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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, 389 reviews
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
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
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
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds
26–31 Oct
4.97 out of 5 average rating, 173 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, 10 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
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds
17–22 Sept
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
Beautiful Chatham MA
3 bedrooms, 8 beds
20–27 Jul
4.94 out of 5 average rating, 16 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, 5 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
Dreamcatcher | Luxury Chatham Retreat
2 bedrooms, 5 beds
23–28 Sept
5.0 out of 5 average rating, 12 reviews
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Chatham
Sun Drenched, 0.2 mi to Bike Path, <1mi to Beach
3 bedrooms, 6 beds
4–9 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chatham
Secluded Chatham Cape Cod House Stage Harbor Area
3 bedrooms, 5 beds
20–25 Sept
4.93 out of 5 average rating, 111 reviews
Home in Harwich
Lakefront Escape, Private Beach, Stunning Views!
4 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds
20–25 Sept
4.95 out of 5 average rating, 44 reviews
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
2 bedrooms, 4 beds
22–29 Aug
5.0 out of 5 average rating, 3 reviews