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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
26–31 Oct
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4.97 out of 5 average rating, 174 reviews
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds
13–18 Sept
4.96 out of 5 average rating, 308 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds
9–14 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Chatham
Coastal Chic meets Antique Charm
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 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, 117 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, 65 reviews
Top guest favourite
Home in Chatham
Quaint Downtown Chatham Home
2 bedrooms, 4 beds
25–30 Oct
4.92 out of 5 average rating, 206 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, 155 reviews
Home in Chatham
Cape Cod Beach House
3 bedrooms, 4 beds
12–19 Sept
Guest favourite
Home in Chatham
Amazing Location! Chatham Center, Walk to Beach!
3 bedrooms, 4 beds
28 Oct – 2 Nov
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chatham
Bird Watcher's Paradise! Renovated Chatham home
4 bedrooms, 7 beds
7–12 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Chatham
Summer Stay (In-Town)
4 bedrooms, 6 beds
4–11 Oct
5.0 out of 5 average rating, 5 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, 87 reviews
Top guest favourite
Home in Chatham
Charming Cape ~ close to Downtown/Pier/Beach
3 bedrooms, 5 beds
12–17 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds
16–21 May
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
Bookends and Pencil Me Inn
3 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds
7–12 Sept
5.0 out of 5 average rating, 37 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