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Holiday Homes and Apartments Chatham, MA

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$1,401
Per Week
1 / 16
4 Bedrooms, 2 Bathrooms, Sleeps 10
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$1,752
Per Week
1 / 11
2 Bedrooms, 1 Bathroom, Sleeps 5
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$4,671
Per Week
1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$380
Per Night
1 / 23
3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Pool
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court! Central A/C, garage, finished lower level, main floor laundry &... View all property information
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5 of 5 stars Reviewed 7 July 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
$304
Per Night
1 / 20
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
This fully air conditioned 4 bedroom, 3 bath house on 1/2 acre lot sleeps 8 with 2 master suites! The main house has 3 bedrooms. One with a queen, one with 2 twins and one master suite with a queen. The 2nd master suite is located in a separate attached portion of the house with separate entrance.... View all property information
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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
$368
Per Night
1 / 14
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
4 bedroom house with 2 master suites. Perfect for extended family and friends. Close to town and beaches. View all property information
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From
$1,168
Per Week
1 / 11
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Walk to Taylors Pond with Association Beach, Close to Cockle Cove, WIFI - GREAT LOCATION! This cheerful, open floor plan ranch is a 5 minute walk to the deeded beach on Taylors Pond: a salt water pond connected to Nantucket Sound by the Mill Creek salt marsh; excellent for kayaking/canoeing.... View all property information
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From
$2,919
Per Week
1 / 14
4 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
WATERFRONT PROPERTY ON FRESHWATER GOOSE POND!!! Nestled away in a serene setting to enjoy lots of privacy and a perfect swimming spot. Casual setting...house has a rustic feel. House is now listed as a pet friendly rental! Large deck faces the water, expansive livingroom with flat screen television... View all property information
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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
$409
Per Night
1 / 6
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This stunning 1 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
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From
$987
Per Night
1 / 20
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Nothing beats this luxury 4 bedroom, 4.5 bath Vacation Rental located in the heart of Chatham’s historic village !! Whether you are soaking in the hot tub on the private patio or enjoying an outdoor shower after you’ve come home from Lighthouse or Andrew Hardings Lane beach – you will find rest and... View all property information
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From
$1,606
Per Week
1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Waterfront on Lovers Lake, 1 AC & WIFI - This lovely 3 bedroom, 2 bath ranch features a private, sandy beach right on Lovers Lake (one of Cape Cod's beautiful, glacier-formed kettle ponds); ideal for swimming or bring your kayak and enjoy the serenity. This property is located down a quiet... View all property information
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3 of 5 stars Reviewed 23 September 2014
Great house but needs a thorough cleaning and a dehumidifier to get rid of the musty smell. The beach area had poison ivy growing on each side - not good. Could use a regular...
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From
$1,168
Per Night
1 / 12
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. This is a stunning four bedroom, four and a half bath spacious end-unit townhouse with spectacular views of Oyster Pond. Unit 25 is the largest... View all property information
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5 of 5 stars Reviewed 4 November 2014
I stayed in the home with my family for 10 days. We had a spectacular time. The home is beautiful. It provided great views and the location cant be beat. The decor is terrific...
5 of 5 stars Reviewed 31 October 2014
We chose to hold out business retreat there and all participants stated that we exceeded expectations- which is saying something because our HQ is on Costa Rica. The quality of...
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From
$1,151
Per Night
1 / 22
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Located on a bluff overlooking Nantucket Sound just a 4 minute walk from Chatham's Hardings Beach, this luxurious home can accommodate an extended family of 10. There are two master suites with Queen beds and private bath (0ne with jacuzzi tub) and three twin bedded rooms - a total of 5 bedrooms... View all property information
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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
$2,219
Per Week
1 / 25
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ID #POST22 Chatham Center is just 3/10ths of a mile from this 3 bedroom, 1.5 bathroom Vacation home. Located directly off of Main St. and 4/10ths of a mile to Oyster Pond Public beach (salt water), just a short stroll to Main Street dining or to watch Cape Cod Baseball League games or to see the... View all property information
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5 of 5 stars Reviewed 4 November 2014
My husband and I stayed here with a few other couples when we were in town for the wedding. There was plenty of place for everyone to sleep and have some privacy. There was...
