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Search results; Over 1,000 homes in Chatham

Guest favourite
Home in Chatham
Cute cottage - walking distance to Ridgevale Beach
2 bedrooms, 5 beds, 1 private bathroom
22–29 Aug
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4.88 out of 5 average rating, 147 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
4.97 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Nov
Top guest favourite
Room in Chatham
Nantucket House of Chatham - Chatham Room
4.95 out of 5 average rating, 189 reviews, 1 king bed, 1 bathroom
16–21 Oct
Top guest favourite
Apartment in Chatham
Private Pied-a-Terre, in-village hidden Oasis.
4.97 out of 5 average rating, 391 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Oct
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 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
Flat in Chatham
Chatham Studio- short walk to beach
4.96 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Sept
Top guest favourite
Home in Chatham
Quaint Downtown Chatham Home
4.92 out of 5 average rating, 205 reviews, 2 bedrooms, 4 beds, 1 bathroom
12–17 Oct
Guest favourite
Home in Chatham
New! Chatham Cozy Cottage on White Pond
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Guest house in Dennis Port
Almond - Check In 12:00 pm - On the Beach by 12:15
4.94 out of 5 average rating, 556 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Cabin in Chatham
Pleasant Forest Shores - Cottage #1 - S Chatham
4.7 out of 5 average rating, 24 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Sept
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
4.97 out of 5 average rating, 102 reviews, 5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
Top guest favourite
Flat in Chatham
The Knoll
4.96 out of 5 average rating, 293 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 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
26–31 Jul
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
Walk to the Beach from a Family-Friendly Home in Chatham
5.0 out of 5 average rating, 86 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
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
Top guest favourite
Apartment in Chatham
Condo on Lighthouse Beach in Chatham
5.0 out of 5 average rating, 59 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
Top guest favourite
Flat in Chatham
Bright sunny condo in Chatham!
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept