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Vacation Rentals in South Chatham, MA

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    Travelers to South Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 45
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2017 Rental Rates: $2600 including the cleaning fee. Off-Season: $1700 including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Wonderful, light and bright summer home located just steps from Taylor's Pond, the Eel River and the warm waters of the Nantucket Sound. Even better, there is a... View all property information
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    South Chatham, Chatham 02659
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2017 Rental Rate: $2275 per week, including the cleaning Off season, $1575 per week, including the cleaning Wonderful, clean, and comfortable home located in the quaint village of South Chatham. Enjoy your afternoons at the beach and your evenings in the bug free screened porch ! Within a quick... View all property information
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    South Chatham, Chatham 02659
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2017 Rental Rate: In Season, $3175 per week, including the cleaning fee No Off-Season Weekly rentals from mid-JUNE to mid-SEPT Recently renovated three bedroom home with beautiful views of Red River Marsh and Nantucket Sound! Filled with new furnishings and appliances, this spacious home offers... View all property information
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    South Chatham, Chatham 02659
    1 / 15
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beautiful Chatham Get-away! Located on a sandy, dead end lane, this cottage is the perfect Summer get-away. A large screened in porch fronts the cottage and is the perfect place for meals or evening game nights! Beautiful pine floors extend throughout the open floor plan. The living room has a... View all property information
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    South Chatham, Chatham 02659
    5 of 5 bubbles Reviewed September 4, 2016
    As a first time traveller to Cape Cod this cottage was everything I imagined ! Beautifully decorated and everything you required . My family loved it and we had great fun playing...
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    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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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    South Chatham, Chatham 02659
    1 / 12
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $1675 per week, including the cleaning fee Off-Season: $775 per week, including the cleaning fee Light and bright 4 bedroom home on quiet cul-de-sac in South Chatham. Comfortable furnishings throughout. Large upstairs bedrooms offer extra seating space too! Nice back deck off the... View all property information
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    South Chatham, Chatham
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This gorgeous sprawling home on 3 acres is surrounded by 50 acres of conservation land. It is extremely private, very quiet, has its own pond, and plenty of space for sunbathing and outside play, large, expansive decks, lots of room for entertainment inside and out. It is completely equipped with... View all property information
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    South Chatham, Chatham 02659
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    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Beautiful new condominium nestled on tranquil Perch Pond, located just a half mile from down town Chatham. This unit boast all the amenities of luxury living. Central A/C, gas fireplaces and granite tops to name a few. Spend your afternoons relaxing on the back deck overlooking the pond after a... View all property information
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    South Chatham, Chatham 02633
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Newer Custom Cape Cod Vacation Rental home that is walk to beach in Chatham sleeping 9. Peak Summer Weekly Rates:  (last week of June until the first week in September) $3,400 A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (0.6 mile)! Central air, WiFi, a... View all property information
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    South Chatham, Chatham 02659
    1 / 22
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    0.1 mile from a 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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    South Chatham, Chatham 02659
    5 of 5 bubbles Reviewed July 11, 2016
    We absolutely loved our stay at this charming seaside home, it feels like someones primary residence not a rental. The home is bright, open and beautifully appointed, plenty of...
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    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Lovely home with a/c near Ridgevale Beach RIDGEVALE BEACH 7/10 of a mile on Nantucket Sound!! Comfortably sleeps 10!! Cape Cod Bike Trail 8/10 of a mile away. Located at the end of a cul-de-sac and approximately 2 miles to the Village of Chatham for great dining, shopping, Cape Cod League Baseball... View all property information
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    South Chatham, Chatham 02659
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Roll out of bed and onto the shore of one of the most beautiful beaches on Cape Cod! Hardings Beach is miles of fun, family friendly, coastline and this beautiful classic turn of the century Chatham rental house is located less than 3 minutes walk to the sand! This charming turn of the century... View all property information
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    South Chatham, Chatham 02633
    1 / 21
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Great views of Nantucket Sound from this 3 bedroom, 2.5 bathroom Chatham cottage. This is a newer house with multiple furnished decks and balconies as well as a covered porch and is just a stones throw to a semi-private beach on Nantucket Sound. The master bedroom is detached from the main house,... View all property information
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    South Chatham, Chatham 02659
    5 of 5 bubbles Reviewed September 13, 2016
    We stayed in this beautiful multi-level immaculate home and enjoyed every bit of it: from the wonderful, spacious, modern kitchen with it's many windows facing the ocean, to the...
