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House Rentals and Beach Rentals in Chatham, MA

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    Travelers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    2016 Rental Rate: $1800 per week, including the cleaning fee ----Off Season: $1000 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Cute 3 bedroom ranch, walking distance to town and Oyster Pond. A great new 2nd family room just finished in the lower level! No deck, but... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Less than a mile from Chatham Village this 4 bedroom, 3 bathroom rental home has all the comforts of home. The master bedroom and a second bedroom with 2 twins are located on the 1st floor. The other two bedrooms and a bathroom are located on the second floor. Amenities include central AC, washer,... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is a terrific, newer, bright 3 bedroom, 2 full bathroom Chatham rental home situated within only 2/10ths of a mile to the popular Ridgevale Beach. This home is nicely decorated with newer, tasteful furnishings. Amenities include washer, dryer, dishwasher, cable TV (including sport and weather)... View all property information
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    Chatham, Cape Cod 02633
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Experience Cape Cod living at our 4-bed, 2-bath Chatham vacation rental in a quiet, quaint wooded neighborhood. Hop on your bike (or into the car) and be at the beach or downtown Chatham in minutes! The home’s wooded deck/backyard and its finished basement—with a pool table, foosball, playroom and... View all property information
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    Chatham, Cape Cod 02633
    1 / 27
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Luxury Chatham Home, Water Views, Private Beach Peak Summer Weekly Rates: $5,650-$6,050The home is set in a private neighborhood with tranquil views of Pleasant Bay and a one minute walk to a private association beach. Inside, the home is clean and modern with an open floor plan, 2 flat screen... View all property information
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    North Chatham, Chatham 02650
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    2016 Rental Rates: $5250 per week, including the cleaning fee FRIDAY TO FRIDAY Rental. ~~ Off-Season: $2750 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Gorgeous beach house on a quiet street just steps to Ridgevale Beach! 'Beachy' decor and furnishings throughout!... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spend your beach vacation in this 3 bedroom, 3 bath Chatham home on Mill Creek in a pleasant neighborhood. Relax on the expansive decks overlooking Mill Creek and Nantucket Sound. You can launch a kayak to paddle into Nantucket Sound right from the dock on the property. It's only .5 mi to Cockle... View all property information
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    Chatham, Cape Cod 02659
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and picnic area just... View all property information
    Location Information
    Chatham, Cape Cod 02669
    South Chatham
    3 Bedrooms, 1 Bathroom, 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, 3 Bathrooms, Sleeps 9 | Quick View
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    2016 Rental Rate: $4400 per week, including the cleaning fee ~~No Off-Season~~ Lovely home in the heart of Chatham Village! This beautiful home, filled with upscale furnishings, is a wonderful family rental in the perfect location. Walk out your front door and your are IN TOWN! Just steps to all... View all property information
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    Chatham, Cape Cod 02633
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2016 Rental Rate: $4150 per week including the cleaning fee ~~ No Off-Season Weekly rentals from mid-JUNE to mid-SEPT Lovely home right on Main Street near Lighthouse Beach. Awesome location! Filled with upscale furnishings and gorgeous water views of the ocean from both decks! Large kitchen, as... View all property information
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    Chatham, Cape Cod 02633
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Enjoy in-town living. This bright two bedroom, two bath condo is a short walk to town, golfing, tennis, beaches and Chatham A's baseball games. This second level corner unit features a bright living room with eat-in dining room, kitchen and sliding doors to a walk-out balcony. The furnishings give... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Charming cape-style pet friendly home close to all that the village has to offer. PET FRIENDLY charming cape-style home close to all that the village has to offer. Close to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. Enclosed outdoor shower and patio with outdoor dining- 4... View all property information
    Location Information
    Chatham, Cape Cod 02633
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
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    North Chatham, Chatham 02650
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our Cranberry Way home is a charming 2 bedroom, 2 bath (one new) year-round home which is located at 47 Cranberry Way in South Chatham and it can comfortably accommodate up to 6 people. It is only 0.6/mi. to Nantucket Sound, the warm water side of Cape Cod! It is a pet-friendly home (with an... View all property information
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    Chatham, Cape Cod 02659
