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Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 116 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds
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
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
28 Aug – 2 Sept
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
4 bedrooms, 6 beds
22–27 Aug
New place to stay
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds
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
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Home in Chatham
Luxury Home- Chatham Center- Walk to Town + Beach
3 bedrooms, 3 beds
22–29 Aug
5.0 out of 5 average rating, 13 reviews
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds
2–7 Oct
5.0 out of 5 average rating, 86 reviews
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds
17–24 Aug
New place to stay
Superhost
Home in Chatham
*New* ~ near Jackknife Beach/Wequassett/Gameroom
3 bedrooms, 5 beds
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
23–30 Aug
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Home in Chatham
5 BR-Property-Chatham in-Town & Oyster Beach Inlet
5 bedrooms, 6 beds
12–17 Oct
4.89 out of 5 average rating, 54 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds
22–27 Aug
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Chatham
New! Luxury Home near town, beach, lake access!
4 bedrooms, 6 beds
29 Aug – 3 Sept
New place to stay
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 10 reviews