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Vacation Rentals in South Chatham, MA

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All 32 Rentals in South Chatham
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$85
/ Night
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1 / 9
2 Bedrooms / 1 Bathroom / Sleeps 4
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$95
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1 / 14
3 Bedrooms / 1 Bathroom / Sleeps 6
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$59
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1 / 17
1 Bedroom / Sleeps 2
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$243
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1 / 11
2 Bedrooms / 1 Bathroom / Sleeps 4
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  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
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From
$257
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1 / 15
3 Bedrooms / 1 Bathroom / Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
  • Water Views
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
$114
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1 / 21
2 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children’s books and videos,... View all property information
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From
$100
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1 / 15
5 of 5 stars (6) Excellent
2 Bedrooms / 1 Bathroom / Sleeps 5
Overview Reviews (6) Make Inquiry
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 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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$7,500
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1 / 24
4 Bedrooms / 3 Bathrooms / Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • 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
Brand new waterfront rental home in Chatham on beautiful Nantucket Sound. Custom 4 bedroom 3 bath house with panoramic views of Nantucket Sound, Monomoy Island and Stage Harbor Light. Enjoy the view on both the first and second level decks (second floor deck is off of the upstairs bedroom). The... View all property information
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$3,600
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1 / 21
3 Bedrooms / 3 Bathrooms / Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Great views of Nantucket Sound from this 3 bedroom 2.5 bathroom Chatham cottage. This is a brand new house with multiple furnished decks and balconies as well as a covered porch. You'll have all the amenities you'll need including washer/dryer, dishwasher, central a/c, multiple TVs with expanded... View all property information
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From
$600
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1 / 16
4 Bedrooms / 4 Bathrooms / Sleeps 10
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Fabulous views of Nantucket sound are the focus of this newer home. Built in 2000, it sits at the end of a quiet dead end street overlooking an amazing view of nature, ocean and sky. From every window see Nantucket Sound, Hardings Beach and Stage Harbor Lighthouse. The house has an open floor... View all property information
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From
$1,250
/ Week
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1 / 14
5 of 5 stars (1) Excellent
2 Bedrooms / 1 Bathroom / Sleeps 6
Overview Reviews (1) Make Inquiry
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
  • ?
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About this property
15 Bobbies Lane CHATHAM Cottage is charming and updated. Located in South Chatham. Central A/C, convenient to shopping, beaches, and golf. Only 1/2 mile to Nantucket Sound. Screened in Porch, WiFi, 1 Queen, 2 singles and 2 Queen Sofa beds. Sleeps 6. Email Dawn.Monkiewicz@raveis.com or call... View all property information
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From
$750
/ Week
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1 / 12
3 Bedrooms / 2 Bathrooms / Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
CHARMING RENTAL THAT IS REASONABLY PRICED! Located on a great little side street....short drive to Nantucket Sound beaches, freshwater Schoolhouse Pond and grocery store. This three bedroom/two bath home offers a master bedroom with private bath, One portable air conditioning unit in the master... View all property information
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From
$228
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1 / 6
3 Bedrooms / 2 Bathrooms / Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
This Cape Cod Ranch style vacation home in Chatham is undergoing a complete refresh inside and out --ready for Summer 2015 with all new paint, bathroom, decor, flooring inside and new landscaping with new outdoor shower, patio and dining outside. NEW PICS COMING SOON! Be the first to book! This... View all property information
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From
$3,200
/ Week
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1 / 21
5 Bedrooms / 5 Bathrooms / Sleeps 11
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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
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
148 Stage Coach Drive, South Chatham -Property #79285 Beautiful spacious 5BR/4.5BA located in South Chatham. Convenient to shopping, golf and movies. Close to beach, 1.3 miles. Main level has large open kitchen and dining area, office, sunroom, seating area with fireplace and master bedroom with... View all property information
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From
$2,500
/ Week
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1 / 20
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Enjoy this quintessential 3BR/2BA Cape style home just an easy stroll to Nantucket Sound, short drive to Box Office Cafe for your morning coffee, or Pisces Restaurant to enjoy a nice evening of dining. Situated in a very private setting this spacious home with 2000 square feet of living comes with... View all property information
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From
$1,950
/ Week
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1 / 8
4 Bedrooms / 2 Bathrooms / Sleeps 8
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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
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
36 Pine Tree Road This cozy 4 bedroom, 1.5 bathroom house is closely located to Pleasant Street Beach, Forrest Beach and Mill Creek. Bring your family kayaking off of Mill Creek Landing, only a short walk away from the house. This classic Cape home features newly renovated hardwood floors, an... View all property information
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From
$450
/ Night
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1 / 34
4 Bedrooms / 3 Bathrooms / Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Take in views from almost every room at this updated Cape Cod Vacation Rental Home in Chatham. This home sits high on a hill overlooking both the Nantucket sound and the tidal marsh with its natural wildlife. Enjoy spacious outdoor decks with all around views of the ocean and it is a short walk to... View all property information
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From
$2,375
/ Week
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1 / 15
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Spacious 3 bedroom with large yard on cul-de-sac! Sunny and breezy rental property with plenty of living space. Close to Cape Cod Rail/Bike Trail. Large air conditioned famly room/dining room, opens to a fully equipped kitchen with new stove, microwave and eat-in area. Sunny, comfortable living... View all property information
