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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
7–12 Sept
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5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds, 2 bathrooms
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, 3.5 bathrooms
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, 3 bathrooms
5–10 Sept
4.94 out of 5 average rating, 54 reviews
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Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 84 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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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
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Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 30 reviews
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Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4 bedrooms, 8 beds, 3 bathrooms
4–9 Sept
4.83 out of 5 average rating, 23 reviews
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Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 6 beds, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 107 reviews
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Guest favourite
Home in Nassau
Country Escape w/ Pool, Sauna, Fireplace & Trails
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Cabin in Chatham
Rustic Secluded Cabin near Berkshires. *wood stove
4 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
4.92 out of 5 average rating, 145 reviews
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Top guest favourite
Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 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
7–12 Sept
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in East Chatham
Secluded Chatham Oasis-Hot Tub+Treehouse+Pets
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 43 reviews
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Superhost
Flat in Valatie
Valatie Pied-à-Terre
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
New place to stay
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Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 51 reviews
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Home in Kinderhook
The Sugar Hill Estate
7 bedrooms, 9 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews