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Chatham House Rentals

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    1 / 24
    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lovely renovated home with central air just steps away from Lighthouse Beach. Lovely renovated home just 5 doors down from beautiful Lighthouse Beach- you don t have to worry about parking! This home features many upgrades including central air conditioning and lovely, comfortable living spaces. So... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Located SALT WATERFRONT on the Oyster Pond River, a salt water Nantucket Sound inlet, this charming, beautifully updated home, has views of both Nantucket Sound and the Village of Chatham. The private neighborhood is ideal for biking, morning walks and evening strolls. Swimming, boating and... View all property information
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    Chatham, Cape Cod 02633
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2017 Rental Rate: $4225 per week, including the cleaning fee ~~~Off Season $3225 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT You will LOVE this beautiful home located in the Bailey's Path neighborhood, a lovely year round residential complex. The house is filled... View all property information
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    Chatham, Cape Cod 02633
    1 / 9
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This newly renovated house overlooks White Pond in Chatham and consists of 4 bedrooms and two full bathrooms. Located on the first floor is the master bedroom with king size bed, bathroom with washer/dryer, full kitchen, living room with cable television, enclosed sun porch, and screened porch. The... View all property information
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    Chatham, Cape Cod 02633
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2017 Rental Rate $3875 per week, including the cleaning fee Off Season, $2725 per week, including the cleaning fee Light and bright, this spacious beach home is located right down the street from family-friendly Hardings Beach. Plenty of room to spread out and relax as you enjoy your Chatham... View all property information
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    Chatham, Cape Cod 02633
    1 / 24
    South Chatham
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    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
    Location Information
    South Chatham, Chatham 02659
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    1 / 16
    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    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
    Location Information
    Chatham, Cape Cod 02659
    1 / 14
    South Chatham
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    About this property
    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
    1 / 17
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Enjoy views of Nantucket Sound from every floor of this recently updated, lovingly and meticulously maintained, 3 bedroom, 2 bathroom Chatham rental property. It is a perfect balance between having all of the modern amenities, with an open, light and bright feel while still maintaining the true... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 20
    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    You will enjoy easy times in this 3 bedroom 2 bath Cape set on a hilltop. This very well-equipped house is at the end of a cul-de-sac and offers complete privacy, a large deck with grill, outdoor shower, and ample parking. It has a contemporary open and airy floor plan with cathedral ceilings and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 8
    South Chatham
    9 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Waterfront
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    • x
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    About this property
    Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1.3 acres in Chatham overlooking Nantucket Sound.... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    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
    Location Information
    Chatham, Cape Cod 02633
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • ?
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    • x
    About this property
    2017 Rental Rate: $2375 per week, including the cleaning fee ~~Off-Season: $1675/week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Light and bright cottage just steps to the warm Nantucket Sound waters of Pleasant Street Beach! Tasteful, traditional furnishings throughout.... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    255 Tanglewood Drive CHATHAM Just a short drive to many salt water beaches and fresh water ponds, as well as both downtown Chatham and Harwich Port, this house is convenient indeed! The backyard is fully enclosed and offers a great place to relax and grill after enjoying all the many things this... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 12
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Patio
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    2017 Rental Rate: In Season, $3175 per week, including the cleaning fee No Off-Season Weekly rentals from mid-JUNE to mid-SEPT Recently renovated three bedroom home with beautiful views of Red River Marsh and Nantucket Sound! Filled with new furnishings and appliances, this spacious home offers... View all property information
    Location Information
    South Chatham, Chatham 02659
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    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    • x
    About this property
    2017 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 original artwork throughout. Small yard in... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Waterfront
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    About this property
    2017 Rental Rate: $12,000 per week, INCLUDING CLEANING & LINENS Off Season: $9125, including cleaning/linens Stunning BRAND NEW home on Holway Street, with fabulous water views from almost every room in the house! Filled with gorgeous upscale furnishings and brand new appliances throughout. Enjoy... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 16
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in Chatham Charming 4 bedroom home in a peaceful area with a lovely fenced in yard. Just a short drive to Jackknife Cove beach on Pleasant Bay and a short distance to Monomoy River for kayaking and canoeing. School Houe Pond is a half mile... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    Paradise Found at this special retreat in this Cape Cod Vacation home Rental in Chatham called the Heron's Nest! Peak Summer Weekly Rates:  last week of June until the first week in September: $4,600/week. This spacious , Four Bedroom, 3 bath luxury Chatham Rental will surely delight you in every... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    2017 Rental Rates: $2475 per week, including the cleaning fee ~~ Off-Season: $1375 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Bright and cheerful summer cottage, walking distance to the warm waters of Hardings Beach! Located in Hardings Hills, there is also an... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 27
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Private Outdoor...
