House holiday rentals in Chatham
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Top-rated house rentals in Chatham
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chatham
House rentals with a pool
Home in Oak Bluffs
4.93 out of 5 average rating, 168 reviewsSpectacular beach & pool combo; beautiful sunsets!
8–15 Apr
Home in Plymouth
4.9 out of 5 average rating, 212 reviewsOcean Side, Amazing View, close to town/beach, Spa
7–14 Nov
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
17–24 Sep
Home in Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
8–15 Jan
Home in Dennis
4.89 out of 5 average rating, 27 reviewsWalk to the beach or sit poolside! Updated studio!
27 May – 3 Jun
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
9–16 Sep
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2–9 Jun
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
16–23 Dec
Weekly house rentals
Home in Chatham
4.81 out of 5 average rating, 54 reviewsWalk to beach! Chatham Luxury near downtown, CBI!
12–19 Dec
Home in Chatham
4.94 out of 5 average rating, 17 reviewsChatham Beach Cottage 2BR - 5 min walk to beach
24–31 May
Home in Harwich Port
4.97 out of 5 average rating, 87 reviewsPebbles-romantic cottage for two!
Home in Chatham
5.0 out of 5 average rating, 37 reviewsCharming Chatham Home! Less than Mile To Beach !
3–10 Mar
Home in Chatham
4.94 out of 5 average rating, 52 reviewsDog friendly Chatham home, walk to Forest Beach
7–14 May
Home in Chatham
4.93 out of 5 average rating, 44 reviewsIn-Town Newly Renovated Cape with Central AC
4–11 Oct
Home in Chatham
5.0 out of 5 average rating, 18 reviewsChatham House Close to Beaches and Bike Path.
3–10 Oct
Home in Chatham
5.0 out of 5 average rating, 18 reviewsAmazing Downtown Chatham Home, Close to the Beach
10–17 Dec
Private house rentals
Home in Chatham
5.0 out of 5 average rating, 46 reviewsLovely Cape Cottage Home < 1 mile to the beach!
19–26 Feb
Home in Chatham
5.0 out of 5 average rating, 7 reviewsRed Door Retreat April Special - Only 2 night min!
9–16 Dec
Home in Chatham
5.0 out of 5 average rating, 70 reviewsFamily retreat: Tennis, water views &access!
30 Aug – 6 Sep
Home in Chatham
4.97 out of 5 average rating, 37 reviewsCozy, private Chatham cottage minutes from beach
8–15 Apr
Home in Chatham
4.97 out of 5 average rating, 38 reviews2 House Chatham Compound: Main & Carriage
12–19 Sep
Home in Chatham
5.0 out of 5 average rating, 43 reviewsIdyllic "Piece of Cape" Close to Beaches
23–30 Jan
Home in Chatham
5.0 out of 5 average rating, 15 reviewsWalk to Beach and Town, newly renovated 4/BR
14–21 Dec
Home in Chatham
4.97 out of 5 average rating, 29 reviewsUpdated 4br family friendly, close to town & beach
4–11 Feb
Quick stats about house rentals in Chatham
Total rentals
410 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
150 properties allow pets
Family-friendly rentals
390 properties are a good fit for families
Total number of reviews
9.2K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
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