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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
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
Home in Chatham
Three Chimneys
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Home in Chatham
Luxury Home- Chatham Center- Walk to Town + Beach
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–29 Aug
Home in Chatham
Historic Sea Captain’s Home in Downtown Chatham
5.0 out of 5 average rating, 3 reviews, 8 bedrooms, 13 beds, 5.5 bathrooms
14–21 Aug
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 bathrooms
17–24 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
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
Guest favourite
Cottage in Chatham
Cottage with Views of Nantucket Sound
4.93 out of 5 average rating, 41 reviews, 3 bedrooms, 4 beds, 1 bathroom
22–27 Aug
Superhost
Home in Chatham
New! Luxury Home near town, beach, lake access!
New place to stay, 4 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
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
Dreamcatcher | Luxury Chatham Retreat
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
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
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