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Holiday Homes and Apartments Chatham, MA

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From
$369
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
23 photos Details Reviews (1) Make Enquiry
From
$2,273
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Reviews (1) Make Enquiry
From
$2,160
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 10
25 photos Details Reviews (1) Make Enquiry
Also consider
13 Monomoy Circle Chatham
3 Bedrooms, sleeps 8
$406 - $535 / night
28 Sears Point Road Chatham
4 Bedrooms, sleeps 10
$552 / night
Mill Pond Views, Walk to Center and Lighthouse Bch
4 Bedrooms, sleeps 8
$406 - $731 / night
Chatham Wonder- La Petite Maison
3 Bedrooms, sleeps 5
$1,591 / week
From
$1,364
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
16 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 27 August 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
$625
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 2 October 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
$1,121
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
22 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 25 July 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 17 July 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
$710
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
34 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 September 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
$227
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
9 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 2 October 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 15 August 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
$1,250
Per Night
4 Bedrooms, 6 Bathrooms, Sleeps 12
28 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 18 July 2014
The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
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From
$682
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 8
13 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 21 October 2014
I can't say enough good things about our stay!!!! The accomodations were prestine. Amenities were off the charts, everything you could possible want. One of the best trips...
5 of 5 stars Reviewed 18 October 2014
Wow... It was my first time visiting Cape Code, and the highlight was Oyster Pond! I love architecture and design, and It was truly a pleasure to enjoy the view from the...
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From
$597
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
Booking
15 photos Details Reviews (4) Make Enquiry
3 of 5 stars Reviewed 1 September 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
$2,841
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details Reviews (2) Make Enquiry
3 of 5 stars Reviewed 3 October 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 18 July 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
$227
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
19 photos Details Reviews (1) Make Enquiry
From
$114
Per Night
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 5
15 photos Details Reviews (6) Make Enquiry
4 of 5 stars Reviewed 2 September 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 26 August 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
$313
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
32 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 22 August 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 22 August 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...
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From
$131
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
11 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 27 August 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 16 September 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
$244
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 17 October 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 23 July 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
$194
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details Reviews (1) Make Enquiry
From
$947
Per Night
9 Bedrooms, 5 Bathrooms, Sleeps 20
37 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 25 June 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
$455
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 2 November 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 3 July 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
$242
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 22 September 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 13 September 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
$1,279
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 19 August 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
$357
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 3 August 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
$170
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
9 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 27 August 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 17 September 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
$170
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
6 photos Details Reviews (4) Make Enquiry
4 of 5 stars Reviewed 26 September 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 27 July 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
$4,774
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 10
33 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 17 June 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
$256
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
20 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 23 March 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
$341
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 4
26 photos Details Reviews (14) Make Enquiry
5 of 5 stars Reviewed 1 August 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 13 June 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
$1,705
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 5
11 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 5 October 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 17 September 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
$616
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 August 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
$960
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details Reviews (1) Make Enquiry
From
$4,546
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 August 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
$1,250
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 19 August 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 10 June 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
$1,648
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Reviews (4) Make Enquiry
4 of 5 stars Reviewed 27 June 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
$341
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
10 photos Details Reviews (1) Make Enquiry
2 of 5 stars Reviewed 3 July 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
$292
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
12 photos Details Make Enquiry
From
$1,989
Per Week
West Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Enquiry
From
$292
Per Night
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details Make Enquiry
From
$4,092
Per Week
South Chatham
3 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details Make Enquiry
From
$852
Per Week
South Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Enquiry
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Suitability

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  • Suitable for children (95)
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