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Search results; Over 1,000 homes in Chatham

Guest favourite
Home in Chatham
Slate House - a modern waterfront getaway
3 bedrooms, 7 beds, 2 private bathrooms
12–17 Oct
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4.95 out of 5 average rating, 318 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
Flat in Chatham
The Knoll
2 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 303 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
Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds
20–25 Sept
4.94 out of 5 average rating, 35 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
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 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
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
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 64 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, 151 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in South Chatham
Wrap-Around Porch Mins. to Beach!
2 bedrooms, 4 beds
27 Oct – 1 Nov
4.86 out of 5 average rating, 96 reviews
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 47 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, 565 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, 16 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, 205 reviews
Top guest favourite
Room in Chatham
Nantucket House of Chatham - Chatham Room
1 king bed
16–21 Oct
4.94 out of 5 average rating, 192 reviews
Guest house in Chatham
Guest Cottage at Historic 1850 House
1 bedroom, 2 beds
22–27 Aug
New place to stay