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From
$5,255
Per Week
1 / 27
North Chatham
6 Bedrooms, 4 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Take advantage of booking this newly renovated and very desirable six bedroom, four bath home located in the exclusive area of Canon Hill. The new renovations scheduled for completion by early spring 2015 will boast a spacious new gourmet kitchen with stainless steel appliances, an enlarged dining... View all property information
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From
$234
Per Night
1 / 19
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3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
***OCT/NOV/DEC WEEKEND SPECIAL*** Early check in Friday. Late check out Sunday. $475 Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishings, washer/dryer and central air. After the beach, rinse off in the private outdoor shower... View all property information
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From
$117
Per Night
1 / 15
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This immaculate two-bedroom/one-bath cottage sleeps five and is cozy and affordable. It's located one-half mile from Cockle Cove Beach on warm Nantucket Sound. Situated on a quiet cul de sac with a nearby childrens playground, this property is protected and cooled by pine trees and salty breezes.... View all property information
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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
$1,168
Per Week
1 / 14
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy peaceful days, and restful evenings as you relax in our cozy, immaculately clean home. Nestled in a quiet, child-safe setting, you will find all the comforts of home with just a half-mile stroll to Forest Beach, and steps to tennis, basketball, and a small play scape. After a day at the... View all property information
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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
$701
Per Night
1 / 14
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor.... View all property information
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5 of 5 stars Reviewed 19 November 2014
We had an amazing time in Chatham. My family (wife and two young kids) greatly enjoyed all the activities the area had to offer. The townhome far exceeded our expectations. The...
5 of 5 stars Reviewed 20 October 2014
This was intended as a romantic getaway with my wife. The townhouse was simply spectacular, and it was truly a great location and with amazing views. It was peaceful, very...
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From
$269
Per Night
1 / 8
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Lovely, renovated and very clean. Two-full bath condo near Ridgevale Beach. Full kitchen and dining; private patio, air conditioning for bedrooms, comfortable furnishings, and child friendly. two full baths and washer and dryer. 3 HDTVs View all property information
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From
$701
Per Night
1 / 13
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
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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
$1,109
Per Week
1 / 11
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities. Enjoy beautiful sunsets as well as swimming and canoeing---and only be a short trip to the beach or Chatham center. The cottage features cathedral ceilings, a fireplace in the living room, new modern... View all property information
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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
$973
Per Night
1 / 37
9 Bedrooms, 5 Bathrooms, Sleeps 20
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Some fall days/weekends still available. Come to Chatham for Christmas & First Night (New Year's Eve) Celebration. We were fully booked this summer and are now taking reservations for next summer (2015)! Old Cape Cod……Wonderful in-town (on Main Street) Priscilla House of Chatham is a lovely... View all property information
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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
$250
Per Night
1 / 9
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Freshly painted Cape Cod home tucked just off of Route 28 near the Chatham/Harwich line. Very convenient location with a quick walk to two great restaurants, Forest Beach, and Pleasant Street Beach. House includes and ppen living/dining area, a first floor bedroom and sunroom, two upstairs... View all property information
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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
$300
Per Night
1 / 15
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Beach
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
0.1 mile from popular summer Nantucket Sound beach can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
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From
$350
Per Night
1 / 26
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Beach
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Pondside is a quaint and quiet nature-lover’s paradise! Close to town and beaches, this charming non-smoking home is situated on more than an acre of woodland between three picturesque kettle ponds. The house sits just fifty feet from one small pond that’s perfect for fishing and kayaking. Next... View all property information
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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
$321
Per Night
1 / 32
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
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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
$234
Per Night
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village. View all property information
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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
$467
Per Night
1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Our Pleasant Street home is a charming 3 bedroom, 2 bath year-round home which is located at 320 Pleasant Street in South Chatham and it can comfortably accommodate up to 8 people. It is only a 2 minute walk to Nantucket Sound, the warm water side of Cape Cod! There is no beach sticker required... View all property information
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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
$2,627
Per Week
1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
125 Wood Valley Road Ext This wonderful 4 bedroom 2 bath house is located at the end of a cul de sac and on the bike path! This home is 1 1/2 miles to town or a short walk to Whites Pond. Enjoy the spacious decks, outdoor shower, fire pit and game room equipped with a ping pong table and a foose... View all property information
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From
$1,284
Per Week
1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
ID# CCOVE30 Cockle Cove Beach is just 0.9 miles away from this light & bright Chatham Condominium located at Cockle Cove Ridge. The Chatham Village center is just 3 miles away for shopping, dining, Chatham A's baseball games, & the bandstand. The entry level of this 2 bedroom, 2 bath home features... View all property information
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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
$794
Per Night
1 / 34
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5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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About this property
Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for... View all property information
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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
$175
Per Night
1 / 6
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Garden
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
NEW: We have WiFi! Our lovely rustic Barn cottage ("The Barn"), in Chatham, MA is located in town, an easy walk to playgrounds, kid-friendly beaches, shops, baseball field (home of the Chatham Anglers), restaurants, golf course, tennis courts, bike trail, and more. Sleeps five (twin bed & trundle... View all property information
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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
$200
Per Night
1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Cape Cod Dreaming by the Beach - Perfect for families to share! Relax by escaping to our newly refurbished and decorated classic Cape Cod cottage, just a short walk, 4/10 of a mile, to sandy Pleasant Street Beach on Nantucket Sound. It is walkable to Forest Street and Red River Beaches. Swim,... View all property information
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From
$8,407
Per Week
1 / 20
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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  • ?
