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House Rentals 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.
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 36
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Pet Friendly! Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Peak Summer Weekly Rates:last week of June until the first week in September: $5,200 - $5,500/week Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to... View all property information
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    North Chatham, Chatham 02650
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful views of Nantucket Sound abound from this 2 bedroom, 1.5 bath traditional Chatham vacation rental only 4/10ths of a mile to Red River Beach and 6/10ths of a mile to Pleasant Street Beach. There is a sun room off the living room with a full-size sleep sofa and the full bath was recently... View all property information
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    Chatham, Cape Cod 02659
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Quintessential Cape Cod Vacation Rental Cottage in Chatham on the way to Cockle Cove Beach. Peak Summer Weekly Rates:last week of June until the first week in September: $1,350/week. Enjoy this Cape Cod beach cottage with casual coastal decor. A/C units in living area and bedrooms and Wifi too.... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy this 3 bedroom, 1.5 bathroom Chatham vacation home in the Harding's Hills neighborhood only 1/2 mile from popular Harding's Beach. There is a bonus 'Florida room' with full-size futon for sleeping or enjoying the afternoon sun. The backyard patio has a great dining table with umbrella, a gas... View all property information
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    Chatham, Cape Cod 02633
    1 / 25
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ID #POST22 Chatham Center is just 3/10ths of a mile from this 3 bedroom, 1.5 bathroom Vacation home. [~]Located directly off of Main St. and 4/10ths of a mile to Oyster Pond Public beach (salt water), just a short stroll to Main Street dining or to watch Cape Cod Baseball League games or to see... View all property information
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    Chatham, Cape Cod 2633
    1 / 38
    5 of 5 bubbles (1) Excellent
    9 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    Pet Friendly! The Priscilla House is a lovely vacation rental home nestled on Main Street in the charming town of Chatham, Massachusetts on Cape Cod.Walk to town and Lighthouse beach! Sheets and Towels INCLUDED! Peak Summer Weekly Rates:last week of June until the first week in... View all property information
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    Chatham, Cape Cod 02633
    1 / 12
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Enjoy this classic 3 bedroom, 1 full bath Cape beach cottage only 3/10ths of a mile to popular Ridgevale Beach. Amenities include washer, dryer, dishwasher, two window AC units (one in the Queen bedroom and one in the bedroom with 2 Twins), cable TV (includes sports and weather), DVD player, Wi-Fi,... View all property information
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    Chatham, Cape Cod 02633
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    1 / 47
    5 of 5 bubbles (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 offering 6 bedroom 6.5 bathrooms. Peak Summer Weekly Rates:last week of June until the first week in September: $16,525/week. This luxury home is pet friendly with a private pool, central a/c, linens,wifiand more. In historic... View all property information
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    Chatham, Cape Cod 02633
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    6 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    209 Champlain Rd Chatham MA DOG FRIENDLY Great, rambling home with an old-Cape Cod feel located on the "loop" just around the bend from Stage Harbor. Wonderful area to enjoy while here on the Cape! A tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge, grassy... 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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    Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features great amenities such as central air conditioning, high speed wireless internet, and flat screen TVs in every bedroom. Enjoy an outdoor dinner in your central courtyard accessed... View all property information
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    Chatham, Cape Cod
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is a terrific, newer, bright 3 bedroom, 2 full bathroom Chatham rental home situated only 2/10ths of a mile from popular Ridgevale Beach. This home is nicely decorated with newer, tasteful furnishings. Amenities include central AC, washer, dryer, dishwasher, cable TV (includes sports and... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Chatham Vacation Rental Cottage at the beach! Peak Summer Weekly Rates:last week of June until the first week in September: $2,000/week. Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this... 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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    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
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    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This 3 bedroom, 2 bath house is in a quiet neighborhood abutting a wooded backyard. You'll be 7/10ths of a mile from Pleasant Street Beach and just a smidge further to Red River Beach. Amenities include window AC units in all three bedrooms, washer, dryer, dishwasher, Wi-Fi, cable TV (includes... View all property information