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    South Chatham
    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
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    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Classic old-style Cape Cod home overlooking Chatham Harbor with private stairs leading down to Lighthouse Beach. SUNDAY arrival and departure this Classic old-style Cape Cod living in a simply spectacular location. This 4 bedroom home inside the Old Village Historic District overlooks gorgeous... View all property information
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    Chatham, Cape Cod 02633
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy your summer vacation in this charming 3 bedroom, 2 bath home that is located 7/10ths of a mile to Nantucket Sound beaches and just 2/10ths of a mile to Mill Creek which is great for kayaking and canoeing into Nantucket Sound or Taylor's Pond. Amenities include central AC, washer, dryer,... View all property information
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    Chatham, Cape Cod 02659
    1 / 1
    South Chatham
    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
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    This rental property boasts both a main house and fully equipped cottage, great for extended family or friends. The main house has 3 bedrooms and 1 full bath. Amenities include central AC on the first floor and window AC units in the upstairs twin bedroom, washer, dryer, dishwasher, TVs with... View all property information
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    Chatham, Cape Cod 02659
    1 / 26
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Sophisticatedly furnished and well maintained 3BR/2BA Cape style home accessible to Pleasant Street Beach. All rooms are nicely appointed with your comfort in mind. Spacious living throughout, a fully equipped new granite kitchen, gas range, and stainless appliances. Dining area open to beautiful... View all property information
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    South Chatham, Chatham
    1 / 7
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    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
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2016 Rental Rate: $3975 per week including the cleaning fee No Off Season Classic Cape walking distance to Harding's Beach; the entire family can handle the quick walk down to popular, kid-friendly Hardings Beach. This home has six air conditioning units as well as high speed internet. A giant... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    This light and bright 3 bedroom, 2 bath ranch cottage is right across the private way from White Pond, a large fresh water pond. There is a private, fully fenced-in back yard with deck and patio, gas grill and enclosed shower. Amenities include central AC, cable TV (includes sports and weather),... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2016 Rental Rate: $2075, including the cleaning fee Off-Season $1575 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight,... View all property information
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    Chatham, Cape Cod 02633
    1 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    2016 Rental Rate: $2000 per week including the cleaning fee ~~ Off-season $1600 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming home located in terrific central area of North Chatham. Walk to Ryder's Cove boatyard. Beautifully landscaped, fenced-in, private... View all property information
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    Chatham, Cape Cod 02633
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    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    195 Cedar Street Chatham - ID# 106000 Location, location, location! Only a half mile to the beach at Oyster Pond and 3/4 mile to the Village of Chatham. Located on the Chatham Loop, a great walking/jogging/biking route. Wonderful newly renovated home including a fabulous new kitchen with sunny... View all property information
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    Chatham, Cape Cod 02633
    1 / 8
    South Chatham
    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 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2175 per week, including the cleaning fee ~~Off-season: $1525/wk, including cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely updated cottage located in the popular Harding's Hills neighborhood. Spacious master bedroom with cathedral ceiling and private bath. The... View all property information
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    Chatham, Cape Cod 02633
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Schoolhouse Pond just 1/10 mile! Charming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach--perfect for freshwater beach lovers. First floor offers open kitchen / living area with wall AC unit and one first floor queen bedroom with a ceiling fan. Second floor has three bedrooms... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $3900 per week with the cleaning fee ~~ No Off-Season~~ Lovely home on quiet street near town. Featuring a renovated kitchen, upscale furnishings and an awesome location, this is a perfect Chatham summer rental. New spacious sunroom addition, with screened-in porch attached! Both... View all property information
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    Chatham, Cape Cod 02633
    1 / 19
