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Apartments in Chatham, MA

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    Travellers to Chatham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    $4,058
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    1 / 29
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    4 Bedrooms / 2 Bathrooms / Sleeps 7
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    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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    2 Bedrooms / 1 Bathroom / Sleeps 5
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    2015 Rental Rate: $1225 per week, including the cleaning fee. ~~No Off-Season ~~ The week of 6/26-7/3 will be FRIDAY to FRIDAY, due to the 4th of July holiday. 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... View all property information
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    This condo is located on Starfish Lane. It is steps away from Little Beach and Outer Most Marina. There is a living room with skylights and catheral ceiling. Kitchen with breakfast bar, full bath and bedroom with twins. The second story is a loft area with a queen bed and twin and full bath.... View all property information
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. It is located in a residential area and is convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 a/c units and wifi too. Enter the front... View all property information
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    Pet Friendly! Spend Lazy summer days at this Cape Cod Vacation rental in Chatham. With the shade from the pines, the spray of sea salt from the Nantucket Sound and the warm summer sun, you are sure to have a relaxing escape to the Cape. From kayaking (2 included!) to boating enthusiasts this rental... View all property information
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    1 / 19
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    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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    1 / 2
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    Chatham Village Classic, Behind Lighthouse $5,200 Prime Summer Weekly Rate This grand Chatham Village family home is located in Chatham, right near the Lighthouse.This vintage antique house has 5 bedrooms, and a premier village location.Walk 3-5 minutes down the road to Lighthouse Beach, or walk... View all property information
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    1 / 8
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    2015 Rental Rate: $2375 per week including the cleaning fee ~~ Off-Season: $1675 per week including the cleaning fee Updated rental close to downtown Chatham and all it has to offer! Central Air Conditioning throughout! Walk down to the Chatham Playground or Chatham's A's baseball games too.... View all property information
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    1 / 8
    North Chatham
    5 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    2015 Rental Rate: $3225 per week, with the cleaning fee ~~Off-Season: $2225 per week, with the cleaning fee~~ Spacious 5 bedroom on quiet cul-de-sac in prestigious North Chatham. Walk to beach, Band concerts, baseball games, Movies, and fish pier. House has just been completely renovated with... View all property information
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    1 / 16
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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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 3/10ths of a mile to Pleasant Street beach on Nantucket Sound. This home boasts nearly every possible amenity including central air, washer/dryer, dishwasher, cable TV (includes NESN) with... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    2015 Rental Rate: $3000 per week, including the cleaning fee~~~~ Beautifully decorated home on quiet dead-end street. Open floor plan makes it light and bright! Large living room with additional den give you lots of lounging space while a quick walk into downtown will perk you right up. A private... View all property information
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    1 / 7
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    About this property
    2015 Rental Rate: $1500 per week, including the cleaning fee~~~NO OFF-SEASON~~~ Enjoy your Chatham summer vacation in this light and bright pet-friendly home on a quiet side street, on the way to Ridgevale Beach, one of Chatham's most popular family beaches! Filled with bright colors and comfy... View all property information
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Water Views
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    About this property
    Just Listed -- Immaculate Chatham Center Renovation. Walk to Beach & Village. $7500 Prime Summer Weekly Rate 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. The home... View all property information
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    JUST STEPS TO OYSTER POND BOAT LAUNCH AND SHORT WALK TO OYSTER POND BEACH AREA!!! Just 4/10's mile to town and beach! Partial waterviews from the front porch with rocking chairs provided. Small deck off the back of the house with outdoor grill. Picnic table in the backyard area. Just around the... View all property information
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    1 / 11
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    2015 Rental Rate: $2800 per week including the cleaning fee Off-Season Rate: $1800 per week including the cleaning fee You will love this 4 bedroom home near Ridgevale Beach! Located at the end of a dirt road with water views of a freshwater pond and surrounded by conservation land, it is quiet and... View all property information
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    $1,522
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    1 / 30
    North Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
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    About this property
