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Search results; Over 1,000 homes in Chatham

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Top guest favourite
Cottage in Chatham
Chit-Chat Cottage on White pond, near DT/beaches.
2 bedrooms, 3 beds, 1 private bathroom
4–9 Oct
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4.96 out of 5 average rating, 79 reviews
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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, 120 reviews
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Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 29 reviews
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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, 178 reviews
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Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 29 reviews
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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
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Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 157 reviews
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Guest favourite
Home in Chatham
1 Mile from Downtown Chatham Walk to Pier
4 bedrooms, 5 beds, 2 bathrooms
21–26 Oct
4.95 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Chatham
Coastal Chic meets Antique Charm
4 bedrooms, 5 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds, 3.5 bathrooms
25–30 Oct
4.98 out of 5 average rating, 66 reviews
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Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.97 out of 5 average rating, 297 reviews
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Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 87 reviews
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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
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Guest favourite
Home in Chatham
Walk to Beach and Town, newly renovated 4/BR
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 48 reviews
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Guest favourite
Home in Chatham
Amazing Location! Chatham Center, Walk to Beach!
3 bedrooms, 4 beds, 4 bathrooms
9–14 Nov
4.93 out of 5 average rating, 29 reviews
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Guest favourite
Home in Chatham
Walk to Beach, Private Patio and Backyard!
4 bedrooms, 8 beds, 2 bathrooms
10–15 Oct
4.93 out of 5 average rating, 15 reviews
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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, 18 reviews
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Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 51 reviews
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Top guest favourite
Home in Chatham
Downtown Chatham Walk to Everything: 4 Bedroom+
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 29 reviews