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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
26–31 Oct
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4.97 out of 5 average rating, 173 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
Guest suite in Chatham
Waterfront Suite on Emery Pond
1 bedroom, 1 queen bed
20–25 Sept
4.98 out of 5 average rating, 270 reviews
Top guest favourite
Flat in Chatham
Chatham Studio- short walk to beach
1 bedroom, 2 beds
25–30 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Room in Chatham
Nantucket House of Chatham - Chatham Room
1 king bed
16–21 Oct
4.95 out of 5 average rating, 190 reviews
Cabin in Chatham
Pleasant Forest Shores - Cottage #1 - S Chatham
1 bedroom, 2 single beds
18–23 Sept
4.7 out of 5 average rating, 24 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
Top guest favourite
Apartment in Chatham
Private Pied-a-Terre, in-village hidden Oasis.
1 bedroom, 1 queen bed
10–15 Oct
4.97 out of 5 average rating, 391 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
4–9 Oct
4.94 out of 5 average rating, 560 reviews
Top guest favourite
Tiny home in Eastham
Breezy Bay Cottage in the Pines
1 bedroom, 2 beds
2–7 Aug
5.0 out of 5 average rating, 7 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
Chatham Cottage - Walk to Beach!
3 bedrooms, 4 beds
1–6 Jan
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Chatham
Bright sunny condo in Chatham!
2 bedrooms, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Chatham
Walk to the Beach from a Family-Friendly Home in Chatham
3 bedrooms, 6 beds
2–7 Oct
5.0 out of 5 average rating, 86 reviews
Guest favourite
Home in Chatham
Amazing Location! Chatham Center, Walk to Beach!
3 bedrooms, 4 beds
4–9 Oct
4.93 out of 5 average rating, 29 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
Superhost
Home in Chatham
Central AC, Game Room, Dog-Friendly!
3 bedrooms, 4 beds
25–30 Sept
Top guest favourite
Cottage in Dennis Port
Cape Cod Cottage 3/4 Mile from the Beach
1 queen bed
17–22 Aug
4.93 out of 5 average rating, 203 reviews
Top guest favourite
Home in Chatham
Quaint Downtown Chatham Home
2 bedrooms, 4 beds
12–17 Oct
4.92 out of 5 average rating, 205 reviews