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Apartments and condos in Chatham, MA

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From
$1,100
Per Night
4 Bedrooms, 6 Bathrooms, Sleeps 12
28 photos Details Reviews (1) Make Inquiry
From
$275
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
32 photos Details Reviews (6) Make Inquiry
From
$600
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 8
13 photos Details Reviews (3) Make Inquiry
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Lighthouse Beach - Shore Road Oceanside Location
4 Bedrooms, sleeps 6
$414 - $700 / night
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3 Bedrooms, sleeps 6
$171 - $557 / night
20 Captains Walk Chatham
3 Bedrooms, sleeps 6
$357 / night
Fore Ceas Guest Home In North Chatham
3 Bedrooms, sleeps 6
$288 - $488 / night
From
$1,900
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 10
25 photos Details Reviews (1) Make Inquiry
From
$1,200
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 26, 2014
The home is charming with recent updates and had a relaxed feeling to it. The yard was great for the kids to play in and to have barbeques. Even though the home is modest in...
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From
$325
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
23 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 6, 2014
We loved to stay in this luxurious and wonderful house! Anything is very clean and you don´t miss anything. Thank you for the nice "start bags", that is more than one can...
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From
$550
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed October 1, 2014
Our family of four (parents with our 20-something daughters) rented this nicely renovated historic home in a downtown location... just blocks from the ocean. We went to Chatham...
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From
$2,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 11, 2014
We chose this house based on proximity to Harding's Beach (and availability as we were booking somewhat last minute). The house is a close walk to the beach (~5 minutes) and we...
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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...
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From
$2,500
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed October 2, 2013
The home is absolutely beautiful nestled up on an incline surrounded by trees and curious chipmunks. Panoramic views of a pond leave you feeling like you hit the rental jackpot...
5 of 5 stars Reviewed July 17, 2012
We had the pleasure to stay for April vacation. We had four kiddos and were able to utilize the pond, shopping and area attractions. We went swimming and fishing right in our...
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From
$100
Per Night
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 5
15 photos Details Reviews (6) Make Inquiry
4 of 5 stars Reviewed September 1, 2014
We loved being so close to Cockle Cove Beach. The outside shower was a hit, too. My two teenaged boys loved, loved, loved this place. It would be even better if it had wifi.
5 of 5 stars Reviewed August 25, 2014
I was so happy with our stay! the cottage was very cute and was just enough room! it was close to just about anything you can want to do in the cape. the welcome gift was very...
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From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details Reviews (1) Make Inquiry
From
$115
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
11 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed August 26, 2014
The property consisted of three beds (2 futon and 1 queen size bed) which was perfect for my three person family. The cottage was only a few minutes from two great beaches nearby...
4 of 5 stars Reviewed September 15, 2013
Our favorite thing was sitting with coffee in the am, or a beer for sunset, down at the small beach area on the lake. Solitude and scenery. Maybe 3 other cottages were occupied...
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From
$833
Per Night
9 Bedrooms, 5 Bathrooms, Sleeps 20
37 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed June 24, 2012
I visited Priscilla House with a large group of friends (16 in total), and we had an amazing long weekend! Nestled right on Main Street, the house is in a perfect location -- it...
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From
$400
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed November 2, 2012
Our family spent Columbus Day weekend at this property located within walking distance of two beaches and enjoyed it very much. The expanded Cape had comfortable room for eight of...
3 of 5 stars Reviewed July 2, 2012
I traveled with three friends to Cape Cod for a week. Two of us were pretty happy with the selected property, and the other two were a little disappointed. The house is located...
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From
$1,125
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 18, 2014
My entire family enjoyed this house. In fact, it was my kids favorite. It was big enough where we could all have a quiet space or be together comfortably (all are adults). We...
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From
$213
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed September 21, 2014
This place was comfortable from the minute we arrived. Such a peaceful setting with all the amenities we could need. Traveling with two teens and a 6 month old baby made for...
5 of 5 stars Reviewed September 12, 2014
11 glorious days in heaven. Close to beach and tennis courts This home is equipped with everything you need to make your stay hassle - free. This might just be our new home...
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From
$200
Per Night
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...
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From
$625
Per Night
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...
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From
$200
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
19 photos Details Reviews (1) Make Inquiry
From
$525
Per Night
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...
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From
$215
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (3) Make Inquiry
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...
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From
$314
Per Night
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...
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From
$150
Per Night
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...
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From
$150
Per Night
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...
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From
$4,200
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 10
33 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 16, 2014
Our extended family stayed here last summer. We did a lot of research to find a place suitable for three families (grandparents, parents, and kids). We did site visits for the...
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From
$225
Per Night
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...
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From
$300
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 4
26 photos Details Reviews (14) Make Inquiry
5 of 5 stars Reviewed July 31, 2014
My family and I had a wonderful time at Pondside! The house was clean and unbelievably well appointed with all the kitchen gadgets we needed to prepare our own food. Beaches were...
5 of 5 stars Reviewed June 12, 2012
First of all, Danielle had been very helpful even before we arrived. The reservation process was quick and easy. After the phone conversation, we mailed her the deposit check. All...
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From
$1,500
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 5
11 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed October 4, 2014
Loved the cottage, the view of Nantucket Sound and the serenity found only on the Cape. nine of the nicest days one could expect..
5 of 5 stars Reviewed September 16, 2014
This was my first stay on the Cape. Chatham is beautiful and the view from this home was incredible. Too bad the beach was not available as it is privately owned. Had to travel...
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From
$542
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 12, 2014
Wonderful New England cottage right on Mill Pond, with terrific views. The 3-bedroom main house has all the amenities and the studio with a bath is just across the patio and is...
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From
$845
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details Reviews (1) Make Inquiry
From
$4,000
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 23, 2014
This was a wonderful house for our extended family to stay in during our vacation to the Cape. Good location. Plenty of space for 7 adults and 3 children. Wonderful backyard for...
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From
$1,100
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 19, 2014
rental was everything we expected. Place was clean and in a great location. There were bikes, boogie boards and beach chairs for your use.
4 of 5 stars Reviewed June 10, 2014
We had a wonderful week in Chatham and felt right at home in this cozy home. The home was nicely furnished, very clean, very quiet and the kitchen well stocked with cooking...
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From
$1,450
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Reviews (4) Make Inquiry
4 of 5 stars Reviewed June 26, 2014
I stayed at this property last summer in August. The bedding was nice, (I've stayed in some places that weren't in the past), the kitchen was well equipped, we cooked lobsters two...
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From
$300
Per Night
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...
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From
$2,700
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Make Inquiry
From
$4,500
Per Week
North Chatham
6 Bedrooms, 4 Bathrooms, Sleeps 14
27 photos Details Make Inquiry
From
$3,500
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
15 photos Details Make Inquiry
From
$1,750
Per Week
West Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Inquiry
From
$300
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details Make Inquiry
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Suitability

  • Wheelchair access (5)
  • Elder access (29)
  • Suitable for children (95)
  • Pet friendly (32)
  • Smoking allowed (1)

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  • Internet (222)
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Book Online(44)

Suitability

  • Wheelchair access (5)
  • Elder access (29)
  • Suitable for children (95)
  • Pet friendly (32)
  • Smoking allowed (1)

Amenities

  • Grill (260)
  • Internet (222)
  • Air Conditioning (217)
  • Other outdoor space (205)
  • Washer/Dryer (194)
  • View all amenities