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Search results; Over 1,000 homes in Chatham

Guest favourite
Cottage in Chatham
Chit-Chat Cottage on White pond, near DT/beaches.
2 bedrooms, 3 beds, 1 private bathroom
22–27 Sept
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4.95 out of 5 average rating, 66 reviews
Guest favourite
Home in Chatham
Cape Cod Private Retreat
3 bedrooms, 8 beds, 1.5 bathrooms
3–10 Jul
4.89 out of 5 average rating, 28 reviews
Guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds, 2 bathrooms
6–13 Jul
4.93 out of 5 average rating, 15 reviews
Home in Chatham
Relaxing Cape Escape • Walk to Beach • 6 Beds
4 bedrooms, 6 beds, 3 bathrooms
17–22 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 654 reviews
Top guest favourite
Home in Harwich
Secluded Cape Home | Fire Pit & Hammock
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Walk to Everything: 4 Bedroom+
4 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
4–9 Nov
4.97 out of 5 average rating, 295 reviews
Home in Chatham
Poppy’s Place: Cape Escape for Family & Friends
4 bedrooms, 8 beds, 3 bathrooms
3–10 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 173 reviews
Guest favourite
Home in Chatham
4BR in Chatham. Walk to Town & Chatham As Games!
4 bedrooms, 6 beds, 2 bathrooms
25–31 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chatham
Historic 1850 Chatham home.
2 bedrooms, 5 beds, 1 bathroom
21–26 Jul
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
2 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 19 reviews
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, 116 reviews
Top guest favourite
Home in Chatham
Close to Beach Renovated Dog Friendly Cape Cottage
2 bedrooms, 3 beds, 1 bathroom
11–18 Jul
4.97 out of 5 average rating, 31 reviews
Guest favourite
Hotel in Dennis
Double Bed Room (Family Friendly) Dennisport Hotel
1 bedroom, 2 queen beds, 2 bathrooms
4–9 Jul
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Chatham
The Boarding House. Steps from Ice Cream Shop
4 bedrooms, 5 beds, 1.5 bathrooms
11–18 Jul
5.0 out of 5 average rating, 54 reviews
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds, 1.5 bathrooms
18–23 Jul
Superhost
Home in Chatham
Dog Friendly, Game Room, Central AC!
3 bedrooms, 5 beds, 3.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 3 reviews