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Search results; Over 1,000 homes in Old Chatham

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Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds, 2.5 private bathrooms
25–30 Sept
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5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
14–19 Oct
5.0 out of 5 average rating, 35 reviews
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Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Sept
4.95 out of 5 average rating, 56 reviews
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Home in Old Chatham
1790s Farmhouse on 70 Acres with Saltwater Pool
6 bedrooms, 6 beds, 3.5 bathrooms
23–28 Sept
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Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 85 reviews
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Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
21–26 Sept
4.89 out of 5 average rating, 54 reviews
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Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
4 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds, 1 bathroom
23–28 Oct
4.93 out of 5 average rating, 14 reviews
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Superhost
Guest house in Old Chatham
Acorn Cottage-guest cottage private views & trails
2 bedrooms, 3 beds, 1.5 bathrooms
3–8 Jan
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Top guest favourite
Serviced apartment 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
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Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 32 reviews
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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
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Top guest favourite
Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Cottage in Averill Park
Cozy cottage with pool, walking distance to lake
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 171 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
1–6 Nov
4.99 out of 5 average rating, 379 reviews
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Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 191 reviews
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Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 408 reviews
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Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Cottage in Valatie
Leaf Peep at the Lake-Decks, Dock, and Kayaks
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.99 out of 5 average rating, 156 reviews