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Chatham Summer Rentals

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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Experience "Chatham Coastal Charm". 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). Sleeps 10! Peak Summer Weekly Rates:  last week of June until the first week in September: $7,000/week. Don't miss... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    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) $2700-$3,400 A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (0.6 mile)! Central air, WiFi, a... View all property information
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    South Chatham, Chatham 02659
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    #603 - Lovers Holley Home: Lovely renovated home less than one mile from Chatham's famous downtown shopping and overlooking Lover's Lake - which is a walk around corner in a few minutes. All Chatham beaches are within two miles.  This home, located in the Great Hills Estates, provides a very... View all property information
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    Chatham, Cape Cod 02633
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate ~ In Season, $7100 including the cleaning fee Off Season, $5100 including the cleaning fee Fantastic newly remodeled home located in the heart of Chatham! Location is everything when vacationing in Chatham and this home not only has the location, but also fresh paint, new... View all property information
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    Chatham, Cape Cod 02633
    1 / 29
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    WATERFRONT! Come stay at: Milhaven, This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on Mill Pond. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,500 - $3,900/week. The Old Village is popular for its historic nature and architectural... 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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    Welcome to: Seaside Stroll! Beachfront Condo! 3 Bedrooms, sleeps 6! Enjoy water views from both upstairs and main level decks. Walk down the path to the Outermost Harbor, Little Beach, or bike up to the village of Chatham. Easy bike ride to Lighthouse Beach and Monomoy Wildlife Refuge!  Central AC... View all property information
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    Chatham, Cape Cod 02633
    1 / 42
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Pet Friendly! Welcome to this English Garden inspired 3 bedroom 3.5 bath Chatham Vacation home with lovely coastal touches. Peak Summer Weekly Rates:  last week of June until the first week in September: $4,000 - $4,400/week. Offering Central air, Wifi and an open, airy floor plan~ you are sure to... View all property information
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    Chatham, Cape Cod 02633
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    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    2017 Rental Rate: $2750 per week, including the cleaning fee. No Off-Season Wonderful four bedroom summer home located in the popular Hardings Beach area. A quick bike ride to Hardings Beach or a quick walk down to Oyster River. Light and bright furnishings throughout and great open floor plan.... 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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    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
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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: $2475 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT 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 fantastic screened in... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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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 02633
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    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Beautiful new condominium nestled on tranquil Perch Pond, located just a half mile from down town Chatham. This unit boast all the amenities of luxury living. Central A/C, gas fireplaces and granite tops to name a few. Spend your afternoons relaxing on the back deck overlooking the pond after a... View all property information
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    South Chatham, Chatham 02633
    1 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate: $3500 per week including the cleaning fee Off-Season: $2200 per week including the cleaning fee WEEKLY RENTALS FROM MID-JUNE TO MID-SEPTEMBER Three-night minimum during the Off-Season: $350 a night including the cleaning Light and bright, this spacious four bedroom is walking... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
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    South Chatham, Chatham 02633
    1 / 24
    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Come stay at: Misty Meadow! Completely renovated vacation condo on Cape Cod in North Chatham. Enjoy this lovely condo with all amenities including Central A/C mini splits, wifi, and everything new. Peak Summer Weekly Rates:  last week of June until the first week in September: $1,275/week.... View all property information
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    North Chatham, Chatham 02650
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    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate: $3925 per week, including the cleaning fee June and September: $3225 per week, including the cleaning fee Off-Season: $2225 per week, including the cleaning fee. Fabulous four-bedroom home with 2 full baths and 2 half baths. Everyone will love this sparkling in-town Chatham home,... View all property information
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    Chatham, Cape Cod 02633
    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Welcome to The Little Caper. 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 $1,900 in Sept and October!! Just under a... View all property information
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    Chatham, Cape Cod 02633
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    5 of 5 bubbles (1) Excellent
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Located in Chatham, this 4 bedroom 2 bath Cape Cod vacation rental home is only 0.3 miles to Ridgevale Beach. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,800/week. This home has window AC units in the upstairs bedrooms as well as the 1st floor bedroom and... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Enjoy the spectacular location and panoramic waterviews from this 4 bedroom, 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few homes where you can step out your door and take only a few steps to the water's edge. This property has... View all property information
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    Chatham, Cape Cod 02659
    1 / 26
