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Vacation Rentals in South Chatham, MA

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    Travelers to South Chatham are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 44
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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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    South Chatham, Chatham 02360
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2016 Rental Rate:INDEPENDENCE WEEK! $200/night July 1 to July 9 - minimum stay 4 nights. ALSO: July 9 to 23: $1700, per week. $2275 per week including the cleaning fee SPECIAL RATES FOR: Aug 27th weeks!! $2075 per week with cleaning included Off-Season: $1575 per week including the cleaning fee... View all property information
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    South Chatham, Chatham 02659
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2025 per week, including the cleaning fee June weeks: $1650 per week, including the cleaning fee Off-Season: $1475 per week, including the cleaning fee Nice, comfortable rental located in quiet South Chatham neighborhood near Forest Beach. Recently painted and updated,it is a... 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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    • Grill
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    SWEET HOME Sweet two bedroom plus den home in South Chatham about 8/10ths of a mile to Forest Street Beach. Sleeps 4. One queen and two twins. The den has a sleep sofa. A/C units in each bedroom. One bath with tub and shower. Outside shower off deck.WiFi. Summer rate $1050 weekly. Cleaning Fee... View all property information
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    South Chatham, Chatham 02659
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Newly Refreshed Cape Cod Vacation Rental home in Chatham has undergone a complete refresh with all new paint, new bathroom, kitchen, flooring, furniture and landscaping. Peak Summer Weekly Rates: last week of June until the first week in September: $1,600/week. Mini A/C Split in Living/Dining Area... View all property information
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    South Chatham, Chatham 02659
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Spacious Family Cape Cod Vacation Rental home with in ground pool and in-law apartment located in Chatham. A/C units in bedrooms and wifi access. Peak Summer Weekly Rates: last week of June until the first week in September: $2,900/week. Enter the home into a large living room with flat screen TV.... View all property information
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    South Chatham, Chatham 02659
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    1 / 15
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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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    South Chatham, Chatham 02659
    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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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2275 per week including the cleaning fee Off Season: ~~ $1850 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious 3 bedroom with large yard on cul-de-sac, with deeded rights to Taylor's Pond! This wonderful summer home offers several living... View all property information
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    South Chatham, Chatham 02659
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2016 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 / 8
    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
    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) $2,500-$3,400 A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (.6 mile)! Central air, WIFI, a... View all property information
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    South Chatham, Chatham 02659
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    2016 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 / 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
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This Cape Cod Vacation home Rental in Chatham is just yards out the back yard to Forest Road Beach. Peak Summer Weekly Rates: last week of June until the first week in September: $2,850/week. Central A/C 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
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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 / 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. $1150 per week in season. Please contact... View all property information
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    South Chatham, Chatham 02659
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rates ~ $1450 per week, including the cleaning fee Off-Season: $950 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
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    2016 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 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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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    South Chatham, Chatham 02659
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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
    1 / 34
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Take in views from almost every room at this updated Cape Cod Vacation Rental Home in Chatham. Peak Summer Weekly Rates: last week of June until the first week in September: $5500-$6,000/week. Small Dogs accepted. This home sits high on a hill overlooking both the Nantucket sound and the tidal... View all property information
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    South Chatham, Chatham 02659
    1 / 14
    5 of 5 stars (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. Email Dawn.Monkiewicz@raveis.com or call... View all property information
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    South Chatham, Chatham 02633
    1 / 1
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2016 Rental Rate ~ $2000 per week, including the cleaning fee Off-Season: $1700 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious 4 BR home on quiet street near Cockle Cove Beach. Lots of living space in this private and centrally located home. Minutes from bike... View all property information
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    South Chatham, Chatham 02659
    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    2016 Rental Rate: $2725 per week, including the cleaning fee Off-Season: $1925 per week, including the cleaning Spacious home in a quiet neighborhood in S. Chatham, with huge yard! This lovely home offers a nice big kitchen and living area, as well as a fabulous finished basement for the kids (and... View all property information
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    South Chatham, Chatham 02659
    1 / 1
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2675 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 / 1
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    2016 Rental Rates:SPECIAL RATE: July 9th week and July 16th week, save $100! $2050 with the cleaning fee included $2150 per week, including the cleaning fee No Off-Season~ This charming cottage is a short walk to the warm waters of kid-friendly Cockle Cove Beach so leave the car behind and forget... View all property information
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    South Chatham, Chatham 02659
    1 / 8
    9 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    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 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2016 Rental Rate: In Season, $3150 per week, including the cleaning fee Off-Season: $2375 per week, including the cleaning fee 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... View all property information
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    South Chatham, Chatham 02659
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    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 / 15
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    OWNER'S SPECIAL - Book before July 4th and get $200 off weekly rate! 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... View all property information
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    South Chatham, Chatham 02659
    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
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2016 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
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Quintessential 3 bedroom, 2 Bath Cape Cod Vacation Rental Home in Chatham Walk to beach--Updated-A/C units in Bedrooms- WIFI and lovely Outdoor dining. Peak Summer Weekly Rates: last week of June until the first week in September: $1500-$1800/week. Walk to Beach - just a half mile down the road!... View all property information
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    South Chatham, Chatham 02659
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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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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    South Chatham, Chatham 02659
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This 3 bedroom, 3 bath house is set in a lovely neighborhood. Tastefully decorated with new furniture, it's only 4/10ths of a mile to Cockle Cove Beach. The second floor is a master suite with it's own full bathroom and sitting area. Amenities include central AC, washer, dryer, dishwasher, cable TV... View all property information
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    South Chatham, Chatham 02659
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    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
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    Book now to take advantage of reduced rates for your stay through July 2nd, with only a three night stay required for stays through June 25th! 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... View all property information
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    South Chatham, Chatham 02659
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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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    South Chatham, Chatham 02659
    1 / 7
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • ?
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    • x
    About this property
    2016 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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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    This tastefully decorated 3 bedroom, 1 bath South Chatham vacation cottage is only 2/10ths of a mile to Forest Beach. There are two bedrooms on the first floor and an open floor plan with wood floors throughout. The additional bedroom is on the upper floor with a slider out to a deck. Relax on the... View all property information
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    South Chatham, Chatham 02569
    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Balcony
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    • x
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    About this property
    148 Stage Coach Drive, South Chatham -Property #79285 WEEKLY RATE REDUCED $600.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... View all property information
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    South Chatham, Chatham 02659
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • ?
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    • x
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    2016 Rental Rate: $3000 per week including the cleaning fee ~~Off-Season: $1700 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Fabulous Cape Cod beach rental located steps from Nantucket Sound with breathtaking views from the huge deck overlooking the marsh and the... View all property information
    Location Information
    South Chatham, Chatham 02633
    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
    Location Information
    South Chatham, Chatham 02659