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Search results; Over 1,000 homes in Chatham

Guest favourite
Apartment in Chatham
Private Beach in Chatham - Sleeps 5
2 bedrooms, 3 beds, 1 private bathroom
5–10 Oct
,
4.88 out of 5 average rating, 132 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 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
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
Home in Harwich
300ft to Red River Beach / Roof Deck / AC
3 bedrooms, 5 beds
19–24 Sept
New place to stay
Superhost
Home in Chatham
Waterfront Escape, Game Room, Dog Friendly!
6 bedrooms, 9 beds
19–24 Sept
New place to stay
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
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds
22–27 Aug
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds
16–23 Aug
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
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds
18–23 Jul
5.0 out of 5 average rating, 3 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
Coastal Fun in Chatham – Your Cape Cod Escape
3 bedrooms, 5 beds
6–11 Sept
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 55 reviews
Home in Chatham
IDEAL LOCATION. WATER VIEW,BEACH, WALK TO TOWN
3 bedrooms, 4 beds
18–25 Jul
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds
10–17 Jul
4.94 out of 5 average rating, 16 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, 10 reviews