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Search results; Over 1,000 homes in Chatham

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, 85 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
4.97 out of 5 average rating, 103 reviews, 5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
New place to stay, 4 bedrooms, 6 beds, 4 bathrooms
22–27 Aug
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
4.98 out of 5 average rating, 63 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 4 beds, 3 bathrooms
31 Aug – 5 Sept
Superhost
Home in Chatham
Luxury Home with Pool, Hot Tub & Water View
5 bedrooms, 9 beds, 5.5 bathrooms
28 Aug – 2 Sept
Superhost
Home in Chatham
*New* ~ near Jackknife Beach/Wequassett/Gameroom
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
Top guest favourite
Home in Chatham
Dreamcatcher | Luxury Chatham Retreat
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
Home in Chatham
5 BR-Property-Chatham in-Town & Oyster Beach Inlet
4.89 out of 5 average rating, 54 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
12–17 Oct
Top guest favourite
Home in Chatham
Spacious Pet Friendly Cape, Large Yard
4.95 out of 5 average rating, 101 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 5 Sept
Home in Chatham
Chatham Home near Downtown
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–29 Aug
Home in Chatham
Poppy’s Place: Cape Escape for Family & Friends
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
21–28 Aug
Home in Chatham
Three Chimneys
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Home in Chatham
Central AC, Pet-friendly, Walk to water & town!
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Home in Harwich
Beautiful Home Near the Ocean.
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Oct
Top guest favourite
Home in Chatham
Secluded Chatham Cape Cod House Stage Harbor Area
4.93 out of 5 average rating, 112 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
Guest favourite
Home in Chatham
Dog Friendly, Game Room, Central AC!
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
19–24 Oct