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Search results; Over 1,000 homes in Old Chatham

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Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 private bathrooms
9–14 Nov
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4.99 out of 5 average rating, 84 reviews
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Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Old Chatham
1790s Farmhouse on 70 Acres with Saltwater Pool
6 bedrooms, 6 beds
16–21 Sept
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Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds
5–10 Sept
4.94 out of 5 average rating, 54 reviews
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Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds
21–26 Sept
4.89 out of 5 average rating, 54 reviews
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Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds
1–6 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
3–8 Jan
New place to stay
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Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds
8–13 Sept
4.97 out of 5 average rating, 30 reviews
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Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds
9–14 Sept
4.97 out of 5 average rating, 62 reviews
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Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds
25–30 Oct
4.97 out of 5 average rating, 106 reviews
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Home in Nassau
Country Escape w/ Pool, Sauna, Fireplace & Trails
4 bedrooms, 4 beds
2–7 Sept
5.0 out of 5 average rating, 10 reviews
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Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed
6–11 Sept
4.96 out of 5 average rating, 186 reviews
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Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
13–18 Sept
4.97 out of 5 average rating, 625 reviews
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Superhost
Flat in Valatie
Valatie Pied-à-Terre
1 bedroom, 1 queen bed
1–6 Sept
New place to stay
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Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed
6–11 Sept
4.98 out of 5 average rating, 291 reviews
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Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4 bedrooms, 8 beds
4–9 Sept
4.83 out of 5 average rating, 23 reviews
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Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 8 reviews
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Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds
2–7 Sept
4.97 out of 5 average rating, 122 reviews