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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 / 15
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset.... View all property information
    Location Information
    Chatham, Cape Cod 02148
    5 of 5 stars Reviewed August 21, 2015
    This was a really beautiful home. An exciting mix of old and new, set on a lovely property, overlooking a lake. Sunrises and sunsets are breathless. Room enough for eight. State...
    5 of 5 stars Reviewed August 7, 2015
    Joy was a pleasure to work with. She was prompt with her communications to us. She explained everything we needed to do (having never done this before). The house was great...
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    1 / 32
    5 of 5 stars (14) Excellent
    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
    5 of 5 stars Reviewed December 14, 2015
    The vacation was lovely. Our stay at this house was superb!! The property is exactly as described, spacious, extremely clean, nicely decorated. It has a beach and sailing motif...
    5 of 5 stars Reviewed December 3, 2015
    Our two week stay at Cape Escape was fantastic. The property is exactly as advertised and in great shape. We felt right at home after arrival. Everything is well stocked, clean...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Walk to famous Lighthouse Beach (1/2 mile), walk to a beautiful private beach at the end of the road (200 yards) that is ideal for kayaking, clamming and enjoying the views, or take a walk from the private beach to South Beach and enjoy the solitude and seals. And for those who enjoy... View all property information
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    Chatham, Cape Cod 02633
    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
    Location Information
    Chatham, Cape Cod 02633
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or take extra bikes to ride to Lighthouse Beach/ Oyster Pond. Kitchen table has room for... View all property information
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    Chatham, Cape Cod 02633
    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ACCOMMODATIONS: 3 bedrooms plus den with 2.5 baths. Accommodating 8-10 people. Master suite: king bed w/en suite Guest room 1: queen bed Guest room 2: four twin beds (2 bunks) Guest room 3: den w/full bed Living room Dining room seats 8 (addition kitchen table seats 2) Two full baths total... View all property information
    Location Information
    West Chatham, Chatham 02633
    1 / 14
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Large home sleeps 12 in Chatham Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of the amenities, newly rennovated kitchen and bathrooms, air conditioning units in all bedrooms and living areas. Close to town, School House Lake, Beaches, and Cape... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    241 Training Field Road Charming and updated 3 bedroom air conditioned ranch style home just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1800 per week in season plus $160 Cleaning Fee made payable to Miriam Tambarussi $60 Handling Fee, & $55 Vacation Rental Damage Fee OR $500... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 14
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ID# CCOVE30 Cockle Cove Beach is just 0.9 miles away from this light & bright Chatham Condominium located at Cockle Cove Ridge. The Chatham Village center is just 3 miles away for shopping, dining, Chatham A's baseball games, & the bandstand. [~]The entry level of this 2 bedroom, 2 bath home... View all property information
    Location Information
    Chatham, Cape Cod 02659
    5 of 5 stars Reviewed August 18, 2014
    rental was everything we expected. Place was clean and in a great location. There were bikes, boogie boards and beach chairs for your use.
    4 of 5 stars Reviewed June 10, 2014
    We had a wonderful week in Chatham and felt right at home in this cozy home. The home was nicely furnished, very clean, very quiet and the kitchen well stocked with cooking...
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    1 / 20
    North Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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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 / 14
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your Chatham vacation in this 3 bedroom, 2 full bathroom house that is only 2/10th of a mile from Pleasant Street Beach on Nantucket Sound. It offers window AC units in the second floor bedroom, washer, dryer, dishwasher, microwave, cable TV (includes sports and weather) DVD player, Wi-Fi,... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 9
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Terrace
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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 $1020 weekly. Cleaning Fee... View all property information
    Location Information
    South Chatham, Chatham 02659
    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
    Location Information
    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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    1 / 15
    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 / 11
    3 of 5 stars (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Yard
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    About this property
    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
    Location Information
    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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    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
    Location Information
    South Chatham, Chatham 02659
    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    2016 Rental Rate: Weeks 6/25, 7/2 & 7/9 $2900 per week, including the cleaning fee. Weeks 7/16, 7/23, 7/30 & 8/6 $3750 per week, including the cleaning fee. Week 8/13 $3550 per week, including the cleaning fee. ~~ Off-Season: $2900 per week, including the cleaning fee. Wonderful and updated rental... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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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
    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 / 9
    North Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This traditional Cape home has nice privacy and is close by to the Cow Yard town landing where you can watch the sunrise over the Atlantic or put in your kayak or paddle board. The property has three bedrooms and two full bathrooms. Amenities include window a/c units (one in each bedroom and one in... View all property information
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    North Chatham, Chatham 02650
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    2016 Rental Rate: $1225 per week, including the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT Nicely decorated house on a quiet street near town and the Cape Cod Rail Trail. This is a very well maintained and comfortable home with the owner's artwork throughout. Small yard in front and... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2016 Rental Rate: $2275 per week including the cleaning fee Off-Season: $1575 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Wonderful, clean, and comfortable home located in the quaint village of South Chatham. Enjoy your afternoons at the beach and your evenings in... View all property information
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    West Chatham, Chatham 02633
    1 / 7
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2015 Rental Rate: $1925 per week, with the cleaning ~~ No Off-season ~~ Nice, comfortable rental located in quiet neighborhood near Forest Beach. House has been painted and updated. Great screened porch and private, sunny patio. Quick walk down to Forest Beach or to South Chatham Village to some of... View all property information
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    South Chatham, Chatham 02659
    1 / 15
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beautiful Chatham Get-away! Located on a sandy, dead end lane, this cottage is the perfect summer get-away. A large screened in porch fronts the cottage and is the perfect place for meals or evening game nights! Beautiful pine floors extend throughout the open floor plan. The living room has a... View all property information
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    South Chatham, Chatham 02659
    1 / 17
    North Chatham
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    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
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    North Chatham, Chatham 02650
    1 / 13
    South Chatham
    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
    1 / 8
    North Chatham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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
    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
    1 / 28
    5 of 5 stars (2) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Children's Pool
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    • Hot Tub
    • Waterfront
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    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed October 17, 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
    5 of 5 stars Reviewed July 17, 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
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    5 of 5 stars (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed September 13, 2015
    Great location.The facilities were top notch; clean, spotless We really appreciated having everything provided from beach chairs, towels, toiletries, grill high chair for our...