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    1 / 1
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    62 PATUXET TRAIL Sweet cottage close to Cockle Cove Beach in South Chatham. Sleeps 5. First bedroom 1 Double, 2nd bedroom 2 twins, 3rd bedroom 1 twin. $950 off season and $1200 in season * $100 Handling Fee * choice of $55 Damage Insurance or $350 Security Deposit Please contact Courtney... View all property information
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    South Chatham, Chatham 02633
    1 / 14
    4 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your Chatham vacation in this 3 bedroom, 2 bathroom house that is only 2/10th of a mile from Pleasant Street Beach on Nantucket Sound. This traditional Cape home features two bedrooms on the first floor and 2 bedrooms on the 2nd floor. The living room and kitchen lead to a second light and... View all property information
    Location Information
    South Chatham, Chatham 02659
    4 of 5 bubbles Reviewed September 4, 2016
    we were searching in a limited area....this fit all of our requirements....4 sleeping areas, large living space, not on main road, quick walk to the beach(car not needed...
    4 of 5 bubbles Reviewed August 19, 2016
    Location was very good; close to beach, restaurants and mostly centered to other towns on the cape. Home was clean and easily accommodated our family of 5. Kitchen was stocked...
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    1 / 8
    5 of 5 bubbles (2) Excellent
    9 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Waterfront
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    About this property
    Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1.3 acres in Chatham overlooking Nantucket Sound.... View all property information
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    South Chatham, Chatham 02659
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Yes, the price is low but that's why so many customers have come for decades! <BR>Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining?<BR><BR>Well, then...Pleasant Forest Shores just may be the... View all property information
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    South Chatham, Chatham 02659 1525
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    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This rental is a comfortable 3 bedroom, 2 bath that sleeps 8. It sits on a pretty lot with a big backyard just 7/10th of a mile to Forest Beach in Chatham. A sunporch off the kitchen is great for that morning cup of coffee and the large deck has a gas grill for evening barbeques. The kitchen is... View all property information
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    South Chatham, Chatham
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Charming 3 bedroom, 1 bath cottage with views of Nantucket Sound from the rooftop deck. There is a good sized backyard and Forest Beach is just 3/10ths of mile away. Amenities include a window AC unit in each bedroom, cable TV (with basic cable only; no NESN, ESPN, Weather Channel, etc.) with a DVD... View all property information
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    South Chatham, Chatham 02659
    1 / 15
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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
    Location Information
    South Chatham, Chatham 02659
    4 of 5 bubbles 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 bubbles 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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    1 / 30
    4 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Brand new custom built beauty in South Chatham with water views (linens included) NEW Listing for 2017! (More photos to come soon!) Peak Summer Weekly Rates: $6,400 - $7,300 (Rents Saturday to Saturday during peak season) Be among the first to vacation at this wonderful custom-built home in South... View all property information
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    South Chatham, Chatham 02659
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This 4 bedroom, 2.5 bathroom home in South Chatham has plenty of space inside and out. There is a sunken dining room off the main living room that opens to a furnished patio with gas grill. A second living space on the lower level has a TV, foosball table, half-bath, wet-bar area, two sleep-sofas... View all property information
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    South Chatham, Chatham 02695
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    2017 Rental Rate: $2275 per week, including the cleaning fee Off-Season (June only): $1675/wk including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Located in a quiet neighborhood, 1/4 mile from Forest Beach. Charming home with a comfortable living room. Bright & spacious sun room... View all property information
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    South Chatham, Chatham 02659
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Come enjoy our spacious 3-bedroom, 2.5 baths home that is just a short walk to Forest Beach and the warm waters of Nantucket Sound. Our home is located on a quiet lane 0.4 mile to the beach, 0.5 to the Cape Cod bike trail, and less than 4 miles to shopping and eating in quaint Chatham Center and... View all property information
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    South Chatham, Chatham 24151
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Yes, the price is low but that's why so many customers have come for decades!<BR>Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining?<BR><BR>Well, then...Pleasant Forest Shores just may be the... View all property information
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    South Chatham, Chatham 02659 1525
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    2017 Rental Rate: $3625 per week, including the cleaning fee No Off-Season Wonderful waterfront home, right on Taylor's Pond! This spacious home is light and bright, filled with upscale furnishings, colorful decor, and offers a private, peaceful setting in South Chatham. The open floor plan... View all property information
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    South Chatham, Chatham 02659
    1 / 14
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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. Please contact Courtney Blankenship at... View all property information
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    South Chatham, Chatham 02633
    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Cape Cod Vacation home rental in Chatham is just yards out of the back door to Forest Beach. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,850/week. Central AC for those hot summer nights. You can smell the salt water from this ranch-style home with four... View all property information