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    • Hot Tub
    • Waterfront
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    • Pet-friendly
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    About this property
    Imagine walking through the front door to a stunning view of the water overlooking Chatham pier and your own heated pool. Relax in the hot tub or sit on the back patio and take it all in. This waterfront vacation home has magnificent views from every angle. With four bedrooms, this sophisticated... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    2017 Rental Rates ~ In Season, $1125 including cleaning fee No Off-Season Clean rental home located just 1/2 mile to Hardings Beach or Oyster River Boatyard. Fresh paint and furnishings throughout make this small yet comfortable rental a great buy! Good size living room with high ceilings make it... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    2017 Rental Rate: $2225 per week, including the cleaning fee ~~Off-season: $1525/wk, including cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely updated cottage located in the popular Harding's Hills neighborhood. Spacious master bedroom with cathedral ceiling and private bath. The... View all property information
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    Chatham, Cape Cod 02633
    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. Peak Summer Weekly Rates:  last week of June until the first week in September:$2,000- $2,100/week Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham... View all property information
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    Chatham, Cape Cod 02633
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Welcome to: Salty Paws! Pet Friendly!  Enjoy this Cape Cod Vacation Rental cottage in Chatham offering 3 bedrooms and 2 baths at the end of a small lane across from the ocean. Wifi and A/C included. A Complete renovation is taking place over the winter. Everything will be "all new"! Peak Summer... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Schoolhouse Pond just 1/10 mile! Charming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach--perfect for freshwater beach lovers. First floor offers open kitchen / living area with AC unit and one first floor queen bedroom with a ceiling fan. Second floor has three bedrooms all... View all property information
    Location Information
    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
    Location Information
    South Chatham, Chatham 02659
    1 / 11
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
    About this property
    2017 Rental Rate: $2275 per week, including the cleaning Off season, $1575 per week, including the cleaning Wonderful, clean, and comfortable home located in the quaint village of South Chatham. Enjoy your afternoons at the beach and your evenings in the bug free screened porch ! Within a quick... View all property information
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    South Chatham, Chatham 02659
    1 / 11
    4 of 5 bubbles (1) Very good
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This light and bright 3 bedroom, 2 bath ranch is located directly across from White Pond, a large fresh water pond great for swimming, paddle boarding, kayaking or fishing. It is also adjacent to the Old Colony Rail Trail (bike path) for easy access to downtown Chatham or to the Cape Cod Rail Trail... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    About this property
    2017 Rental Rate: $6250 per week, including the cleaning fee Off-Season $4450 per week, including the cleaning fee The perfect place for a most memorable and rewarding vacation. New owners of this original Morris Island home have brought in all new furnishings and bed sets. The spacious open floor... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come to the Cape and enjoy this 3 bedroom, 2 bath Chatham rental home. Take time to relax on the expansive deck with wonderful views of Mill Creek and Nantucket Sound or enjoy a BBQ on the gas grill. The open floor plan with adjoining kitchen, dining and living rooms creates a spacious area perfect... View all property information
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    Chatham, Cape Cod 02659
    1 / 14
    North Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2017 Rental Rate: In Season Rental Rate ~~ $3000 per week, plus a mandatory $200 cleaning fee~~~ Weekly rentals from mid-JUNE to mid-SEPT NO SHORT RENTALS--ALL LEASES ARE A WEEK+ Beautiful neighborhood including 1300 ft. walk down private path to lovely, sandy ocean beach on Bassing Harbor. If you... View all property information
    Location Information
    North Chatham, Chatham 02653
    1 / 28
    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Newer Custom Cape Cod Vacation Rental home that is walk to beach in Chatham sleeping 9. Peak Summer Weekly Rates:  (last week of June until the first week in September) $3,400 A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (.6 mile)! Central air, WIFI, a... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $2100, including the cleaning fee Off-Season $1600 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight,... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • Washer
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $3000 per week including the cleaning fee ~~ Weekly rentals from mid-JUNE to mid-SEPT Fabulous Cape Cod beach rental located steps from Nantucket Sound with breathtaking views from the huge deck overlooking the marsh and the ocean. Airy, light and bright decor. Finished walkout... View all property information
    Location Information
    South Chatham, Chatham 02633
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    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy your summer vacation in this charming bright, contemporary home just 1/2 of a mile to Pleasant Street and Red River Beaches. This 3 bedroom, 2 bath home was fully renovated in 2007 including bathrooms, kitchen and flooring. Enjoy furnished multi-level decks with a gas grill, nice yard and an... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Patio
    • Washer
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $2575 per week, with the cleaning fee~~~~Off-Season: $1775 per week, with the cleaning fee~~ Weekly rentals from mid-JUNE to mid-SEPT Updated, light & bright home located about 1/2 mile from downtown Chatham & Oyster Pond. New kitchen and furnishings throughout, as well as a newly... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Grill
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    • DVD Player
    • Parking
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $2475 per week including the cleaning fee ~~ Off Season: $1775 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming year-round home, with central air conditioning, within walking distance to the warm waters of popular Ridgevale Beach! Recently... View all property information
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    Chatham, Cape Cod 02633
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2017 Rental Rate: $3225 per week, including cleaning fee No Off Season 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 basement. Huge, grassy back yard...perfect for... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 16
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy your vacation in this bright, open 3+ bedroom, 2 bath Chatham home on a cul-de-sac in a pleasant neighborhood. This home is only one-half mile to Cockle Cove Beach or 2/10th's of a mile to Taylor's Pond where you can launch a kayak to paddle into Nantucket Sound. New furnishings include a... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    241 Training Field Road PET FRIENDLY Charming and updated 3 bedroom air conditioned ranch style home, just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1900 per week in season * $160 Cleaning Fee * $100 Handling Fee * $55 Damage Insurance OR $500 Security Deposit Please contact... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 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
    1 / 11
    North Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • DVD Player
    • Grill
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    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2017 Rental Rate: $1725 per week, including the cleaning fee ~~ Off Season: $1125 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field,... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 18
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This recently renovated 4 bedroom, 2 bath house has a bright open floor plan with new furnishings throughout. This comfortable home is situated in a wonderful neighborhood with a great yard for children and is only 5/10ths of a mile from Nantucket Sound Beaches. A queen bedroom and a twin bedroom... View all property information
    Location Information
    Chatham, Cape Cod 02659