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    Chatham, Cape Cod 02659
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    16 ELLIS Pet friendly home in Chatham sleeps 4. Two bedrooms one with a queen and bedroom two has a queen and a single bed. Outdoor seating on the deck is spacious. Enclosed outside shower. One and a half baths. WiFi. A/C in the bedrooms. A short drive to Harding beach. FRIDAY arrival and... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Panoramic views of Nantucket Sound and a pristine salt marsh await you from this 3 bedroom, 2.5 bathroom South Chatham home. The back deck offers a commanding view of the estuary and wildlife including osprey and egrets while a winding path leads to a secluded beach with warm water and exposed sand... View all property information
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    Chatham, Cape Cod 02659
    1 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Come stay in this lovely, light, bright and open 2+ bedroom, 2.5 bath home with newly installed wall mounted AC unit on the first floor and window units in each bedroom. The deck overlooks a very private backyard with enclosed outdoor shower and charcoal grill. This rental is convenient to... View all property information
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    Chatham, Cape Cod 02633
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    1 / 19
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $13,200 /week Peak Season (July 2 - September 3) $9,100/wk for the weeks of (6/25 and 9/3) $7,800/week Shoulder Season (6/18 and 9/10) $6,800/week Shoulder Season (6/11 and 9/17) $6,100/wk (before 6/11 and After 9/24) Spend your Chatham vacation in this beautiful brand new 4 bedroom 4.5 bath home... View all property information
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    Chatham, Cape Cod 02659
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2450 per week including the cleaning fee ~~ Off Season: $1750 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 / 12
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This adorable, updated and meticulously maintained 2 bedroom, 1 bathroom quintessential Chatham vacation cottage has views of Nantucket Sound. This rental is only 2/10ths of a mile to Forest Beach and Pleasant Street Beach. (The rental does not included access to the beach shown in the photos which... View all property information
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    Chatham, Cape Cod 02659
    1 / 21
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2175 per week, including the cleaning fee~~ Off-Season Rate: $1675 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Cozy saltbox located only a couple of blocks from Chatham's popular Harding's Beach. The first floor has a spacious bedroom with a... View all property information
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    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    4.5 of 5 bubbles (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
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    Chatham, Cape Cod 2659
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy your vacation and be close to Nantucket Sound at this adorable 2 bedroom cottage only 3/10ths of a mile from Nantucket Sound beaches. This property has one portable AC unit in the Queen bedroom, washer, dryer, digital cable TV (includes sports and weather), DVD player, Wi-Fi, gas grill,... View all property information
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    Chatham, Cape Cod 02659
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    RENOVATED very bright, beachy condo, 2bdrms/2bths. This unit comes equipped with AC, fully stocked kitchen and 2 decks to enjoy your wine/coffee. The decks overlook Little Mill Pound. This condo is located in town and the famed, kid friendly Oyster Beach & Lighthouse Beach are a 10 minute... View all property information
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    Chatham, Cape Cod 02633
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    North Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    North Chatham, Chatham 02650
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Light and bright home with pretty marsh views! Great, central location, close to Hardings Beach and a quick drive into downtown Chatham! You will love the screened porch or back deck for relaxing. AC units in every bedroom for the hot days, if you aren't at the beach! One bedroom on the first level... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Enjoy fantastic, unobstructed views of Red River Beach and Nantucket Sound from this 3 bedroom, 2 full bath traditional Chatham vacation rental only 1/10th of a mile to a semi-private beach. The property comfortably accommodates 8 people however can take up to 10 with the use of the full-size sleep... View all property information
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    Chatham, Cape Cod 02659
    1 / 11
    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 / 29
    5 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    Water Views Near Chatham Light, Guest Apartment, Sleeps 11 (Linens Included) Pets Considered Peak Summer Weekly Rates: $7,500 - $8,700 This classic home is perched in the dunes of Chatham, just to the south of Chatham Light. This large home is ideal for larger groups looking for a perfect Chatham... 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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    2016 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
