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Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
Spacious Pet Friendly Cape, Large Yard
4 bedrooms, 6 beds, 2.5 private bathrooms
13–18 Oct
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4.95 out of 5 average rating, 103 reviews
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Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
2 bedrooms, 2 king beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 42 reviews
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Home in Chatham
SurfShack in Chatham
3 bedrooms, 5 beds, 3 bathrooms
5–11 Sept
4.97 out of 5 average rating, 75 reviews
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Home in Chatham
Chatham Family Retreat w/ Game Room & Porch
3 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 reviews
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Home in Chatham
Chatham Gem: 3BR Near Downtown & Ballfield
3 bedrooms, 4 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Chatham
Oceanview/private beach, Pool, renovated!5bd4bth
5 bedrooms, 7 beds, 3.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 42 reviews
Superhost
Home in Chatham
Luxury Home with Pool, Hot Tub & Water View
5 bedrooms, 9 beds, 5.5 bathrooms
24–29 Sept
Home in Chatham
Chatham, MA 258 Orleans Rd - 4BR Loft-Beauty!
4 bedrooms, 7 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.86 out of 5 average rating, 59 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 58 reviews
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Home in Chatham
Stylish Downtown Chatham Retreat
5 bedrooms, 9 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 153 reviews
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Home in Chatham
Historic 1850 Chatham home.
2 bedrooms, 5 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 27 reviews
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Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Chatham
Bookends and Pencil Me Inn
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 37 reviews
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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
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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
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Apartment in Chatham
Chatham Condo with private entrance
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 75 reviews
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Home in Chatham
Coastal Chic meets Antique Charm
4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
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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, 174 reviews
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Home in Chatham
Quintessential Cape Cod Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 17 reviews