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Search results; Over 1,000 homes in Chatham

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Guest favourite
Cottage in Chatham
Renovated Chatham Windmill! Walk to Beach/Town!
1 bedroom, 1 bed, 1 private bathroom
19–24 Oct
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4.95 out of 5 average rating, 88 reviews
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Flat in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 306 reviews
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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, 174 reviews
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Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 23 reviews
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Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 153 reviews
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Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 49 reviews
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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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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, 64 reviews
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Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 116 reviews
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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
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Guest favourite
Home in Chatham
Sun Drenched, 0.2 mi to Bike Path, <1mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 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
13–18 Sept
5.0 out of 5 average rating, 28 reviews
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Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 35 reviews
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Home in Chatham
Quaint Downtown Chatham Home
2 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 206 reviews
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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
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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, 17 reviews
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Top guest favourite
Home in Chatham
Beautiful Chatham Home, Walk to Beach and Town
3 bedrooms, 5 beds, 3.5 bathrooms
29 May – 5 Jun
5.0 out of 5 average rating, 7 reviews
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Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 reviews
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Home in Chatham
Chatham House Close to Beaches and Bike Path.
3 bedrooms, 5 beds, 2 bathrooms
12–19 Sept
4.98 out of 5 average rating, 52 reviews