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Search results; Over 1,000 homes in Chatham

Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds, 1.5 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 62 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
13–18 Sept
4.99 out of 5 average rating, 378 reviews
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
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, 152 reviews
Top guest favourite
Guest house in Stuyvesant
The Falls at Lindenwald Cottage
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 73 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, 83 reviews
Top guest favourite
Guest suite in Nassau
Country Two Bedroom Apartment with full breakfast
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 274 reviews
Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
4 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 293 reviews
Top guest favourite
Cottage in Niverville
Huge Lakefront, Cozy Private Cottage in Upstate NY
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 52 reviews
Guest favourite
Home in Austerlitz
Private cottage close to shopping, dining, skiing.
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 14 reviews
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
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
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 627 reviews
Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Home in Ghent
Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Home in Ghent
Luxe Farmhouse | Saltwater Pool, Porch & Fireplace
4 bedrooms, 4 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 34 reviews