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House Rentals and Beach Rentals in Chatham, MA

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    1 / 29
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 31
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Pet Friendly! Nothing beats this luxury 4 bedroom, 4.5 bath Vacation Rental located in the heart of Chatham's historic village!! Whether you are soaking in the hot tub on the private patio or enjoying an outdoor shower after you've come home from Lighthouse or Andrew Harding's Lane beach - you will... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed May 1, 2014
    My Husband and I along with 3 other couples enjoyed a long weekend in this beautiful home. We thoroughly enjoyed the downstairs entertainment room with the pool table, movie...
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Spend your Cape Cod vacation sunbathing by the pool at this 3 bedroom, 2 1/2 bath Chatham vacation rental home. This home is located at the end of a cul-de-sac just 3/10ths of a mile from Pleasant Street Beach and Forest Beach on Nantucket Sound. The pool is surrounded by a spacious, grassy back... View all property information
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    Chatham, Cape Cod 02659
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2016 Rental Rate: $1775 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Here is a great deal!! Clean and spacious 3 bedroom, home that sleeps 8 people comfortably, with plenty of room to spread out. This centrally located home is convenient to the bike trail, South... View all property information
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    Chatham, Cape Cod 02633
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Spend your vacation in this newer 4 bedroom, 3.5 bath Chatham rental home situated 3/10ths of a mile to Pleasant Street beach on Nantucket Sound. This home boasts nearly every possible amenity including central AC, washer, dryer, dishwasher, cable TV (includes sports and weather), DVD, Wi-Fi,... View all property information
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    Chatham, Cape Cod 02659
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    About this property
    Swim, fish, bike or just plain relax at this comfortable retreat in Chatham. In a quiet, wooded setting, cooled by the breezes from the pond, window AC's and ceiling fans, the home's open floor plan is well suited for gathering. The first floor of this home includes the living room, dining room,... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    455 Shore Road, Chatham - Property ID: 105467 Wonderful Captains House located on the highly desirable Shore Road in Chatham with water views of Chatham Harbor and walking distance to Claflin Landing Beach and Chatham Village! Wonderful Captains House located on the highly desirable Shore Road in... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $3275 per week including the cleaning fee Off-Season: $1875 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Walk to town in minutes from this recently updated ranch on Highland Avenue! Light and bright with new furnishings throughout, this adorable... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in Chatham, this 4 bedroom 2 bath Cape Cod vacation rental home has window A/C units in the upstairs bedrooms as well as the 1st floor bedroom and living area to keep you cool and offers WiFi to keep you connected. .3 miles to Ridgevale Beach. Through the side door off of the driveway,... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 8
    North Chatham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    2016 Rental Rate: $3225 per week, with the cleaning fee FRIDAY TO FRIDAY RENTAL ~~Off-Season: $2225 per week, with the cleaning fee~~ Weekly rentals from mid-JUNE to mid-SEPT Spacious 5 bedroom on quiet cul-de-sac in prestigious North Chatham. Walk to beach, Band concerts, baseball games, Movies,... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $1725, including the cleaning fee Off Season: $1225, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Traditional Cape Cod ranch with three bedrooms and central air conditioning. Great neighborhood for kids and about one mile bike ride down to Hardings Beach.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
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    About this property
    2016 Rental Rate ~ $5225 per week, including the cleaning fee ~~ Off-Season: $3725, including the cleaning fee~~Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home located in a secluded yet convenient area of Chatham and overlooking Oyster Pond. The house is almost surrounded by water views!... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 15
    South Chatham
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    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
    Location Information
    South Chatham, Chatham 02659
    1 / 11
    North Chatham
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    About this property
    2016 Rental Rate: $5050 per week, INCLUDING linens & cleaning! ~~ Off-Season: $3900 per week including linens & cleaning! Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home in secluded North Chatham neighborhood. The home features hardwood floors, WiFi and central air conditioning with upscale... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2016 Rental Rate: $1325 per week, including the cleaning fee ~~~ Off-Season: $1075 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming cottage in the woods and only 2 minutes to Oyster River Public Boat Landing. Small screened-in porch attached. A great vacation... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    255 Tanglewood Drive CHATHAM This Chatham home is conveniently located within a short drive to many salt water beaches and fresh water ponds. The Chatham Bike Path is less than 1 mile away. Home is also convenient to down town Chatham and Harwich Port offering many shopping and restaurant choices.... View all property information
