Search results; Over 1,000 homes in Chatham

Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 shared bathrooms
5–10 Oct
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4.97 out of 5 average rating, 173 reviews
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
4.99 out of 5 average rating, 655 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Cottage in Chatham
Cozy Cottage
4.97 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Superhost
Home in Chatham
Dog Friendly, Game Room, Central AC!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
19–24 Oct
Top guest favourite
Home in Harwich
Secluded Cape Home | Fire Pit & Hammock
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
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, 19 reviews, 2 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
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
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
Downtown Chatham Walk to Everything: 4 Bedroom+
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Home in Chatham
Poppy’s Place: Cape Escape for Family & Friends
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
3–10 Jul
Top guest favourite
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
Guest favourite
Home in Chatham
Chatham Gem: 3BR Near Downtown & Ballfield
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–8 Aug
Superhost
Home in Chatham
Chatham, MA - 258 Orleans Rd 4BR + loft - Beauty!
4.86 out of 5 average rating, 59 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
Superhost
Home in Harwich
Mariner's Landing | 4BR, Walk to Beach, Sleeps 8
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Chatham
Beautiful Chatham MA
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 8 beds, 2 bathrooms
6–12 Jul
Superhost
Home in Chatham
5 BR-Property-Chatham in-Town & Oyster Beach Inlet
4.89 out of 5 average rating, 53 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
28 Sept – 3 Oct
Top guest favourite
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
Guest suite in Chatham
Spacious Moonhouse Studio - Chatham
4.99 out of 5 average rating, 133 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Jan