About this property
$7,200/week Peak Season (July 25 - August 22) $6,800/week More Peak Season (6/27, 7/4, 7/11, 7/18, 8/22 and 8/29) $5,000/week Off Season (week of June 20 and Sept 5) $4,300/week Off Season week of June 13 and Sept 12) $3,600/week Off Season (before June 13 and after Sept 19) Spectacular 3+... View all property information
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From
$613
Per Night
1 / 15
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
  • Wheelchair access
  • Elder access
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About this property
This lovingly restored Greek Victorian former bed and breakfast has 6 bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over from Nantucket many years ago to its present site. Amenities include a Wolf range, granite counter tops, dishwasher, 2 cable TVs... View all property information
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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
$2,335
Per Week
1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy this Chatham vacation home which has 3 bedrooms and 1.5 baths. You will only be 3/10ths of a mile from Harding's Beach and there's a sidewalk all the way from the property to the beach. There are all of the amenities you'll need for a great vacation including washer/dryer, dishwasher, three... View all property information
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4 of 5 stars Reviewed 12 September 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
$633
Per Night
1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on the Mill Pond. The Old Village is popular for its historic nature and architectural beauty. Witness beautiful sunset views from the patio. It is a short walk to Chatham Village (.2) and Lighthouse Beach (.3). Follow... View all property information
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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
$1,284
Per Night
1 / 28
Payment Protection
4 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
  • Wheelchair access
  • Elder access
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About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
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5 of 5 stars Reviewed 18 October 2014
The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
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
$1,401
Per Week
1 / 16
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEWER UPDATED HOME WITH LOVELY VIEWS OF STETSON COVE! Central air conditioning, wireless internet, family room with queen futon and cable televison! Alcove off the living room has a second television. First floor laundry room. House has lots of living space. Spacious, immaculate home with large... View all property information
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From
$1,314
Per Night
1 / 20
4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Paradise found on the shores of Eastward Point in Chatham! Luxury at its finest will surround you at every turn in this renovated, contemporary Cape Cod Vacation home offering central air and wireless internet. With over 4000 square feet, the open floor plan makes for easy living. Spectacular views... View all property information
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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
$467
Per Night
1 / 20
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Charming, fully renovated Sea Captain's home, located in downtown Chatham. Enter through the cozy porch directly into the gourmet kitchen with a granite counter breakfast bar and café table for a total seating of 8. Down the hall there are 2 spacious living areas offering several couches (one being... View all property information
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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
$367
Per Night
1 / 22
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset.... View all property information
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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
$274
Per Night
1 / 20
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
* * We are NOT accepting / booking / nor taking names for any 2015 summer weeks until maybe the end of MARCH, 2015. (we use the home for ourselves majority of the year) Thank you Available now thru January 4th... View all property information
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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
$3,386
Per Week
1 / 20
West Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SHORT WALK TO HARDINGS BEACH!! JUST A SIX MINUTE WALK (1/4 MILE) USING PRIVATE DEEDED PATH. Stroll to the beach in this lovely neighborhood without having to fight the crowds and traffic on busy roads. This immaculate four bedroom/three bath home has a true summer feel, very light and bright,... View all property information
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From
$4,904
Per Week
1 / 33
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ID #LAKE110 Lake front Vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. Heron Haven is a peaceful, spacious home in a dreamy lake front setting with many sought after features. This home sleeps 10 guests and boasts 4 living areas to spread out and relax. Living areas include... View all property information
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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
$1,401
Per Week
1 / 14
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry Similar Properties
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ENJOY PEACE AND TRANQUILITY AND PET FRIENDLY AS WELL! Property has deeded path in the neighborhood that leads to shortcut to Lovers Lake. Path from property goes behind neighborhood properties and leads to Northgate Road to Lover's Lake. Perfect spot for kayaks, canoes and paddle boats. Get out... View all property information
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3 of 5 stars Reviewed 18 August 2014
Loved the house but not the property management. We also missed the air conditioner in the master suite half the time although we were told we wouldn't need it. The ad reads...
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From
$1,693
Per Week
1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ID #BLUE16 Fabulous Chatham location! Just a short distance to Chatham Village, Aunt Lydia's Cove, Chatham Fish Pier, Chatham Bars Inn, and more! Charming 2.5 bedroom 1.5 bath home in tranquil neighborhood, only 5/10ths of a mile to Aunt Lydia's Cove for seal watching and to the best Fish market... View all property information
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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
$788
Per Night
1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Private Pool
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Contemporary Chatham vacation home with heated salt water gunite pool (It's like a bath of silk, doesn't burn the eyes, no issue with anyone's hair turning green, feels like you are in a bath of evian!) Just a short walk to Harding’s Beach (.3) - Chatham's most popular family beach! Just down the... View all property information
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From
$3,503
Per Week
1 / 19
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Lovely bright home with waterviews and central A/C in North Chatham Stunning, beautifully furnished and decorated home with central A/C and views of Pleasant Bay out to the Atlantic is located in a lovely area of North Chatham. This reverse floor plan home with the living areas on the second floor... View all property information
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