Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 shared bathrooms
28 Aug – 4 Sept
,
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
8 beds
4–9 Oct
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Home in Harwich
Secluded Cape Home | Fire Pit & Hammock
4 beds
21–26 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Harwich
Beautiful Home Near the Ocean.
4 beds
19–24 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
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
4 beds
24–29 Oct
5.0 out of 5 average rating, 29 reviews
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
10 beds
13–18 Sept
4.88 out of 5 average rating, 56 reviews
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
4 beds
22–29 Aug
Home in Brewster
Modern Coastal Retreat, Beach, Pools & Bike Trails
5 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Chatham
SurfShack in Chatham
5 beds
5–11 Sept
4.97 out of 5 average rating, 72 reviews
Superhost
Home in Chatham
Central AC, Game Room, Dog-Friendly!
4 beds
25–30 Sept
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
4 beds
12–17 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
9 beds
14–19 Sept
4.97 out of 5 average rating, 145 reviews
Home in Harwich
300ft to Red River Beach / Roof Deck / AC
5 beds
19–24 Sept
New place to stay
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
3 beds
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Chatham
Chatham House Close to Beaches and Bike Path.
5 beds
12–19 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
7 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Home in Chatham
Newly Built Home | 5 Min Walk to Ridgevale Beach
4 beds
20–25 Sept
4.96 out of 5 average rating, 49 reviews
Guest favourite
Hotel in Dennis
Dennis Port Surf Club Hotel - Cozy King Room
1 bed
19–24 Jul
4.98 out of 5 average rating, 55 reviews