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Search results; Over 1,000 homes in Chatham

Top guest favourite
Holiday home in Chatham
Beautiful Downtown Chatham 1 Bed, Near Oyster Pond
1 bedroom, 1 bed, 1 private bathroom
28 Aug – 2 Sept
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5.0 out of 5 average rating, 72 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
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
Superhost
Home in Chatham
Luxury Home with Pool, Hot Tub & Water View
5 bedrooms, 9 beds, 5.5 bathrooms
28 Aug – 2 Sept
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
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
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
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 bathrooms
17–24 Aug
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
Home in Chatham
Three Chimneys
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 5 beds, 1.5 bathrooms
24–29 Aug
Home in Chatham
Chatham Home near Downtown
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–29 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
Top guest favourite
Home in Chatham
Secluded Chatham Cape Cod House Stage Harbor Area
4.93 out of 5 average rating, 111 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
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
Chatham Family Retreat w/ Game Room & Porch
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Chatham
Dog Friendly, Game Room, Central AC!
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
19–24 Oct
Top guest favourite
Home in Chatham
Charming Chatham Home! Less than Mile To Beach !
5.0 out of 5 average rating, 95 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
Top guest favourite
Home in Chatham
Charming Cape ~ close to Downtown/Pier/Beach
5.0 out of 5 average rating, 63 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Oct