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Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds
4–9 Oct
4.97 out of 5 average rating, 102 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, 7 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, 62 reviews
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds
7–12 Sept
4.96 out of 5 average rating, 289 reviews
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
5 bedrooms, 10 beds
13–18 Sept
4.88 out of 5 average rating, 56 reviews
Superhost
Home in Chatham
Great location, Dog Friendly, Central AC!
6 bedrooms, 8 beds
5–10 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds
22–29 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds
28 Aug – 4 Sept
4.97 out of 5 average rating, 173 reviews
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds
28 Jul – 4 Aug
Top guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds
15–20 Jul
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Chatham
Chatham House Near Town and Beach
3 bedrooms, 4 beds
29 Aug – 5 Sept
4.98 out of 5 average rating, 95 reviews
Guest favourite
Home in Chatham
Sun Drenched, 0.2 mi to Bike Path, <1mi to Beach
3 bedrooms, 6 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 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
Apartment in Chatham
Two bedroom condo close to beach
2 bedrooms, 4 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 58 reviews
Top guest favourite
Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
2 bedrooms, 2 king beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds
14–19 Sept
4.97 out of 5 average rating, 145 reviews
Top guest favourite
Home in Chatham
Charming Chatham Bungalow-Mins to Downtown+Beaches
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Chatham
Historic 1850 Chatham home.
2 bedrooms, 5 beds
8–13 Sept
4.95 out of 5 average rating, 19 reviews