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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, 83 reviews
Top guest favourite
Home in Chatham
Brand new, in-town Chatham home
3 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 17 reviews
Luxe
Home in Chatham
Steps to Beach + Game Room + Porch | Coastal Haven
5 bedrooms, 10 beds, 4 bathrooms
13–18 Sept
4.88 out of 5 average rating, 56 reviews
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, 62 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
Town Center-Steps to Shops-Walk To Beach-2026 Reno
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Home in Chatham
Hydrangea Haven: Your Homey Chatham Getaway
2 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
Home in Harwich
300ft to Red River Beach / Roof Deck / AC
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
New place to stay
Top guest favourite
Home in Chatham
Chatham Family Vacation
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 43 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
Home in Chatham
Coastal Fun in Chatham – Your Cape Cod Escape
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
Home in Chatham
Spacious 2 family home! Plenty of room!
7 bedrooms, 9 beds, 6 bathrooms
17–24 Aug
New place to stay
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 9 reviews
Home in Chatham
IDEAL LOCATION. WATER VIEW,BEACH, WALK TO TOWN
3 bedrooms, 4 beds, 2 bathrooms
18–25 Jul
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chatham
Newly Built Home | 5 Min Walk to Ridgevale Beach
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Chatham
Dreamcatcher | Luxury Chatham Retreat
2 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
5.0 out of 5 average rating, 10 reviews
Home in Chatham
Perfectly Content: Walk to Schoolhouse Pond
5 bedrooms, 6 beds, 3 bathrooms
24–31 Jul
5.0 out of 5 average rating, 4 reviews
Home in Chatham
Sun Drenched, 0.2 mi to Bike Path, <1mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chatham
Thinking of Summer Already? - Book Now Summer '26
3 bedrooms, 6 beds, 2 bathrooms
25–30 Sept
4.99 out of 5 average rating, 71 reviews