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Search results; Over 1,000 homes in Chatham

Top guest favorite
Apartment in Chatham
The Knoll
2 bedrooms, 3 beds, 1 private bath
Sep 20 – 25
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4.96 out of 5 average rating, 298 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
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
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
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
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
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
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
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds, 3.5 baths
Sep 27 – Oct 2
4.98 out of 5 average rating, 63 reviews
Guest favorite
Home in Chatham
Dog Friendly, Game Room, Central AC!
3 bedrooms, 5 beds, 3.5 baths
Oct 19 – 24
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Condo in Chatham
Private Pied-a-Terre, in-village hidden Oasis.
1 bedroom, 1 queen bed, 1 bath
Oct 4 – 9
4.97 out of 5 average rating, 395 reviews
Home in Chatham
Summer Stay (In-Town)
4 bedrooms, 6 beds, 2.5 baths
Sep 27 – Oct 4
Top guest favorite
Home in Chatham
Beautifully renovated home, outdoor space, pets ok
3 bedrooms, 4 beds, 2.5 baths
Sep 7 – 12
5.0 out of 5 average rating, 28 reviews
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds, 4.5 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 4 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, 12 reviews
Top guest favorite
Home in Harwich
Beautiful Home Near the Ocean.
3 bedrooms, 4 beds, 2.5 baths
Oct 26 – 31
5.0 out of 5 average rating, 33 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
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 baths
Aug 23 – 28
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