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Search results; Over 1,000 homes in Chatham

Top guest favourite
Holiday home in Chatham
Beautiful Downtown Chatham 1 Bed, Near Oyster Pond
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Chatham
Oceanview/private beach, Pool, renovated!5bd4bth
5 bedrooms, 7 beds, 3.5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 44 reviews
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Home in Chatham
Down Thyme, Chatham, MA
2 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 157 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Walk to Everything: 4 Bedroom+
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Chatham
Chatham Beach House - Walk to Ridgevale Beach
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Chatham
SurfShack in Chatham
3 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 38 reviews
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Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 177 reviews
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Home in Chatham
Chatham Cape Cod Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
16–23 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Chatham
Charming Chatham Home! Less than Mile To Beach !
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 101 reviews
Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 29 reviews
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Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
27 Nov – 2 Dec
4.97 out of 5 average rating, 103 reviews
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Flat in Chatham
Chatham with Private Beach
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Chatham
Bookends and Pencil Me Inn
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Chatham
Bright sunny condo in Chatham!
2 bedrooms, 2 beds, 2 bathrooms
14–20 Nov
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
2 bedrooms, 2 king beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 46 reviews