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Search results; Over 1,000 homes in Chatham

Guest favourite
Cottage in Chatham
Cape Cod Classic Cottage Near Forest Beach
2 bedrooms, 3 beds, 1 private bathroom
26 Sept – 1 Oct
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4.93 out of 5 average rating, 197 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 175 reviews
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 309 reviews
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Chatham
Quaint Downtown Chatham Home
2 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.91 out of 5 average rating, 207 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
27 Nov – 2 Dec
4.97 out of 5 average rating, 103 reviews
Guest favourite
Flat in Chatham
Chatham with Private Beach
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Chatham
Coastal Chic meets Antique Charm
4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Chatham
Amazing Location! Chatham Center, Walk to Beach!
3 bedrooms, 4 beds, 4 bathrooms
28 Oct – 2 Nov
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 bathrooms
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, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 155 reviews
Guest favourite
Home in Chatham
Fall & Winter Cozy Cape Escape, Close to Weddings
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Chatham
Bird Watcher's Paradise! Renovated Chatham home
4 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bathroom
16–21 May
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
Secluded Chatham Cape Cod House Stage Harbor Area
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.93 out of 5 average rating, 115 reviews
Home in Chatham
Cape Cod Beach House
3 bedrooms, 4 beds, 1.5 bathrooms
12–19 Sept