    Comfortable three bedroom home located on a quiet side street! TWO PORTABLE AIR CONDITIONING UNITS HAVE BEEN ADDED TO THE PROPERTY!! (One unit in the master bedroom and one in the living/dining area. Nicely furnished, well maintained home with rear patio and nice yard area for sports and games.... View all property information
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    $2,282
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    2015 Rental Rate: $2350 per week including the cleaning fee Off Season Rate: $1950 a week, including the cleaning fee Take advantage of an easy walk to Hardings Beach from this light and bright updated ranch. The kitchen has been opened up with new appliances and finishing touches. There is a... View all property information
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    1 / 11
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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    About this property
    This rental property boasts both a main house and fully equipped cottage, great for extended family or friends. The main house has three bedrooms and one full bath; the cottage has an open plan with kitchen and bedroom areas as well as a full bath. There's a good sized yard with a gas grill and... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    2015 Rental Rates: $2475 per week, including the cleaning fee ~~ Off-Season: $1375 per week, including the cleaning fee Bright and cheerful summer cottage, walking distance to the warm waters of Hardings Beach! Located in Hardings Hills, there is also an association picnic table and dock - great... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Spend your Cape Cod vacation in this well cared for 4 bedroom 2 bathroom South Chatham rental home only 2/10ths of a mile to Pleasant Street Beach on Nantucket Sound. Forest Beach is only 3/10ths of a mile away as well. The screened in porch overlooking the woods is peaceful and spacious. Perfect... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Water Views
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    About this property
    2015 Rental Rate: $3200 per week, including the cleaning fee ~~~~~NO Off Season~~~~~ Terrific home on a quiet cul de sac with lots of room for everyone! Enjoy pretty views of Buck's Creek from many windows, and decks...including one on the second floor. Lovely, private outside patio and deck.... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    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
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    3 Bedrooms / 3 Bathrooms / Sleeps 9
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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. There's lots of living space including two living areas, a den, as well as a sun room. Every room has been freshly painted and there's recently refinished hardwood floors... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    2015 Rental Rate: $3175 per week including the cleaning fee Off-Season: $1775 per week, including the cleaning fee Walk to town in minutes from this recently updated ranch on Highland Avenue! Light and bright with new furnishings throughout, this adorable home features wireless internet, central... View all property information
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    5 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    195 Cedar Street Chatham - ID# 106000 SPECIAL: Rent July 4-11 and get July 3 for the same rate. Come for the 4th. 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.... View all property information
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    6 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    OWNER WILL ALLOW TENANTS TO BRING A DOG!! Charming antique home which is just a 5 minute walk to Stage Harbor. Just around the corner from Stage Harbor Marina and Yacht Club. Expansive farmers porch off the back and very large front yard. Owner offers use of tennis court next door from 10 AM to 5... View all property information
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    1 / 9
    South Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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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 2 a/c window units for the second floor bedroom, a dishwasher, washer/dryer, microwave, expanded cable TV (includes NESN, ESPN, Weather Channel,... View all property information
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    1 / 14
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    About this property
    Beautifully updated ranch in Chatham Gorgeous fully renovated home in a quiet neighborhood. Open floor plan with a lovely kitchen featuring granite countertops. Central air conditioning, hardwood floors and wireless internet are just a few of the amenties for a comfortable vacation. Lovely... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    ATTENTION ALL BEACH LOVERS!! Access across the street to right of way path that leads to the beach, just south of Lighthouse Beach. House is also within walking distance to Lighthouse Beach if you prefer! Partial views of the water from the second floor deck. Three air conditioning units in the... View all property information
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    1 / 7
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    COZY AND COMFORTABLE!! This Chatham home has three bedrooms and two baths with central air conditioning, wireless internet, flat screen television, master bedroom with private bath. Enjoy peace and tranquility in this quiet residential neighborhood of Chatham. This home is centrally located and a... View all property information
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    $4,818
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    1 / 21
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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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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    1 / 26
