We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Apartments and condos in Chatham, MA

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
loading...
Sort by
From
$600
Per Night
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
14 photos Details Reviews (1) Make Inquiry
From
$600
Per Night
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
13 photos Details Reviews (4) Make Inquiry
From
$1,100
Per Night
Payment Protection
4 Bedrooms, 6 Bathrooms, Sleeps 12
28 photos Details Reviews (2) Make Inquiry
Also consider
Fore Ceas Guest Home In North Chatham
3 Bedrooms, sleeps 6
$288 - $488 / night
48 Seaview Street Chatham
3 Bedrooms, sleeps 8
$314 - $550 / night
Cape Cod / Chatham HISTORIC FAMILY ESTATE
9 Bedrooms, sleeps 20
$1,250 - $1,429 / night
49 Cross Street Chatham
3 Bedrooms, sleeps 7
$357 - $629 / night
From
$215
Per Night
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed October 16, 2014
Stayed for a week in Oct and enjoyed every minute. Firstly, we booked the house at the very very last minute and the owners could not have been more obliging. They made their home...
5 of 5 stars Reviewed July 22, 2014
Perfect location to everything you could possible want to do. This rental makes you feel at home yet on vacation! Very spacious with everything you could possibly need. We loved...
See all reviews
From
$200
Per Night
Payment Protection
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
19 photos Details Reviews (1) Make Inquiry
From
$314
Per Night
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 2, 2014
I had never used "Flip Key" before and was a bit unsure of results. I have to say that this house was perfection! From my first contact with the owner to the day we walked out the...
See all reviews
From
$175
Per Night
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
9 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed August 26, 2014
Adorable, comfortable home. Rooms and closets very spacious. Clean, well maintained. Children, 13, 13 & 10 loved it! Would def' return! Paula
4 of 5 stars Reviewed September 16, 2013
Very clean, smaller home about a 5 minute drive from quaint Chatham's main restaurant and shopping area. Kitchen and bathrooms are dated but the full interior has a fresh coat of...
See all reviews
From
$150
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
6 photos Details Reviews (4) Make Inquiry
4 of 5 stars Reviewed September 25, 2013
We enjoyed our stay at the barn very much! It is great for families with children, and a nice get away for a couple. It was private with a nice yard. Lisa, the owner was very...
3 of 5 stars Reviewed July 26, 2013
This was a good experience overall. The cottage was clean and spacious. The best part however was the location. It was walking distance from Main Street and Oyster Pond. The only...
See all reviews
Get the List
From
$350
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
6 photos Details Make Inquiry
From
$750
Per Night
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 7
13 photos Details Make Inquiry
From
$250
Per Night
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details Make Inquiry
From
$425
Per Night
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 11
Booking
10 photos Details Make Inquiry
From
$59
Per Night
Payment Protection
South Chatham
1 Bedroom, 1 Bathroom, Sleeps 2
17 photos Details Make Inquiry
From
$350
Per Night
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
17 photos Details Make Inquiry
From
$750
Per Night
Payment Protection
North Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
34 photos Details Make Inquiry
From
$350
Per Night
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
47 photos Details Make Inquiry
From
$350
Per Night
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details Make Inquiry
From
$650
Per Night
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
9 photos Details Make Inquiry
From
$1,000
Per Night
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
12 photos Details Make Inquiry
From
$500
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
7 photos Details Make Inquiry
From
$650
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details Make Inquiry
From
$95
Per Night
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details Make Inquiry
From
$85
Per Night
Payment Protection
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
9 photos Details Make Inquiry
From
$625
Per Night
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
34 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed September 23, 2014
Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the location...
See all reviews
From
$275
Per Night
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
32 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed August 22, 2014
Exceptional accommodations complete with high end cookware , grill, 22 ft cu refer, and all other needed appointments . Well located for excursions to the Fish Pier; shops...
5 of 5 stars Reviewed August 21, 2014
Planning a visit to Cape Cod from the UK was always going to be tough when you weren't sure how best you might get around or where was best to stay. We couldn't have got it more...
See all reviews
From
$225
Per Night
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
20 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed March 23, 2013
A group of friends stayed for a weekend reteat - and were so pleased with all the amenities of a fully equipped house and all the comforts of home, while staying on the cape...
See all reviews
From
$3,000
Per Week
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 12
20 photos Details Make Inquiry
From
$200
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
9 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed October 1, 2014
We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
5 of 5 stars Reviewed August 14, 2014
Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
See all reviews
From
$257
Per Night
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details Make Inquiry
From
$315
Per Night
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
14 photos Details Make Inquiry
From
$243
Per Night
Payment Protection
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details Make Inquiry
From
$525
Per Night
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 12
Booking
15 photos Details Reviews (4) Make Inquiry
3 of 5 stars Reviewed August 31, 2013
Pros:1-Location few miles from the center of town, 2-Walking distance from forest beach (not good for swimming). 3-Accomedate large groups. Cons:1-It is an old...
See all reviews
From
$130
Per Night
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 3
Booking
20 photos Details Make Inquiry
From
$155
Per Night
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
18 photos Details Make Inquiry
From
$250
Per Night
Payment Protection
South Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 7
10 photos Details Make Inquiry
From
$257
Per Night
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
12 photos Details Make Inquiry
From
$650
Per Night
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
28 photos Details Make Inquiry
From
$300
Per Night
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
10 photos Details Reviews (1) Make Inquiry
2 of 5 stars Reviewed July 2, 2014
* We have used Trip Advisor for several rentals and this one is best described as below average. Our extended family of 6 (4 adults, two kids) stayed in Beach Plum for 5 nights...
See all reviews
From
$114
Per Night
Payment Protection
South Chatham
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details Make Inquiry
From
$986
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
22 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed July 24, 2014
This was our 5th year at this house. We have enjoyed our stay every time! The house was very clean (much more than my own house is, I'm sure) and the artwork and decor was...
5 of 5 stars Reviewed July 16, 2014
Our family had the best week in Cape Cod staying at Gary's lovely home in Chatham. The house is perfect for two families with young kid and even another couple! We love how open...
See all reviews
Go to map view
Most popular
Islands
Popular cities
Popular cities
Popular cities
Book Online(44)
Use filters to find the best results!

Suitability

  • Wheelchair access (5)
  • Elder access (29)
  • Suitable for children (58)
  • Pet friendly (19)
  • Smoking allowed (1)

Amenities

  • Grill (231)
  • Internet (201)
  • Washer/Dryer (196)
  • Air Conditioning (182)
  • Other outdoor space (175)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(44)

Suitability

  • Wheelchair access (5)
  • Elder access (29)
  • Suitable for children (58)
  • Pet friendly (19)
  • Smoking allowed (1)

Amenities

  • Grill (231)
  • Internet (201)
  • Washer/Dryer (196)
  • Air Conditioning (182)
  • Other outdoor space (175)
  • View all amenities