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Search results; Over 1,000 homes in Chatham

Top guest favourite
Apartment in Chatham
Private Pied-a-Terre, in-village hidden Oasis.
1 bedroom, 1 bed, 1 private bathroom
10–15 Oct
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4.97 out of 5 average rating, 391 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
4.97 out of 5 average rating, 102 reviews, 5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
Guest favourite
Home in Chatham
4BR Chatham | Lake Access & Vaulted Sunroom
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 7 beds, 2 bathrooms
28 Sept – 3 Oct
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
New place to stay, 4 bedrooms, 6 beds, 4 bathrooms
22–27 Aug
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
4.98 out of 5 average rating, 63 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
Top guest favourite
Cottage in Chatham
Cozy Cottage
4.97 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Nov
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
Home in Chatham
Three Chimneys
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
Top guest favourite
Home in Chatham
Beautiful Chatham MA
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 8 beds, 2 bathrooms
21–26 Jul
Home in Chatham
Chatham Home near Downtown
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–29 Aug
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
4.97 out of 5 average rating, 116 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
Home in Chatham
Spacious 2 family home! Plenty of room!
New place to stay, 7 bedrooms, 9 beds, 6 bathrooms
17–24 Aug