    Location Information
    Chatham, Cape Cod 02659
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    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
    Location Information
    North Chatham, Chatham 02650
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    About this property
    2016 Rental Rate...In Season~ $3200 per week, including cleaning fee Off Season~ $1700 per week, including cleaning Beautiful, clean beach home located a quick half mile to Chatham's Ridgevale Beach. Plenty of space to spread out with the open floor plan, as well as the newly finished walk out... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This is a lovely, recently renovated 3+ bedroom, 2 1/2 bath house within 2/10ths of a mile to popular Ridgevale Beach. Common space abounds with two living areas, a den and a sun room. Every room has recently been painted and the hardwood floors throughout the entire first floor have been recently... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    $7,800/week Peak Season (July 2 - September 2) $5,800/wk for the weeks of (6/25 and 9/3) $5,200/week Shoulder Season (6/18 and 9/10) $5,000/week Shoulder Season (6/11 and 9/17) $4,000/wk (before June 11 and after September 24) This beautiful newer 4 bedroom, 3 bathroom custom-built, Cape-style home... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy the views of Nantucket Sound from this 3 bedroom 1 bathroom Chatham rental property. This cottage is only 1/10th of a mile to Pleasant Street Beach. Amenities include washer/dryer, dishwasher, expanded cable TV (includes NESN) with DVD, WiFi, two decks, patio area, gas grill and outdoor... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 26
    5 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
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    About this property
    This very rare combination waterfront, privacy, stroll to town and stunning estate is not to be missed. Set on almost an acre of pristine land and lush gardens in the private enclave of Grist Mill Lane. Featuring a very spacious and thoughtful open design with five bedrooms and five full baths.... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 14
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    South Chatham, Chatham 02659
    1 / 21
    South Chatham
    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. The master bedroom is detached from the main house however attached by way of covered deck. Amenities include central AC,... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $2375 per week including the cleaning fee ~~ Off-Season: $1675 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Updated rental close to downtown Chatham and all it has to offer! Walk down to the Chatham Playground or Chatham's A's baseball games too.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 18
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    About this property
    2016 Rental Rate: $6950 plus a mandatory $300 cleaning fee for one week, and $450 cleaning fee for a two week lease ~~ Off-Season: $4000 per week, plus same cleaning fees as above. Weekly rentals from mid-JUNE to mid-SEPT Fabulous renovated Cape located in the heart of Chatham with water-views from... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 20
    North Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    About this property
    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 mile to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 2 miles to Main St., Chatham for shopping,... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This newer 3 bedroom, 2 bath Chatham vacation home, located in a quaint neighborhood on a private street, has water views of Nantucket Sound and Red River Beach as well as conservation area. It is only 200 yards to the small, semi-private Association beach and a short distance to Pleasant Street... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy the downtown location of this Cape Cod Vacation Rental Home in the village of Chatham. Convenient to Chatham shops, restaurants, new Orpheum movie theatre and Oyster Pond. Families love the proximity to the playground, public tennis courts and Chatham Angler Baseball field for the Cape Cod... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 17
    North Chatham
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    About this property
    2016 Rental Rate: $5050 per week including linens and cleaning! ~~ Off-Season: $3900 per week including cleaning and linens Weekly rentals from mid-JUNE to mid-SEPT Gorgeous five bedroom home in secluded North Chatham neighborhood. This home features hardwood floors, WIFI and central air. Upscale... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    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
    Location Information
    Chatham, Cape Cod 02633
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $3575 per week including the cleaning fee. ~~ Off-season: $2575 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming home right on Seaview Street - a short walk to downtown Chatham, or Chatham Bars Inn! This home has lovely furnishings throughout,... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 11
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    2016 Rental Rate: $5475 per week, with cleaning fee Off-Season: $3725 per week (4 night minimum) with cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $2100 per week, with the cleaning fee ~~No Off-Season~~ Welcome!! This roomy Cape sits up on a hill located just off of Cockle Cove Road on a quiet one way drive. Just .4 mi to Cockle Cove Beach. There are three bedrooms and 2 full and one half baths. The master BR is en-suite... 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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    • Pet-friendly
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    About this property
    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
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Housekeeping...
