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Search results; Over 1,000 homes in Chatham

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Home in Chatham
Delightful Chatham Cottage, Cheerful and Clean
1 bedroom, 2 beds, 1 private bath
Sep 1 – 6
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4.81 out of 5 average rating, 163 reviews
Top guest favorite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bath
Nov 8 – 13
4.97 out of 5 average rating, 295 reviews
Top guest favorite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 baths
Oct 4 – 9
4.97 out of 5 average rating, 103 reviews
Top guest favorite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds, 2 baths
Oct 2 – 7
5.0 out of 5 average rating, 86 reviews
Top guest favorite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 baths
Oct 26 – 31
4.97 out of 5 average rating, 173 reviews
Top guest favorite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds, 2.5 baths
Oct 24 – 29
5.0 out of 5 average rating, 29 reviews
Top guest favorite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 baths
Oct 26 – 31
4.97 out of 5 average rating, 116 reviews
Top guest favorite
Apartment in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bath
Sep 20 – 25
4.96 out of 5 average rating, 298 reviews
Top guest favorite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bath
Oct 12 – 17
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds, 1 bath
Sep 20 – 25
4.97 out of 5 average rating, 34 reviews
Guest favorite
Home in South Chatham
Wrap-Around Porch Mins. to Beach!
2 bedrooms, 4 beds, 1 bath
Oct 27 – Nov 1
4.86 out of 5 average rating, 96 reviews
Top guest favorite
Guest suite in Harwich
Romantic getaway suite
1 bedroom, 2 beds, 1 bath
Oct 4 – 9
4.99 out of 5 average rating, 661 reviews
Top guest favorite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 baths
Oct 26 – 31
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Home in Chatham
Quaint Downtown Chatham Home
2 bedrooms, 4 beds, 1 bath
Oct 12 – 17
4.92 out of 5 average rating, 205 reviews
Top guest favorite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 baths
Sep 14 – 19
4.97 out of 5 average rating, 150 reviews
Top guest favorite
Home in Chatham
Charming Cape ~ close to Downtown/Pier/Beach
3 bedrooms, 5 beds, 2 baths
Oct 12 – 17
5.0 out of 5 average rating, 63 reviews
Home in Harwich
Lakefront Escape, Private Beach, Stunning Views!
4 bedrooms, 7 beds, 3.5 baths
Sep 20 – 25
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds, 2.5 baths
Sep 12 – 17
5.0 out of 5 average rating, 58 reviews
Top guest favorite
Home in Chatham
Bookends and Pencil Me Inn
3 bedrooms, 5 beds, 2 baths
Oct 4 – 9
5.0 out of 5 average rating, 35 reviews