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Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds, 2.5 private bathrooms
6–11 Sept
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5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Chatham
Now open Sept 22-30 Town Center 2026 Total Reno
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
6–11 Jul
4.97 out of 5 average rating, 102 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, 62 reviews
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
5 bedrooms, 10 beds, 4 bathrooms
13–18 Sept
4.88 out of 5 average rating, 56 reviews
Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
2 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Chatham
4BR in Chatham. Walk to Town & Chatham As Games!
4 bedrooms, 6 beds, 2 bathrooms
22–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
16–23 Aug
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Apartment in Chatham
Chatham Condo with private entrance
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 4 Sept
4.94 out of 5 average rating, 67 reviews
Guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds, 2 bathrooms
6–12 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Chatham
The Boarding House. Steps from Ice Cream Shop
4 bedrooms, 5 beds, 1.5 bathrooms
11–18 Jul
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in Chatham
Chatham House Near Town and Beach
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 5 Sept
4.98 out of 5 average rating, 94 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
Home in Chatham
Sun Drenched, 0.2 mi to Bike Path, <1mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 289 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
Top guest favourite
Home in Chatham
Luxury Home- Chatham Center- Walk to Town + Beach
3 bedrooms, 3 beds, 3 bathrooms
22–29 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Chatham
Two bedroom condo close to beach
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.95 out of 5 average rating, 57 reviews