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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.
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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
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    Chatham, Cape Cod 02633
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    This wonderful 4 bedroom 2 bathrooms vacation home is located at a cul de sac just off Old Queen Anne Road near Main Street Chatham. Enjoy the spacious deck on a nice summer night, roast marshmallows or fix you a s'more by the fire pit or enjoy the ping pong table or foose ball table at the game... View all property information
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    Chatham, Cape Cod
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2175 per week including the cleaning fee Month of June: $1675 weekly with cleaning fee Rentals in the month of May, or late fall $1425 per week with cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Great family summer rental in popular Harding's Hills neighborhood. Large... View all property information
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    Chatham, Cape Cod 02633
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Pet Friendly. Come have some fun in the sun at this Cape Cod Vacation cottage in Chatham! You will enjoy deeded access to the 'Little Beach flats' and stroll just a half mile up to Lighthouse Beach-it's also an easy bike ride into the village! The cottage offers a main floor where there is an open... View all property information
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    Chatham, Cape Cod 02633
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    73 Main Street, Unit #8 Charming second-story condominium apartment located right across the street from Lighthouse Beach. Views of the beach from deck off the living room. Walk across the street to Lighthouse Beach and also within walking distance to the Village. NO pets accepted. $1350 per week,... 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 / 22
    5 of 5 stars (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home 6 bedroom 6.5 bath luxury home that is pet friendly with private pool, central a/c, linens, wifi and more. In historic village of Chatham and .2 to Lighthouse beach. This restored and completely updated home has earned a... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed May 27, 2015
    This house is great. Has all the appliances you could want. Different coffee options, 2 sets of large washers and dryers, 3 dishwashers, pool table, big screen TV, pool with...
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    1 / 24
    South Chatham
    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 / 13
    West Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Near Hardings Beach Just a short distance to Harding s Beach (2/10 of a mile) from this charming 4 bedroom, 3 bathroom Cape Style home. Deeded path over the dunes to the Beach! $3500 per week in season with a $200 Cleaning Fee plus a $60 Handling Fee and tenant has choice of either a $55 Vacation... View all property information
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    West Chatham, Chatham 02669
    1 / 34
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    ID #LAKE110 Lake front vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. [~]Heron Haven is a peaceful, spacious home in a beautiful lake front setting with many sought after features. This home sleeps 10 guests and boasts Central A/C and 4 living areas to spread out and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed June 16, 2014
    Our extended family stayed here last summer. We did a lot of research to find a place suitable for three families (grandparents, parents, and kids). We did site visits for the...
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    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2016 Rental Rate: $1050 per week, including the cleaning fee ~~Off Season: $750/wk, with cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Quaint 2 bedroom cottage surrounded by beautiful gardens! Sitting on .5 acre in lovely North Chatham, this private getaway is just what the doctor ordered.... View all property information
    Location Information
    Chatham, Cape Cod 02650
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ON THE WATER ... * Beautiful water views! * Back decks open to mesmerizing views of Emery Pond * Hammock and patio furniture chosen for comfort and relaxation! * Direct access to pond from backyard. * Clean swimmable pond. * Bass fishing plentiful! * Gas grill. * 2.5 Blocks from Bike trail... View all property information
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    Chatham, Cape Cod 02633
    1 / 26
    2 of 5 stars (1) Poor
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    Pet Friendly!! High atop Sears Point in Chatham sits a Classic, Quintessential, New England Bluff house from yesteryear overlooking the sparkling, blue sea. This spot is a boater's paradise! From kayaking to boating enthusiasts :There is a mooring available for your use (reserve ahead of time.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 11
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    16 SEA STRAND LANE (ID#109551) CHATHAM The home is charming and comfortable located in a quiet area within a short driving distance to one of Chathams many popular beaches, Harding s Beach and Ridgevale. Air conditioning cools the home with units in every bedroom, including first floor master... View all property information
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    West Chatham, Chatham 02669
    1 / 35
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    Immaculate Chatham Village Renovation, Walk to Beach & Village Peak Summer Weekly Rates: $8,200-$8,500 (Linens Included) Your quintessential Chatham vacation awaits! This masterfully restored classic is situated in the heart of Chatham with the beach across the street and a 5 minute walk to town.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 21
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This beautiful, newer 4 bedroom, 3 bath custom home has an expansive deck and custom built patio area with plenty of outdoor seating, a fire pit and a gas grill. It is only 6/10ths of a mile to Forest Beach and even closer to a public tennis court and basketball hoop. The interior is open, bright... View all property information
    Location Information
    Chatham, Cape Cod 02659
    5 of 5 stars Reviewed August 23, 2014
    This was a wonderful house for our extended family to stay in during our vacation to the Cape. Good location. Plenty of space for 7 adults and 3 children. Wonderful backyard for...
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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
    Location Information
    Chatham, Cape Cod 02659
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    1 / 3
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    2016 Rental Rate ~ $3050 per week including the cleaning fee. ~~ Off-Season: $2200 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This recently renovated four bedroom beach cottage is in the heart of the beautiful and kid-friendly Hardings Hills area. It offers a... View all property information
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    Chatham, Cape Cod 02633
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2016 Rental Rate: $2675 per week, including the cleaning fee Off-Season: $1925 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious three bedroom ranch in quiet neighborhood near Hardings Beach. Recently updated, it is filled with comfortable furnishings and has... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    South Chatham
    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 / 25
    5 of 5 stars (2) Excellent
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
    5 of 5 stars Reviewed August 15, 2013
    I love staying in this house!! It has obviously been newly renovated and tastefully done with quality materials. The décor is warm and inviting, the house is very comfortable...
