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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
Cottage in Chatham
Cozy Cottage
4.97 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Guest favourite
Home in Chatham
Beautiful Chatham MA
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 8 beds, 2 bathrooms
6–12 Jul
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
6–11 Jul
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
2 bedrooms, 4 beds, 2 bathrooms
15–22 Aug
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
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
Top guest favourite
Home in Harwich
Secluded Cape Home | Fire Pit & Hammock
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
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
26 Sept – 1 Oct
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
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
5–10 Oct
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
Rooms in Chatham
Tina's Culdesac B&B Sleeps 4 w/ Breakfast
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 2 king beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
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
Superhost
Home in Chatham
5 BR-Property-Chatham in-Town & Oyster Beach Inlet
4.89 out of 5 average rating, 53 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
12–17 Oct
Guest favourite
Home in Chatham
Pond Views-Firepit-Game Room-Beach Access-Kayaks
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
22–29 Aug
Superhost
Home in Chatham
Great location, Dog Friendly, Central AC!
5.0 out of 5 average rating, 4 reviews, 6 bedrooms, 8 beds, 4 bathrooms
5–10 Oct
Top guest favourite
Home in Chatham
Chatham Family Vacation
4.95 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Apartment in Chatham
Two bedroom condo close to beach
4.95 out of 5 average rating, 57 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept