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Search results; Over 1,000 homes in Chatham

Superhost
Apartment in Chatham
Lavish Downtown Chatham Condo: Walk to Everything!
1 bedroom, 1 bed, 1 private bathroom
9–14 Jul
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4.79 out of 5 average rating, 102 reviews
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, 16 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
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
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
Three Chimneys
5 bedrooms, 5 beds, 1.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 3 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
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
Home in Harwich
300ft to Red River Beach / Roof Deck / AC
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
New place to stay
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
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
Hydrangea Haven: Your Homey Chatham Getaway
2 bedrooms, 4 beds, 2 bathrooms
15–22 Aug
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
16–23 Aug
Home in Harwich
Lakefront Escape, Private Beach, Kayak, Swim Views
4 bedrooms, 7 beds, 3.5 bathrooms
12–18 Jul
New place to stay
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Home in Chatham
Spacious Chatham 4BR, Dog OK + Deck + Sleeps 10
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 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
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 54 reviews