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Pet Friendly! Newer Cape Cod Vacation Rental Townhome with beautiful views of Perch Pond, just minutes to Chatham Village and Beaches. Luxury Rental includes: Central A/C, 3 levels of living space with flat screens on every level, granite counter tops and WIFI! Enter through the front door and to... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rate: $5000 per week including the cleaning fee ~~ Off-Season: $3500 per week including the cleaning fee This beautifully renovated home is just steps from Chatham's downtown village and is located on a quiet, dead-end road across from natural habitat. This vacation rental has been... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This Cape Cod Vacation Rental Home is located on a dead end street ,in a central Chatham location so you can walk to Oyster Pond , also into the downtown Village of Chatham and enjoy all that this seaside village has to offer. It has plenty of space for all to enjoy, Central A/C to keep you cool... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this adorable, classic 2 bedroom 1 full bath Cape beach cottage less than 2/10ths of a mile to popular Ridgevale Beach. Amenties include washer/dryer, dishwasher, two window a/c units (one in the kitchen and one in the Queen bedroom), cable TV (includes NESN, ESPN, Weather Channel, etc.) with... View all property information
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    $1,014
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    196 Joshua Jethro Road This great new listing in Riverbay has been freshly rejuvenated with a new granite ktichen, hardwood floors, fresh baths and central a/c. This ranch has a master bedroom with a lovely ensuite bath with a new tile step-in shower. The other 2 bedrooms share a hall bath with... View all property information
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    $3,170
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rates....~~ $5350 per week, including cleaning.... Off season .. $2850 per week, including cleaning This spacious, fully equipped home on 3 acres is completely surrounded by 50 acres of Town conservation land. It includes a private pond. There is a water view from every room in the... View all property information
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    $856
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    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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    $3,170
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Beautiful Greek Revival close to beach and town. Ball games and band concerts are just a few streets away. This home sleeps 6 people. Short distance to town, 4 bedrooms, A/C in all bedrooms, new kitchen, 2 bathrooms, 1 down and one up, twin beds in first floor bedroom, double, king and twins in... View all property information
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    $2,029
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rate: $1775 per week, with the cleaning fee No off season rentals Comfortable 4 bedroom home with new appliances, and a new 40' flat screen TV! Farmer's porch and deck with a great view of the stars and sunsets. It also features a newly expanded patio for outside dining, with a new... View all property information
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    $3,804
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    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Five bedroom Chatham vacation home is located on a quiet side street, yet near town. The five large bedrooms are added to by a den with double pull-out and a basement/play area with 2nd pull-out making it perfect for family groups, weddings, or reunions. We have 1 king bed, two queen beds, one... View all property information
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    $2,758
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    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rate: $2350 per week including the cleaning fee No off-season rentals Comfortable and airy post & beam home located in a quiet neighborhood near Harding's Beach. Tons of windows and skylights throughout bring in the sunlight! The eat-in kitchen overlooks the backyard gardens and walks... View all property information
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    $4,565
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Step back in time in this beautiful 4 bedroom 2 full bath house on the beach. There are views from every window of the water. There is a deck in the front facing the Sound at this spectacular waterfront home. It offers a dishwasher, washer/dryer, microwave, cable TV (includes NESN) with DVD, WiFi,... View all property information
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    West Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    SHORT WALK TO HARDINGS BEACH!! JUST A SIX MINUTE WALK (1/4 MILE) USING PRIVATE DEEDED PATH. Stroll to the beach in this lovely neighborhood without having to fight the crowds and traffic on busy roads. This immaculate four bedroom/three bath home has a true summer feel, very light and bright,... View all property information
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    $380
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    $1,585
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Chatham, Newly Remodeled, One Mile to Main Street $2,850 PRIME SUMMER WEEKLY RATE 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 will be completed in early 2015. The home will have hardwood floors... View all property information
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    $1,870
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rate: $1625 per week, including the cleaning fee ~~No Off-Season~~ Light and bright ranch in Chatham's Countryside neighborhood. Hardwood floors throughout, on a nice quiet street. This charming ranch features central air and high speed internet! Located on a wooded lot, with a nice,... View all property information
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