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From
$1,200
/ Week
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1 / 15
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
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
Wonderful Home, close to the Cape Cod Bike Trail and Nantucket Sound Beaches! Charming 3BR/2BA Cape style home in Chatham. Conveniently located to the Cape Cod Bike Trail and less than 1.5 miles to Forest St. Beach on Nantucket Sound. Main level includes living area, updated fully equipped kitchen,... View all property information
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From
$3,000
/ Week
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1 / 23
5 Bedrooms / 2 Bathrooms / Sleeps 9
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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
The Avenues;, a very desirable, popular summer area with a private association beach area on a tidal salt water inlet. The house has recently had renovations. Freshly painted, floors refinished, nicely appointed and furnished. Very large lot, large front porch, a.c. units in some rooms. 1 Queen... View all property information
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From
$1,200
/ Week
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1 / 18
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SIMPLY ADORABLE! Updated rental property located at the end of a quiet cul-de-sac. Two minute walk to bike trail access (no need to drive to get on the bike path) and 9/10's mile to beautiful Nantucket Sound - Cockle Cove Beach area. Cozy and comfortable with many new furnishings and so many... View all property information
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From
$1,800
/ Week
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1 / 15
4 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
THIS IMMACULATE HOME HAS SO MUCH TO OFFER! It is very light and bright, well maintained and full of charm! Portable air conditioning units for each bedroom, wireless internet access and new flat screen television above the mantle in the living room plus another television in one of the bedrooms.... View all property information
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From
$325
/ Night
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1 / 20
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pet Friendly. Seaside Cape Cod Vacation Rental vacation home in Chatham with stunning views of the ocean, accommodates 6-8 guests. Relax on the living area and enjoy the flat screen TV. There is an A/C unit on the main floor to keep you cool and WIFI to keep you connected. Just around the corner is... View all property information
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From
$407
/ Night
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1 / 20
4 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This Cape Cod Vacation home Rental in Chatham is just yards out the back yard to Forest Road Beach. Central A/C for those hot summer nights. You can smell the salt water from this ranch style home with four bedrooms, two baths and an outstanding family room.Small crib with sheets & a bumper... View all property information
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From
$950
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1 / 11
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
DEEDED RIGHTS TO TAYLORS POND AND SHORT DRIVE TO NANTUCKET SOUND BEACHES! Tastefully furnished ranch style home with wireless internet, 3 bedrooms, 2 baths, hardwood floors, open floor plan, nice kitchen! Nice deck to enjoy outdoor dining and relaxing after a day at the beach, with wooded setting... View all property information
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From
$2,800
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1 / 13
4 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
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 4 bedroom home less than 300 yards from Forest Beach on Nantucket Sound! Charming 4 bedroom, 2 bath home just 300 yards to Forest Beach on Nantucket Sound! A very comfortable one level home featuring central air conditioning, two separate living areas, a renovated kitchen and a lovely patio... View all property information
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From
$2,150
/ Week
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1 / 16
4 Bedrooms / 2 Bathrooms / Sleeps 10
Overview Make Inquiry
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
  • ?
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About this property
Lovely home with a/c near Ridgevale Beach RIDGEVALE BEACH 7/10 of a mile on Nantucket Sound!! Comfortably sleeps 10!! 1st Floor bedroom with Queen bed. Cape Cod Bike Trail 8/10 of a mile. Located at the end of a cul-de-sac and approximately 2 miles to the Village of Chatham for great dining,... View all property information
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From
$850
/ Week
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1 / 18
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
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
  • ?
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About this property
Address: 50 Cockle Cove Ridge, South Chatham -Property ID: 95538 This nicely kept South Chatham Condo is located in the Cockle Cove Ridge complex---right off of Route 28 and just under a mile to Cockle Cove Beach on Nantucket Sound. The first floor offers a living room and an eat-in kitchen. Slider... View all property information
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1 / 15
4.5 of 5 stars (2) Very good
Studio / 2 Bathrooms / Sleeps 5
Overview Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
p>Cockle Cove Beach is just 0.9 miles away from this light & bright Chatham Condominium located at Cockle Cove Ridge. The Village center is just 3 miles away for shopping, dining, Chatham A's games, & the bandstand. The entry level features the living room with AC unit, 42” TV, a DVD player & Wi-Fi... View all property information
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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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1 / 31
4 Bedrooms / 4 Bathrooms / Sleeps 10
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
2K,8Tw Superb Chatham location in Retreat style setting, this expansive home accommodates up to 10 guests in delightful comfort. This exceptional home set on 2.4 acres with pond views and pond access, lush yard with adventurist zip-line, seating surrounded fire pit, basketball court, and two... View all property information
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1 / 8
2 Bedrooms / 1 Bathroom / Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Property ID: 107883 / Key #: 107883 / Property Name: 77 Bayview Road 2 bedroom, 1 bath home in South Chatham, sleeps 4. First bedroom has a double bed and second has 2 twins. WIFI and outdoor shower. $900 per week in season plus $60 handling fee & $55 vacation rental damage fee. Please call... View all property information
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1 / 8
3 Bedrooms / 1 Bathroom / 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
  • ?
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About this property
19 Glendon Way, S. Chatham Casual knotty pine summer cottage just 1/2 mile to Pleasant Street Beach. This 3BR/1BA single level cottage is located in a nice quiet neighborhood of South Chatham. Convenient to shopping - just a 10 minute drive into town. $1150 per week in season. Please view our... View all property information
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