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Search results; Over 1,000 homes in Old Chatham

Guest favourite
Home in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
4 bedrooms, 5 beds, 3 private bathrooms
9–14 Aug
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4.94 out of 5 average rating, 49 reviews
Guest favourite
Room in Old Chatham
Haddock Hill House
2 beds
1–6 Aug
4.89 out of 5 average rating, 53 reviews
Top guest favourite
Home in Old Chatham
The Red House
2 bedrooms, 2 beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Home in Old Chatham
Old Chatham Retreat | Skylight Over the King Bed
2 bedrooms, 2 beds
18–23 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
1–6 Nov
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Old Chatham
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
4 bedrooms, 5 beds
19–24 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Old Chatham
Cozy Cottage Retreat
1 bedroom, 4 beds
1–6 Oct
4.93 out of 5 average rating, 14 reviews
Superhost
Guest house in Old Chatham
Acorn Cottage-guest cottage private views & trails
2 bedrooms, 3 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 610 reviews
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
1 bedroom, 1 queen bed
16–21 Aug
4.98 out of 5 average rating, 285 reviews
Top guest favourite
Guest house in Old Chatham
Mountain View Retreat in Hudson Valley
2 bedrooms, 3 beds
16–21 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed
10–15 Aug
4.94 out of 5 average rating, 400 reviews
Top guest favourite
Barn in East Chatham
Luxury Barn Retreat on Private Wooded Acres
3 bedrooms, 6 beds
10–15 Aug
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed
2–7 Aug
4.96 out of 5 average rating, 175 reviews
Top guest favourite
Cottage in Valatie
Private Lakefront Cottage-Decks, Dock, & Kayaks
2 bedrooms, 3 beds
2–7 Sept
4.99 out of 5 average rating, 153 reviews
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds
27 Mar – 1 Apr
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Chatham
A unique village home steps to shops, café, nature
4 bedrooms, 4 beds
17–22 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Barn in Stuyvesant
Pond Side R & R
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 135 reviews