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    Chatham, Cape Cod 02633
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    ID #PATT41 Chatham Vacation home, only 0.1 miles to Ridgevale Beach which is next to Cockle Cove Beach on Nantucket Sound, with beach access from Bucks Creek Bridge from Nantucket Drive. [~]Catch views of Buck Creek and the Ocean beyond from the living room of this vacation cottage that has a... View all property information
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    Chatham, Cape Cod 2633
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    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 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    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
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    Chatham, Cape Cod 02659
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $3575 per week including the cleaning fee. ~~ Off-season: $2575 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming home right on Seaview Street - a short walk to downtown Chatham, or Chatham Bars Inn! This home has lovely furnishings throughout,... View all property information
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    Chatham, Cape Cod 02633
    1 / 8
    North Chatham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    2016 Rental Rate: $3225 per week, with the cleaning fee ~~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, and fish pier. House has... View all property information
    Location Information
    North Chatham, Chatham 02650
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    [~]ID# WATER13 This impeccable 2 bedroom and 1 bath cottage in Chatham is close to beaches, town, great restaurants, and unique shops. But you will be insulated from the summer crowds the moment you arrive at Waterview Colony, a serene retreat set on 5.5 acres with a private beach on White Pond... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This updated 4 bedroom, 2 bath vacation rental home in Chatham is well maintained and a great spot for making family memories. Peak Summer Weekly Rates:last week of June until the first week in September: $3,800/week. and Just $1900 in Sept and October!! Just under a mile to town, this coastal Cape... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 26
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
    • Patio
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. Peak Summer Weekly Rates:last week of June until the first week in September: $3,600/week. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community... 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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    • Washer
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Panoramic views of Nantucket Sound from this traditional 4 bedroom, 2 full bath Cape beach house with direct access to a private beach. Living space abounds on the first floor with multiple sitting areas, large dining area and furnished deck. A master bedroom with queen bed is also located on the... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Views-Views-Views! Pet Friendly Cape Cod Vacation Rental home with rooftop deck is just .2 to Ridgevale Beach. Peak Summer Weekly Rates:(last week of June until the first week in September) $4,050/week Pet friendly! Enjoy water views from the main floor living areas and the upstairs master bedroom... View all property information
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    Chatham, Cape Cod 02633
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    • ?
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    • x
    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 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $1775 per week with the cleaning fee ~~ Off Season Rate: $1050 per week with the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT This three bedroom home is a stones throw from Chatham's bike trail, so you can ride from your home all over the Cape. The Regional Middle School... View all property information
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    Chatham, Cape Cod 02633
    1 / 52
    8 Bedrooms, 11 Bathrooms, Sleeps 16 | Quick View
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    • Internet Access
    • Waterfront
    • Grill
    • Patio
    • Satellite TV
    • Hot Tub
    • Porch
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Two Weeks Minimum Two Weeks Rate: $56,000.00 Monthly Rate: $112,000.00 Rising majestically over Eldridge Point, overlooking Oyster River, Harding’s Beach, and Nantucket Sound, this extraordinary estate features the largest private shoreline in Chatham. Watch glorious sunsets while swimming in your... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2017 Rental Rates: $3975 per week, including the cleaning fee Weekly rentals only from late JUNE to SEPT Location, location, location! View the Lighthouse from this newly renovated 3 bedroom, 2 bath home. Steps to Lighthouse Beach, yet set back off Main Street with a private yard and parking. Three... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Views- Views- Views from every room! Updated Waterfront Cape Cod Vacation Rental Home In Chatham, offering over 3100 square feet of living space. Peak Summer Weekly Rates:last week of June until the first week in September: $4,900/week. This home has a private bonus room to sleep 7! 3 Full Baths!... View all property information
    Location Information
    Chatham, Cape Cod 02633