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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
13–18 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
16–21 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 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
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
19–24 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
13–18 Jul
Guest favourite
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Aug
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
Guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
4.86 out of 5 average rating, 28 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4.88 out of 5 average rating, 16 reviews, 4 bedrooms, 8 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in Chatham
Modern compound w/Catskill views and heated pool
4.96 out of 5 average rating, 57 reviews, 5 bedrooms, 6 beds, 4.5 bathrooms
9–14 Sept
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
26–31 Jul
Top guest favourite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
4.96 out of 5 average rating, 281 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Guest favourite
Home in Hudson
The Cistern House - charming farmhouse in Hudson
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 4 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
4.97 out of 5 average rating, 187 reviews, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug