Top guest favourite
Home in Ghent
Cozy Country Cape House | Close to Hudson
5.0 out of 5 average rating, 73 reviews, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
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
5–10 Aug
Top guest favourite
Home in Valatie
K House: Designer Home w Heated Salt Water Pool
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept