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Search results; Over 1,000 homes in Chatham

Guest favourite
Apartment in Chatham
Private Beach in Chatham - Sleeps 5
2 bedrooms, 3 beds, 1 private bathroom
5–10 Oct
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4.88 out of 5 average rating, 131 reviews
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
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
4.88 out of 5 average rating, 56 reviews, 5 bedrooms, 10 beds, 4 bathrooms
13–18 Sept
Home in Chatham
Relaxing Cape Escape • Walk to Beach • 6 Beds
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 6 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Home in Chatham
Historic Luxury In The Heart Of Downtown Chatham
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
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Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
4.98 out of 5 average rating, 62 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
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 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
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
Top guest favourite
Home in Chatham
The Sandcastle~Outdoor kitchen, game room & more!
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
22–29 Aug
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
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Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
4.97 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
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Apartment in Chatham
Chatham Condo with private entrance
4.94 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 4 Sept
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
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
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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
29 Aug – 3 Sept
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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
Luxury Home- Chatham Center- Walk to Town + Beach
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–29 Aug
Home in Chatham
All-New Coastal Luxury Near CBI & Beaches
3 bedrooms, 4 beds, 2 bathrooms
16–23 Aug