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Search results; Over 1,000 homes in Chatham

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Superhost
Home in Chatham
Secluded Post-and-Beam Chalet w/Breathtaking Views
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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4.67 out of 5 average rating, 102 reviews
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Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 376 reviews
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Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 104 reviews
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Top guest favourite
Flat in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 62 reviews
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Superhost
Rooms in Niverville
Private 2 Queen Rooms, Bath w/Breakfast & Fire Pit
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
New place to stay
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Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
4 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 82 reviews
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Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.88 out of 5 average rating, 33 reviews
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Guest favourite
Cottage in Ghent
Light, airy cottage with pool 10 min from Hudson
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.78 out of 5 average rating, 18 reviews
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Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 193 reviews
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Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
4.95 out of 5 average rating, 56 reviews
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Top guest favourite
Home in Ghent
Stylish Hawthorne Valley Farmhouse Retreat
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 82 reviews
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Top guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 14 reviews
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Bed and breakfast in East Chatham
The Inn at Silver Maple Farm - Silver Maple
1 bedroom, 1 king bed, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Chatham
spencertown farm house
5 bedrooms, 8 beds, 2.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Hudson
Rushing Rapids Cottage – a birdwatcher's paradise
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 413 reviews