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    South Chatham, Chatham 02659
    1 / 25
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Lovingly renovated in winter 2013 and designed by a New York couple, this 4-bedroom, 3-bathroom colonial saltbox home evokes the style and taste of classic Americana, decorated with vintage finds and unique antique pieces. Whether you’re on a family vacation, couples getaway, or a reunion with... View all property information
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    South Chatham, Chatham 02659
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Yes, the price is low but that's why so many customers have come for decades!<BR>So wanting for a nice clean quiet apartment unit close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining?<BR> <BR>Well, then...Pleasant Forest Shores just... View all property information
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    South Chatham, Chatham 02659 1525
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come enjoy this lovely 3 bedroom, 2 bathroom ranch-style home in South Chatham. This lovely home is just a 5 minute drive to Cockle Cove beach, as well as restaurants and shops in the East Harwich and Chatham area. The house consists of three bedrooms all on the same floor. This first bedroom has a... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2017 Rental Rate: $2775 per week, including the cleaning fee Off-Season: $1175 per week, including the cleaning Weekly rentals from mid-JUNE to mid-SEPT Lovely, updated condo with water-views of the Nantucket Sound. Light and bright with comfy upscale furnishings. Located on a quiet side street in... View all property information
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    South Chatham, Chatham 02659
    1 / 8
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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. $1000 per week * $100 Handling Fee * Choice of... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Spacious and clean colonial style home. Conveniently located to the Cape Cod Rail Trail (paved bike path), beach, and quaint villages for summertime enjoyment. This spacious, open home offers a large eat-in-kitchen with granite counters and an open family room area. The family room has a wonderful... View all property information
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    South Chatham, Chatham
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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. $925 per week in season plus $60 handling fee & Either $55 vacation rental damage fee OR $500... View all property information
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    South Chatham, Chatham 02646
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to Sea Mist! Spacious Cape Cod Beach House with Central AC and WiFi. Steps to the ocean with deeded access to private beach. ​ Peak Summer Weekly Rates:  last week of June until the first week in September: $3,000-$3,200/week. Special deal $1275 off season! Relax and unwind at this 3... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    2017 Rental Rate: $1650 per week including the cleaning fee. This is a FRIDAY TO FRIDAY RENTAL. ~~ Off-Season: $1250 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Adorable, updated rental located on a quiet street in South Chatham. New furnishings and fresh paint make... View all property information
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    South Chatham, Chatham 02669
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Only half a mile to Pleasant Street Beach! Pack your bag and escape to this great vacation spot! Close to not only popular Pleasant Street Beach but also restaurants and shopping as well as the Cape Cod Rail Trail, this location is ideal for those wanting to experience all this area has to offer!... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our highly rated & reviewed 3 bedroom 1 & 1/2 bath home is nestled on a quiet side street just 3/10 tenths of a mile from one of the best beaches in Chatham...Forest Beach. Our comfortable home is 1100 square feet; and is updated & modern with Air Conditioning, Wi-Fi & a 50'' LCD TV... yet it... View all property information
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    South Chatham, Chatham 02659
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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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    South Chatham, Chatham 02659
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    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    Cape cod home on the shores of South Chatham. The main floor constists of an eat in kitchen, living room / dining room with three picture windows, a brick fireplace, a four window reading room facing the ocean, and a full bathroom with an accessable shower. The upstairs sleeping area has a master... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rates ~ $1450 per week, including the cleaning fee Off-Season: $1150 per week, including the cleaning fee Beautifully remodeled home located in a quiet neighborhood with a great central location! Enjoy the quiet surroundings during your vacation in Chatham and stay comfortable with this... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This 3BR,2BA S Chatham home (sleeps 8) offers beautiful views of the river and marsh, plus a location steps away from family-friendly Cockle Cove Beach and a short drive from dozens of popular Cape destinations. INSIDE THE HOUSE Park in the driveway and enter through a front door into the main... View all property information
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    South Chatham, Chatham 02659
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Private Yard
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    Fabulous opportunity to rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28. Forest Street Beach on Nantucket Sound, a little piece of heaven, just 5/10th's of a mile, +/- down the street. This charming, upscale beach house has been beautifully updated... View all property information
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    South Chatham, Chatham 02659
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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    South Chatham, Chatham 02659
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    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    South Chatham, Chatham 02659
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Location Information
    South Chatham, Chatham 02659
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