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Search results; Over 1,000 homes in Chatham

Guest favourite
Home in Chatham
Slate House - a modern waterfront getaway
3 bedrooms, 7 beds, 2 private bathrooms
3–8 Oct
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4.95 out of 5 average rating, 316 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 102 reviews
Superhost
Home in Chatham
Great location, Dog Friendly, Central AC!
6 bedrooms, 8 beds, 4 bathrooms
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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
4 bedrooms, 6 beds, 4 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 reviews
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
5 bedrooms, 10 beds, 4 bathrooms
13–18 Sept
4.88 out of 5 average rating, 56 reviews
Top guest favourite
Home in Chatham
Luxury Home- Chatham Center- Walk to Town + Beach
3 bedrooms, 3 beds, 3 bathrooms
22–29 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 86 reviews
Guest favourite
Flat in Chatham
Chatham with Private Beach
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 bathrooms
17–24 Aug
New place to stay
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Chatham
*New* ~ near Jackknife Beach/Wequassett/Gameroom
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Beautiful Chatham MA
3 bedrooms, 8 beds, 2 bathrooms
23–30 Aug
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Chatham
Central AC, Game Room, Dog-Friendly!
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Sept
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds, 3.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 34 reviews