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Search results; Over 1,000 homes in Chatham

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Guest favourite
Guest house in Chatham
Carriage House - Oyster Pond, Steps to Beach+Town
2 bedrooms, 3 beds, 1 private bathroom
11–16 Oct
,
4.95 out of 5 average rating, 37 reviews
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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, 177 reviews
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Guest favourite
Flat in Chatham
Chatham with Private Beach
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Chatham
IDEAL LOCATION. WATER VIEW,BEACH, WALK TO TOWN
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 3 Oct
4.83 out of 5 average rating, 6 reviews
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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
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Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 118 reviews
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Guest favourite
Home in Chatham
Amazing Location! Chatham Center, Walk to Beach!
3 bedrooms, 4 beds, 4 bathrooms
9–14 Nov
4.93 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Chatham
Chatham Charmer
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 202 reviews
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Top guest favourite
Cottage in Chatham
Charming Cape Cottage in Chatham
2 bedrooms, 4 beds, 1.5 bathrooms
26 Sept – 3 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Chatham
Down Thyme, Chatham, MA
2 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Chatham
Beautiful Chatham Home, Walk to Beach and Town
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Jun
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
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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Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bathroom
30 May – 4 Jun
4.96 out of 5 average rating, 310 reviews
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Guest favourite
Home in Chatham
Summer Stay (In-Town)
4 bedrooms, 6 beds, 2.5 bathrooms
4–11 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bathroom
16–21 May
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Cottage in Chatham
Wonderful Cape Cod home, walk to beach. Location!
3 bedrooms, 8 beds, 2 bathrooms
17–24 Oct
5.0 out of 5 average rating, 23 reviews