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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
23–28 Sept
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4.95 out of 5 average rating, 88 reviews
Top guest favourite
Home in Chatham
SurfShack in Chatham
3 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Chatham
Chatham Beach House - Walk to Ridgevale Beach
3 bedrooms, 5 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
2 bedrooms, 4 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
2 bedrooms, 2 king beds, 1 bathroom
8–13 Oct
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 175 reviews
Guest favourite
Flat in Chatham
Chatham with Private Beach
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 87 reviews
Guest favourite
Home in Chatham
Chatham Gem: 3BR Near Downtown & Ballfield
3 bedrooms, 4 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Chatham
Chatham House Close to Beaches and Bike Path.
3 bedrooms, 5 beds, 2 bathrooms
12–19 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Home in Chatham
Fall & Winter Cozy Cape Escape, Close to Weddings
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Chatham
Chatham Cape Cod Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
13–20 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Chatham
Beautifully renovated home, outdoor space, pets ok
3 bedrooms, 4 beds, 2.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chatham
Bookends and Pencil Me Inn
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 156 reviews
Guest favourite
Home in Chatham
Walk to Beach and Town, newly renovated 4/BR
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Chatham
Bright sunny condo in Chatham!
2 bedrooms, 2 beds, 2 bathrooms
14–20 Nov
5.0 out of 5 average rating, 23 reviews