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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
4–9 Oct
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4.96 out of 5 average rating, 70 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds
14–19 Sept
4.97 out of 5 average rating, 103 reviews
Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds
24–29 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds
26–31 Oct
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds
5–10 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds
22–27 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Chatham
Central AC, Game Room, Dog-Friendly!
3 bedrooms, 4 beds
25–30 Sept
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds
17–22 Aug
Guest favourite
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds
26–31 Oct
4.97 out of 5 average rating, 173 reviews
Guest favourite
Home in Chatham
Beautifully Renovated w/ Access to Beach!
6 bedrooms, 11 beds
25–30 Oct
4.92 out of 5 average rating, 64 reviews
Guest favourite
Cottage in Chatham
Cottage with Views of Nantucket Sound
3 bedrooms, 4 beds
26 Sept – 1 Oct
4.93 out of 5 average rating, 43 reviews
Superhost
Home in Chatham
New! Luxury Home near town, beach, lake access!
4 bedrooms, 6 beds
29 Aug – 3 Sept
New place to stay
Home in Harwich
Lakefront Escape, Private Beach, Stunning Views!
4 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Chatham
Dog Friendly, Game Room, Central AC!
3 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 58 reviews
Home in Chatham
Summer Stay (In-Town)
4 bedrooms, 6 beds
27 Sept – 4 Oct