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Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
Secluded Chatham Cape Cod House Stage Harbor Area
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
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4.93 out of 5 average rating, 111 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
Superhost
Home in Chatham
Great location, Dog Friendly, Central AC!
5.0 out of 5 average rating, 4 reviews, 6 bedrooms, 8 beds, 4 bathrooms
18–23 Oct
Superhost
Home in Chatham
Luxury Home with Pool, Hot Tub & Water View
5 bedrooms, 9 beds, 5.5 bathrooms
28 Aug – 2 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
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
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
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
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
Down Thyme, Chatham, MA
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
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
Guest favourite
Home in Chatham
2 House Compound, Huge Yard, Game Room, Kayaks
4.95 out of 5 average rating, 74 reviews, 5 bedrooms, 7 beds, 5 bathrooms
29 Aug – 3 Sept
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
5.0 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
Top guest favourite
Home in Chatham
Beautiful Chatham MA
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 8 beds, 2 bathrooms
23–30 Aug
Home in Harwich
Lakefront Escape, Private Beach, Stunning Views!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
20–25 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