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Search results; Over 1,000 homes in Chatham

Guest favourite
Cottage in Chatham
Chit-Chat Cottage on White pond, near DT/beaches.
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.96 out of 5 average rating, 69 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 102 reviews
Guest favourite
Home in Chatham
4BR Chatham | Lake Access & Vaulted Sunroom
4 bedrooms, 7 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 6 reviews
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
4 bedrooms, 6 beds, 4 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 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
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, 173 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 10 reviews
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds, 2 bathrooms
21–26 Jul
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Chatham
Dog Friendly, Game Room, Central AC!
3 bedrooms, 5 beds, 3.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Walk to Everything: 4 Bedroom+
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 116 reviews
Home in Chatham
Chatham Home near Downtown
2 bedrooms, 3 beds, 1 bathroom
22–29 Aug
5.0 out of 5 average rating, 3 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, 86 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 17 reviews