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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
Cabin in Chatham
Pleasant Forest Shores - Cottage #1 - S Chatham
1 bedroom, 2 single beds
18–23 Sept
4.7 out of 5 average rating, 24 reviews
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
4 bedrooms, 6 beds
22–27 Aug
New place to stay
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
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
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Chatham
Coastal Chic meets Antique Charm
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 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
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
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in South Chatham
Wrap-Around Porch Mins. to Beach!
2 bedrooms, 4 beds
22–27 Aug
4.86 out of 5 average rating, 94 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
Top guest favourite
Home in Chatham
The Boarding House. Steps from Ice Cream Shop
4 bedrooms, 5 beds
22–29 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in Chatham
Charming Chatham Bungalow-Mins to Downtown+Beaches
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Home in Chatham
Chatham Home near Downtown
2 bedrooms, 3 beds
22–29 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