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Search results; Over 1,000 homes in Chatham

Guest favourite
Guest suite in Chatham
Waterfront Suite on Emery Pond
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
,
4.98 out of 5 average rating, 270 reviews
Top guest favourite
Home in Chatham
Oceanfront Chatham Village Home
5 bedrooms, 8 beds
4–9 Oct
4.97 out of 5 average rating, 103 reviews
Top guest favourite
Home in Chatham
The Chatham Bars White Foam House Steps From Beach
3 bedrooms, 4 beds
24–29 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chatham
No Pet Fee, Waterfront, Fenced Yard, Close to Town
5 bedrooms, 7 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds
5–10 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Chatham
Beachfront Charmer! Newly Renovated.
3 bedrooms, 5 beds
26–31 Oct
4.97 out of 5 average rating, 116 reviews
Home in Chatham
Four Shore: Walk to town and Oyster Pond Beach
4 bedrooms, 6 beds
7–12 Sept
New place to stay
Superhost
Home in Chatham
Chatham Home overlooking Cranberry Bog
5 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chatham
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds
22–27 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds
26–31 Oct
4.97 out of 5 average rating, 173 reviews
Home in Chatham
Three Chimneys
5 bedrooms, 5 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chatham
Downtown Chatham Home w/ Patio - Near Oyster Pond
3 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Chatham
Meadow + Main
3 bedrooms, 5 beds
22–27 Sept
5.0 out of 5 average rating, 17 reviews
Home in Harwich
Lakefront Escape, Private Beach, Stunning Views!
4 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Chatham
Dog Friendly, Game Room, Central AC!
3 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Guest favourite
Home in Chatham
Luxury Home- Chatham Center- Walk to Town + Beach
3 bedrooms, 3 beds
22–29 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Chatham
Dreamcatcher | Luxury Chatham Retreat
2 bedrooms, 5 beds
23–28 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Chatham
*New* ~ near Jackknife Beach/Wequassett/Gameroom
3 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews