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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
12–17 Jul
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4.97 out of 5 average rating, 157 reviews
Top guest favourite
Cabin in Chatham
A-Frame + Private Hot Tub + Walk to Main St
5.0 out of 5 average rating, 7 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
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, 98 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
4.98 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 602 reviews, 1 king bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
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
24–29 Jul
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4.97 out of 5 average rating, 77 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
4.94 out of 5 average rating, 395 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Stuyvesant
The Falls at Lindenwald Cottage
5.0 out of 5 average rating, 70 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Hudson
Rushing Rapids Cottage – a birdwatcher's paradise
4.96 out of 5 average rating, 409 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 Aug
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
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
19–24 Jul
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
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
Guest favourite
Room in East Chatham
The Inn at Silver Maple Farm - Cottage Room
4.82 out of 5 average rating, 11 reviews, 1 king bed, 1 bathroom
12–17 Jul