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Search results; Over 1,000 homes in Old Chatham

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Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 private bathrooms
12–17 Oct
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4.95 out of 5 average rating, 57 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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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, 86 reviews
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Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds, 1 bathroom
1–6 Oct
4.89 out of 5 average rating, 54 reviews
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Home in Old Chatham
1790s Farmhouse on 70 Acres with Saltwater Pool
6 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
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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 bathrooms
19–24 Oct
5.0 out of 5 average rating, 25 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
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 Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 295 reviews
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Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 412 reviews
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Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 192 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
28 Oct – 2 Nov
4.97 out of 5 average rating, 65 reviews
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Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 634 reviews
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Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Cabin in Spencertown
Wake Up in the Woods · A Cozy Fall Escape
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Nassau
Country Escape w/ Pool, Sauna, Fireplace & Trails
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed, 1 bathroom
17–22 Oct
4.86 out of 5 average rating, 179 reviews
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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