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Search results; Over 1,000 homes in Chatham

Top guest favourite
Apartment in Chatham
Private Beach in Chatham - Sleeps 5
2 bedrooms, 3 beds, 1 private bathroom
16–21 Sept
,
4.88 out of 5 average rating, 137 reviews
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, 10 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 103 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
Guest house in Dennis Port
Almond - Check In 12:00 pm - On the Beach by 12:15
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.94 out of 5 average rating, 562 reviews
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
Top guest favourite
Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 659 reviews
Guest favourite
Flat in Chatham
Chatham condo steps to town beaches+CBI+Squire
2 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 16 reviews
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 bathrooms
23–28 Aug
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 reviews
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, 116 reviews
Top guest favourite
Room in Chatham
Nantucket House of Chatham - Chatham Room
1 king bed, 1 bathroom
16–21 Oct
4.94 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Chatham
The Knoll
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 298 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, 173 reviews
Top guest favourite
Holiday home in Chatham
Beautiful Downtown Chatham 1 Bed, Near Oyster Pond
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Harwich
Spacious cottage beach Wychmere < 4 min Central AC
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 129 reviews
Guest favourite
Guest suite in Chatham
Waterfront Suite on Emery Pond
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 272 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 11 reviews