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham rental home close to downtown Chatham, Oyster Pond, and Clafflin Landing. There is a spacious and private landscaped yard great for lawn games and barbeques. The kitchen has been updated with granite counter... View all property information
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    Chatham, Cape Cod 02633
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    6 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Waterfront cottage on Nantucket Sound. Enjoy the spectacular location and panoramic waterviews from this 6 bedroom, 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to... View all property information
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    Chatham, Cape Cod 02659
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    155 LIME HILL ROAD CHATHAM Large and lovely 4 bedroom home built to a very high standard. Just a short distance to Chatham Village and all it has to offer. Beautiful yard and grounds, this home is a joyful place in the summertime. Offering 4 comfortable bedrooms, a generous kitchen and central... View all property information
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    Chatham, Cape Cod 02633
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    New for the 2015 season and located in the desirable Ridgevale Beach area of Chatham. This bright and airy home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of... View all property information
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    West Chatham, Chatham 02633
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    South Chatham
    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
    1 / 11
    4.5 of 5 stars (10) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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 at the lake---and only be a short trip to the beach or Chatham center. The cottage features cathedral ceilings, a fireplace in the living... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed August 26, 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 April 22, 2014
    April is a wonderful time of year to visit the Cape, and Helene's cottage suited our needs perfectly. This compact and clean cottage felt very ample and roomy for the 2 of us, and...
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This charming Cape Cod style home is an attractively-furnished 6 room, 3 bedroom, 2 bath home that is only a 2 minute walk from the Pleasant Street Beach, for which a sticker is not required. It has a rooftop deck with a lovely view of Nantucket Sound and is only 3 miles from downtown Chatham with... View all property information
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    Chatham, Cape Cod 02659
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2016 Rental Rates~~$3175, including the cleaning fee Off Season~~$2175 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Gorgeous, updated rental with tons of open living space. This is a great beach rental, within 1/2 mile to Ridgevale Beach. Terrific family neighborhood... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    454 Training Field Road CHATHAM Lovely updated 3 bedroom home in close proximity to Pleasant Bay and Jackknife Cove beach. Just a few minutes drive to the quaint downtown village of Chatham. This home rents for $1600 per week in season. All rates plus $60 Handling Fee and $55 Vacation Damage... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy this comfortable, classic 2 bedroom, 1 full bath Cape beach cottage less than 2/10ths of a mile to popular Ridgevale Beach. Window AC units in the dining room/kitchen area and the queen bedroom cool the house nicely. Other amenities include washer, dryer, dishwasher, microwave, cable TV... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 the best Fish... View all property information
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    Chatham, Cape Cod 02633
    4 of 5 stars Reviewed June 26, 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...
    4 of 5 stars Reviewed September 12, 2012
    The house was in a lovely quiet area of Chatham, within walking distance to downtown. It was spacious and clean and certainly met our needs. Dealing with Cape Cod Rentals was a...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This adorable 3 bedroom 1.5 bathroom Chatham vacation cottage has views of the Cockle Cove salt marsh and is just steps to Cockle Cove beach on Nantucket Sound. Amenities include two window AC units (one in the living room and one in the bunk bed room), cable TV (includes sports and... View all property information
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    Chatham, Cape Cod 02659
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy the spectacular location and panoramic waterviews from this 4 bedroom, 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to the water's edge. This property has... View all property information
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    Chatham, Cape Cod 02659
    1 / 11
    3 of 5 stars (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    This Chatham cottage has a cozy, comfortable living /dining area and three bedrooms. There is a large, sunny deck with table and chairs for outdoor dining and a picnic table on the shady side of the house. The two dedicated parking spaces make for easy parking. It is a short walk to beautiful... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed July 7, 2015
    This traditional yet very spacious Cape Cod cottage is perfectly situated in a quiet neighborhood on an lightly traveled road. It is a most pleasant five minute walk from the...
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