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    • Wheelchair access
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    About this property
    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
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    Location Information
    South Chatham, Chatham 02569
    1 / 30
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Views- Views- Views from every room! Updated Waterfront Cape Cod Vacation Rental Home In Chatham, offering over 3100 square feet of living space. This home has a private bonus room to sleep 7! Enjoy this open the open floor plan with chef's kitchen, expansive dining area and spacious living room... View all property information
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    Chatham, Cape Cod 02633
    1 / 1
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Internet Access
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    2016 Rental Rate $6450 with the cleaning included Off season $4450 per week with the cleaning included Weekly rentals from mid-JUNE to mid-SEPT Entirely remodeled home, with new furniture and appliances throughout, located in the heart of Chatham! Walk to Chatham's downtown, or enjoy Chatham's... View all property information
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    Chatham, Cape Cod 02633
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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 / 17
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spend your vacation in this newer 2+ bedroom, 2.5 bath Chatham rental home situated on a lovely country lane only 3/10ths of a mile to Pleasant Street Beach on Nantucket Sound. This home boasts nearly every possible amenity including central AC, washer, dryer, dishwasher, cable TV (includes sports... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    96 Water Street CHATHAM Charming light and bright 2 bedroom cottage in the Old Village, within walking distance to both town and Lighthouse Beach. The cottage shares a yard with the Main house. This property rents for $1,800 per week in season PLUS either $500 Security Deposit or $55 Vacation... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • Pet-friendly
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    About this property
    105 Wood Carver Knoll, Chatham - ID# 106342. Spectacular waterfront home in Chatham overlooking Oyster Pond! Central Air, gourmet kitchen with espresso machine, keurig and more. Enjoy the deck with incredible views of Oyster Pond, the church steeples of Main St, tidal marshes and bird life. Bright... View all property information
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    Chatham, Cape Cod 02633
    1 / 7
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
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    • Elder access
    • x
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    About this property
    2016 Rental Rate: $4900 per week including the cleaning fee ~~ Off-Season Rate: $3450 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home on Cross Street, a short walk to everything downtown Chatham has to offer! This lovely home with central air has... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 34
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • Patio
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    • Child-friendly
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    About this property
    Tucked in the private Cannon Hill setting, this enchanting 4 bedroom, 3 full and 1 half bathroom home offers tons of comfort and is perfect for your summer getaway. Just a short stroll away, on the calm waters of Pleasant Bay, a private association beach awaits you; Use the complimentary beach gear... View all property information
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    Chatham, Cape Cod
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Enjoy this traditional, updated Cape Cod Vacation Rental home in Chatham -Walk to Ridgevale Beach. Wifi and Central air. Enter the front door into Living Room with Flat Screen TV and DVD player- nice space with plenty of natural light and comfortable seating. Through the living room and to the... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
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    • Smoking allowed
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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
    Location Information
    South Chatham, Chatham
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
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    • Central Heating
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    • Pet-friendly
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    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Yes, the price is low but that's why so many customers have come for decades! 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? Well, then...Pleasant Forest Shores just may be the place for... View all property information
    Location Information
    South Chatham, Chatham 02659 1525