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Search results; Over 1,000 homes in Chatham

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Chatham
Private Pied-a-Terre, in-village hidden Oasis.
1 bedroom, 1 bed, 1 private bathroom
10–15 Oct
,
4.97 out of 5 average rating, 388 reviews
Top guest favourite
Home in Chatham
Oceanfront with ocean views from every room
4.97 out of 5 average rating, 102 reviews, 5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
4.98 out of 5 average rating, 62 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Chatham
Restored 1848 cottage on Main Street
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
Top guest favourite
Home in Chatham
Chatham House Near Town and Beach
4.98 out of 5 average rating, 95 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 5 Sept
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
4.88 out of 5 average rating, 56 reviews, 5 bedrooms, 10 beds, 4 bathrooms
13–18 Sept
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
22–29 Aug
Top guest favourite
Flat in Chatham
The Knoll
4.96 out of 5 average rating, 289 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Home in Chatham
Newly renovated near beaches and downtown
3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 4 Aug
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
4.97 out of 5 average rating, 145 reviews, 5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
Top guest favourite
Home in Chatham
Cape Cod cottage with harbor views
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
Top guest favourite
Home in Chatham
The Boarding House. Steps from Ice Cream Shop
5.0 out of 5 average rating, 55 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
25 Jul – 1 Aug
Top guest favourite
Home in Chatham
Panoramic marsh views, steps from the beach
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 4 Sept
Top guest favourite
Home in Chatham
Beautiful Chatham MA
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 8 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Chatham
1930s bungalow with a covered porch
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 5 beds, 1 bathroom
22–27 Aug
Top guest favourite
Apartment in Chatham
Two bedroom condo close to beach
4.95 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
Top guest favourite
Home in Chatham
1850 Greek Revival with original details
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 5 beds, 1 bathroom
8–13 Sept
Top guest favourite
Home in Chatham
Main house and cottage near Chatham Village
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Guest favourite
Home in Chatham
Walk to town, pier, and baseball
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 2 bathrooms
22–28 Aug