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Search results; Over 1,000 homes in Chatham

Top guest favourite
Tiny home in Chatham
Peaceful Tiny House Escape by Hudson & Berkshires
2 bedrooms, 2 beds, 1 shared bathroom
18–23 Sept
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4.99 out of 5 average rating, 286 reviews
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 379 reviews
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 105 reviews
Guest favourite
Flat in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.83 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
4.97 out of 5 average rating, 64 reviews
Superhost
Rooms in Niverville
Private 2 Queen Rooms, Bath w/Breakfast & Fire Pit
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Oct
New place to stay
Top guest favourite
Home in Ghent
Blacksmith House - Charming Historic Getaway
3 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jan
4.95 out of 5 average rating, 154 reviews
Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
4 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 23 reviews
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, 84 reviews
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Flat in Chatham
Chatham Village Library Flat
2 bedrooms, 3 beds, 1 bathroom
1–6 Dec
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds, 2.5 bathrooms
8–15 Nov
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Guest house in Stuyvesant
The Falls at Lindenwald Cottage
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Cottage in Niverville
Huge Lakefront, Cozy Private Cottage in Upstate NY
2 bedrooms, 2 queen beds, 1.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 196 reviews
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, 415 reviews
Top guest favourite
Home in East Chatham
Charming house in historic hamlet
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 24 reviews