    5 of 5 stars Reviewed October 20, 2014
    I can't say enough good things about our stay!!!! The accomodations were prestine. Amenities were off the charts, everything you could possible want. One of the best trips...
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    1 / 34
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for... View all property information
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    Chatham, Cape Cod 02650
    5 of 5 stars Reviewed September 23, 2014
    Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the location...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Conveniently located South of Route 28 and less than a mile to popular Ridgevale Beach, this 2 bedroom, 2 bathroom Town House style condominium is absolutely pristine. The unit has been totally renovated with features including Pella sliders to the two decks, tiled bathrooms, a spacious living room... View all property information
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    Chatham, Cape Cod 02669
    1 / 25
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedroom, 1.5 Bath in quiet neighborhood, close to beach & bike path! If you're looking to LIVE LIKE A LOCAL, then 'Maiden Chatham' is the perfect place for memories to be made! This FULLY AIR CONDITIONED family-friendly home has been NEWLY RENOVATED AND IS EQUIPPED WITH- * ALL NEW... View all property information
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    West Chatham, Chatham 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
    South Chatham
    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
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    0.1 mile from a popular summer Nantucket Sound beach… can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
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    South Chatham, Chatham 02659
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Why not stay at our Chatham home this summer? Peaceful and inviting, our cape-style home is in a very picturesque area of Chatham. Come relax in our breezy screened porch or enjoy the warm Nantucket Sound waters of Pleasant and Forest Beaches which are a five minute walk (3/10 mi). Leave your car... View all property information
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    Chatham, Cape Cod 02633
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Near Chatham Village, Newly Remodeled, One Mile to Main Street Peak Summer Weekly Rates: $3,050 - $3,650 This newly remodeled home is conveniently located under a mile from Chatham Village and set on a good sized lot in a quiet neighborhood. The home was completely remodeled in 2015. It has been... View all property information
    Location Information
    Chatham, Cape Cod 02633
    North Chatham
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
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    • Ocean Views
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    Great family summer house for creating fun memories. The house has a private beach and a large lawn to play in. There are porches to sit and watch the water and enjoy the sunset. The 2nd floor has twin beds and a place to play on a rainy day. The 1st floor view from the living room is all... View all property information
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    North Chatham, Chatham 02610
    1 / 18
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    Classic Morris Island Home with Private Heated Pool $5,500 Prime Summer Weekly Rate Located in a premier Chatham neighborhood on your way out to Morris Island, this classic Cape is in a unique location to access the best of Chatham. Relax by the heated in-ground pool or hot tub. Head to Lighthouse... View all property information
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    Chatham, Cape Cod 02633
    1 / 6
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Waterfront / pond front with Private Access right from house to Schoolhouse Pond in Chatham. This home is located with fantastic access to a beautiful freshwater pond. It has gorgeous views from the deck and living area. It is also so convenient to Chatham Village, the best village on Cape Cod.... View all property information
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    Chatham, Cape Cod 02633
    1 / 26
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    1 / 16
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    64 Waveland Chatham Lovely home in excellent condition located just a short drive to Harding s Beach. This home has been well cared for and features two separate living areas with DVD players, large flat-screen TV s and expanded cable for Red Sox games. The town landing on Oyster River is just... View all property information
    Location Information
    West Chatham, Chatham 02669
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    The Corner Pearl - House and Separate Cottage on Property - total of 6 bedrooms available including cottage and separate AuPair Suite. Sit on the porch in one of the rockers and enjoy your morning coffee or afternoon beverage of choice and watch the world go by. As soon as you drive in the... View all property information
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    Chatham, Cape Cod 60233
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Charming, updated sea captain's home in Old Village just off Main Street, with views of Little Mill Pond. Short walk to Lighthouse Beach, Friday night band concerts, shopping and restaurants. Beautifully furnished and appointed, surround-sound entertainment, gas fireplace, outdoor shower, and... View all property information
    Location Information
    Chatham, Cape Cod 02633