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Search results; Over 1,000 homes in Chatham

Guest favourite
Cottage in Chatham
Renovated Chatham Windmill! Walk to Beach/Town!
1 bedroom, 1 bed, 1 private bathroom
19–24 Oct
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4.95 out of 5 average rating, 81 reviews
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
4.97 out of 5 average rating, 116 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
Guest favourite
Home in Chatham
Beautiful Chatham MA
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 8 beds, 2 bathrooms
9–14 Jul
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
28 Aug – 4 Sept
Top guest favourite
Cottage in Chatham
Cozy Cottage
4.97 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
4.99 out of 5 average rating, 656 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 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
11–18 Jul
Home in Harwich
Walk to Beach & Town | Renovated Retreat
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
15–22 Aug
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 Harwich
Secluded Cape Home | Fire Pit & Hammock
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
Home in Chatham
Cape Cod Private Retreat
4.89 out of 5 average rating, 28 reviews, 3 bedrooms, 8 beds, 1.5 bathrooms
10–17 Jul
Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Guest favourite
Home in Chatham
4BR in Chatham. Walk to Town & Chatham As Games!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 2 bathrooms
22–28 Aug
Guest favourite
Flat in Chatham
Chatham with Private Beach
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–22 Aug
Top guest favourite
Home in Chatham
Walkable to Downtown Chatham Home with Bikes
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Home in Chatham
Chatham Gem: 3BR Near Downtown & Ballfield
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 5 Sept
Top guest favourite
Home in Chatham
Downtown Chatham Walk to Everything: 4 Bedroom+
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Chatham
Coastal Chic meets Antique Charm
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
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