Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Chatham
Amazing Family Friendly in-town - Chatham 5bedroom
Located on a quiet street steps from Main Street in the heart of downtown Chatham, this property has more charm than you can imagine! A brand-new luxury kitchen, new baths, and central Air Conditioning! The side yard is quiet and offers a calming place to unwind. The house is an easy walk to the beaches, shopping, and restaurants. Movie theater and ice cream place is just a couple steps away. It doesn't get any closer and easier. Leave the car at the house and walk everywhere! Large dining table for 10 and all the linens provided too. Perfect place for your family vacation! You have 2 King beds, 6 Twins and a Futon. House has parking for three cars but no car is necessary you walk to everything. Four bedrooms are upstairs along with a nice reading nook that looks out above the front door. Downstairs is two generous size living rooms, both with flat screen TV's. Nice kitchen with Island and bar as well as a dining table for ten that sits in a lovely sun porch. Walk directly onto your own yard and enjoy a barbecue after walking home from the beach.. The house is all yours. I spend lots of time in Chatham during July, but may not be on the Cape much during August. Either way I'm always a phone call away. Main Street offers easy proximity to beaches and award-winning restaurants and shopping. The location, a few steps away from downtown Chatham, is unbeatable. It's a quiet and peaceful street, yet close to the downtown hustle and bustle. The side yard is peaceful and quiet. You'll love all the space this five bedroom home has to offer. The house has two designated parking spaces in the driveway. If you have compact cars, you might be able to squeeze one more in too. A third parking space is just alongside the fence, but keep it close to the curb so that the neighbors have enough space to pull out of their driveway. One of the things we really enjoy about our home is our setting within a neighborhood, where the neighbors are nearby. Please be considerate of your noise outside. At night, we make sure that things are quiet outside by 10:00 pm, and ask that you do the same. Also, please turn off all exterior house lights at the end of the night.
6–13 Jan
₹79,758 per night
4.96 out of 5 average rating, 105 reviews
Guest favourite
Home in Chatham
Cute cottage walking distance to Ridgevale Beach
Retreat to this very quiet and peaceful residential shore neighbored on a dead end street. If LOCATION is what you're looking for, look no further! This year round cottage will serve as a comfortable and relaxing home away from home for your vacation, with walking rights to Ridgevale Beach about 300 yards from the front door. Provided in your home away from home vacation house are linens, towels, fully equipped kitchen, spacious out door shower, 2 roomy bedrooms, & 4 season porch to relax on.
15–22 Apr
₹14,509 per night
4.89 out of 5 average rating, 114 reviews
Guest favourite
Guest suite in Chatham
The Captain Kimball House of Christmas Joy
Experience Cape Cod while staying in this historic 1735 Salt Box built by Captain Kimball Eldredge. You will have a private entrance and the entire second floor dwelling to yourself. Conveniently located on 28 with just a short walk to the beach, this recently renovated home showcases colonial craftsmanship with the original wood floors and fireplaces. Two restaurants a stones throw away, the Cape Cod Rail Trail down the street and only a five minute drive to downtown Chatham or Harwich Port.
9–16 Nov
₹15,089 per night
4.94 out of 5 average rating, 140 reviews

Popular amenities for Chatham holiday rentals

Stay near Chatham's top sights

Chatham Bars Inn97 locals recommend
Chatham Lighthouse105 locals recommend
Ridgevale Beach21 locals recommend
Wequassett Resort and Golf Club59 locals recommend
Atwood Museum20 locals recommend
Chatham Pier Fish Market77 locals recommend

Other great holiday rentals in Chatham

Guest favourite
Cottage in Chatham
Renovated Chatham Windmill! Walk to Beach/Town!
16–23 Sep
₹30,380 per night
4.91 out of 5 average rating, 34 reviews
Guest favourite
Holiday home in Chatham
Charming 3b/2ba House close to Downtown/Pier/Beach
18–25 Dec
₹36,125 per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Chatham
Brand New Home & 5 Minute Walk to Ridgevale Beach
16–23 Nov
₹58,865 per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Chatham
Chatham House Near Town and Beach
24–31 Jan
₹63,840 per night
4.99 out of 5 average rating, 71 reviews
Guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
12–19 Jan
₹22,119 per night
4.96 out of 5 average rating, 96 reviews
Superhost
Home in Chatham
Welcome to Daddy's Mink!
12–19 Apr
₹47,258 per night
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Chatham
In-Town Newly Renovated Cape with Central AC
10–17 Oct
₹26,945 per night
4.93 out of 5 average rating, 44 reviews
Guest favourite
Home in Chatham
Former Harbormaster's Home Set on a Hilltop
10–17 Oct
₹26,116 per night
4.87 out of 5 average rating, 68 reviews
Guest favourite
Home in Chatham
Ocean View-Semi-Private beach-Jacuzzi-3 BR-AC
2–9 May
₹33,081 per night
4.92 out of 5 average rating, 24 reviews
Guest favourite
Home in Chatham
Updated 4br family friendly, close to town & beach
7–14 Feb
₹17,183 per night
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Chatham
Cozy, private Chatham cottage minutes from beach
26 Mar – 2 Apr
₹11,607 per night
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Chatham
Charming Chatham Home! Less than Mile To Beach !
10–17 Jan
₹29,018 per night
5.0 out of 5 average rating, 34 reviews

Quick stats about holiday rentals in Chatham

Total rentals

530 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

150 properties allow pets

Family-friendly rentals

440 properties are a good fit for families

Total number of reviews

15T reviews

Nightly prices starting at

₹3,316 before taxes and fees

Destinations to explore