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Search results; Over 1,000 homes in Chatham

Top guest favourite
Guest suite in Chatham
Spacious Moonhouse Studio - Chatham
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
,
4.99 out of 5 average rating, 145 reviews
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 300 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, 103 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 295 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
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds
2–7 Oct
5.0 out of 5 average rating, 86 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
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
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 Harwich
Spacious cottage beach Wychmere < 4 min Central AC
3 bedrooms, 5 beds
18–23 Oct
4.98 out of 5 average rating, 129 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Chatham
Chatham condo steps to town beaches+CBI+Squire
2 bedrooms, 4 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Room in Dennis
Double Bed Room (Family Friendly) Dennisport Hotel
2 queen beds
22–27 Aug
4.93 out of 5 average rating, 88 reviews
Top guest favourite
Guest house in Dennis Port
Almond - Check In 12:00 pm - On the Beach by 12:15
1 bedroom, 1 queen bed
13–18 Sept
4.94 out of 5 average rating, 564 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds
12–17 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
2 bedrooms, 2 king beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Harwich
Harwich Beach House • Steps to Private Sandy Beach
2 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds
14–19 Sept
4.97 out of 5 average rating, 150 reviews