    5 of 5 stars Reviewed August 13, 2013
    Amazing setting, beautifully done inside and out. Modern americana style, new everything, bathrooms were great, kitchen too. Short walk/drive to ponds and beach Overall...
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    1 / 34
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    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 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ↵Pet Friendly. Relax in this 3 bedroom, 2 bath Cape Cod Vacation home in Chatham that is convenient to downtown Chatham and beaches. Privacy abounds just Off Main St. and the home even overlooks a working Cranberry Bog! Window A/C units in Bedrooms and Wifi too. An open spacious floor plan will... View all property information
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    Chatham, Cape Cod 02633
    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Great location! Oyster Pond & Chatham Village!! At this home you will be just apprx. 500 ft to private Oyster Pond access, 7/10ths of a mile to the the public beach at Oyster Pond and just 6/10ths of a mile to Chatham Village at Cross St. This fantastic home features plenty of great outdoor living... View all property information
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    Chatham, Cape Cod 02633
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    A beautiful 5 bedroom, 5.5 bathroom home with expansive lawn overlooking Little Mill Pond. This is a wonderful home that has the best of both worlds, it's close to the downtown area and has a dock on a quiet saltwater pond. Each bedroom has its own full bathroom. Do your grilling at the outdoor... View all property information
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    Chatham, Cape Cod 02633
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Popular Contemporary Cape Cod Vacation Rental home in Chatham with heated salt water gunite pool that is just a short walk to Hardings Beach (.3). Don't miss this 'fan favorite' Cape Cod Vacation Rental home in Chatham with heated pool that is very close to Hardings Beach (.3 Chatham's most popular... View all property information
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    Chatham, Cape Cod 02633
    1 / 16
    South Chatham
    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 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    169 Lime Hill Road CHATHAM This magnificent and well-appointed home is the epitome of luxury living with added Cape Cod style. Conveniently located less than 3/4 of a mile from Chatham Village, you also have deeded rights to a path to Oyster Pond.. Every amenity is provided, from central air to... View all property information
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    Chatham, Cape Cod 02633
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Situated at the end of a cul-de-sac in a wonderful neighborhood this Chatham home has a very private backyard which abuts conservation land. This 4 bedroom, 2 bath home is also just a half-mile from Nantucket Sound Beaches. Amenities include central AC, washer, dryer, dishwasher, cable TV (includes... View all property information
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    Chatham, Cape Cod 02659
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your Chatham vacation in this well appointed, light and bright, updated 4 bedroom, 3 1/2 bath, water-front home with breathtaking views of Pleasant Bay and the Atlantic (North Beach) beyond. The new patio overlooks a small cove leading to Pleasant Bay and the Atlantic. You can easily launch... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    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, 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 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • DVD Player
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    • Pet-friendly
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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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Air Conditioning
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    • Pet-friendly
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    About this property
    2016 Rental Rate: $2700 per week, with the cleaning fee~~~ Off-Season: $2200/wk, with the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Great family rental located on a quiet street in the Ridgevale Beach area of Chatham. Not far from the beach, it offers a spacious back deck overlooking... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Porch
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    About this property
    Spend your Cape Cod vacation in this 3 bedroom, 2 bathroom rental home close to the downtown area. Amenities include washer, dryer, dishwasher, Wi-Fi, central AC on 1st floor and window units in each of the upstairs bedrooms as well as 3 ceiling fans, cable TV (includes sports and weather), a DVD... View all property information
    Location Information
    Chatham, Cape Cod 02633
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
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    Chatham, Cape Cod 02659
    1 / 8
    South Chatham
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The Wee Hoose is a cute doll house cottage in South Chatham. This cottage is only 4/10 mile to a Nantucket Sound beach and public tennis courts are just down the street. This one bedroom cottage has one full bath, one window a/c unit, cable TV (with NESN) with DVD, Wi-Fi, large backyard with picnic... View all property information
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    South Chatham, Chatham 02659
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    About this property
    Adorable, cozy, renovated home - new to rental market. Air conditioned for comfort and WIFI for staying connected.Equipped with blu-Ray DVD, Cable TV. Enjoy our gourmet kitchen with stainless steel appliances, a beautiful sunny living/dining area, deck and private yard. Three bedrooms, one full... View all property information
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    Chatham, Cape Cod 02633
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    5 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Patio
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    • Pet-friendly
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    About this property
    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 awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is located on the first fairway of... View all property information
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    Chatham, Cape Cod
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    About this property
    Property ID #MAIN73, Unit #6 Location, Location, Location! Inviting Chatham cottage-like apartment directly across from Chatham Lighthouse beach. [~] Downtown Chatham is just a few short blocks away. Directly across the street is a stunning sand beach with great seal watching, bird watching, sun... View all property information
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    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
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    5 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    • Waterfront
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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
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    Chatham, Cape Cod
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    2016 Rental Rate: $3700 per week including the cleaning fee ~~ Off-Season: $2800 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious three bedroom home on Hall's Bluff, overlooking Nantucket Sound! This is a wonderful family rental - lots of space and just steps... View all property information
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    Chatham, Cape Cod 02633
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2016 Rental Rate: $4925 per week including the cleaning fee ~~ Off-Season: $3725 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious new home, built on a cul-de-sac with association pool and tennis court! Plenty of space for everyone, including out on the huge back... View all property information
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    Chatham, Cape Cod 02633
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    • Outdoor Dining Area
    • DVD Player
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    • Internet Access
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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
    Location Information
    South Chatham, Chatham 02659
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Satellite TV
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    • Pet-friendly
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    2016 Rental Rate: $6250 per week, including the cleaning fee Off-Season $4450 per week, including the cleaning fee Fabulous and spacious home on Morris Island with a pool! Private 1+ acre setting in prestigious Quitnesset Association, with private association beach rights and immediate proximity to... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    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