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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
11–16 Jul
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4.97 out of 5 average rating, 157 reviews
Superhost
Cabin in Chatham
A-Frame + Private Hot Tub + Walk to Main St
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
5.0 out of 5 average rating, 97 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
4.97 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Home in Chatham
A unique village home steps to shops, café, nature
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
4.94 out of 5 average rating, 392 reviews, 1 queen bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
4.94 out of 5 average rating, 51 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Home in Hudson
Peace, Love, & Nature *Pet Friendly *
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Tiny home in Chatham
Peaceful Tiny House Escape by Hudson & Berkshires
4.99 out of 5 average rating, 275 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 593 reviews, 1 king bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
4.96 out of 5 average rating, 280 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
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
8–13 Jul
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
4.91 out of 5 average rating, 66 reviews, 1 bedroom, 3 beds, 1 bathroom
5–10 Jul
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.86 out of 5 average rating, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
4.85 out of 5 average rating, 27 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
15–20 Jul
Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
5.0 out of 5 average rating, 45 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
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
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