    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Completely renovated condo in North Chatham. Enjoy this lovely condo with all amenities including Central AC mini split, WiFi, and new furnishings. Sleeps 4. Read on to learn more about our Chatham Mass Vacation Rentals Peak Summer Weekly Rates:  last week of June until the first week in September:... View all property information
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    North Chatham, Chatham 02650
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Comfortable 3 bedroom, 2 bath quiet summer retreat only a half mile to downtown Chatham! Peak Summer Weekly Rates:  last week of June until the first week in September: $2,200/week. Offering Central AC & Wifi - like most of our Cape Cod Vacation Home Rentals - with over 1600 sq. ft. of finished... View all property information
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    Chatham, Cape Cod 02633
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    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    $1150/week-High Season-lower other times Foote-steps Chatham Charmer - Weekly Rentals The charm of a Cape Cod cottage with all the amenities of home. Relaxation and conveniences on a private circle with idyllic nature views... Enjoy our enclosed porch overlooking the salt marsh and a short (4/10... View all property information
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    Chatham, Cape Cod 02659
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $2150 per week, including the cleaning fee Off-Season: $1525 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious three bedroom ranch in quiet neighborhood near Hardings Beach. Recently updated, it is filled with comfortable furnishings and has... View all property information
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    Chatham, Cape Cod 02633
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    5 of 5 bubbles (1) Excellent
    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
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    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Lovely home with a/c near Ridgevale Beach RIDGEVALE BEACH 7/10 of a mile on Nantucket Sound!! Comfortably sleeps 10!! Cape Cod Bike Trail 8/10 of a mile away. Located at the end of a cul-de-sac and approximately 2 miles to the Village of Chatham for great dining, shopping, Cape Cod League Baseball... View all property information
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    South Chatham, Chatham 02659
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Great location! Oyster Pond & Chatham Village!! At this home you will be just apprx. 500 ft to private Oyster Pond access, 7/10ths of a mile to the the public beach at Oyster Pond and just 6/10ths of a mile to Chatham Village at Cross St. This fantastic home features plenty of great outdoor living... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2775 per week, including the cleaning fee Off-Season: $1175 per week, including the cleaning Weekly rentals from mid-JUNE to mid-SEPT Lovely, updated condo with water-views of the Nantucket Sound. Light and bright with comfy upscale furnishings. Located on a quiet side street in... View all property information
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    South Chatham, Chatham 02659
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    North Chatham
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    2017 Rental Rate: $5350 per week, INCLUDING linens & cleaning! ~~ Off-Season: $4900 per week including linens & cleaning! Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home in secluded North Chatham neighborhood. The home features hardwood floors, WiFi and central air conditioning with upscale... View all property information
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    North Chatham, Chatham 02650
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $7150 per week. ~~ Off Season: $4100 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Luxurious home, with central air and the perfect location! Located steps from Chatham's Fish Pier, you can walk to the beach, or in to town for one of Chatham's... 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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    2017 Rental Rate ... $2700 per week, including the cleaning fee Comfortable home located in a great central yet secluded location, a quick car ride and close to all Chatham has to offer! Spacious, open floor plan on the main floor with slider doors that open to the large deck and back yard area ...... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    2017 Rental Rate: $3625 per week, including the cleaning fee No Off-Season Wonderful waterfront home, right on Taylor's Pond! This spacious home is light and bright, filled with upscale furnishings, colorful decor, and offers a private, peaceful setting in South Chatham. The open floor plan... View all property information
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    South Chatham, Chatham 02659
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • x
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    • x
    About this property
    Beautiful water views of Pleasant Bay from this charming, sprawling ranch which has 4 bedrooms and 3 baths. There is a spacious living room, dining room, large deck, all with spectacular views overlooking Pleasant Bay. Amenities include AC (central throughout + wall unit in master queen), washer,... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 8
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
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    About this property
    2017 Rental Rate: $5475 per week, including the cleaning fee Off-Season: $3725 per week (4 night minimum) including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    3 of 5 bubbles (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
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    Chatham, Cape Cod 02633
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2017 Rental Rate: $6000 per week plus $275 cleaning fee Off-Season rate: $3750 per week plus $275 cleaning fee Beautiful home in Hardings Shores, with fabulous views of Nantucket Sound! Hear the water, see the water and walk to the water from this 4BR home! Views from every room! This wonderful... View all property information
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    Chatham, Cape Cod 02633
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    2017 Rental Rate ~ $1650 per week, including the cleaning fee Off-Season: $1200 per week, including the cleaning fee Comfortable summer rental home in a great central location! This three-bedroom ranch sits on a quiet street located in West Chatham. Just a quick drive in one direction to spend the... View all property information
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    Chatham, Cape Cod 02633
    1 / 33
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Featuring gorgeous gardens and outdoor spaces to explore, a luxurious and updated interior, and all the comforts of home, this beautiful rental has it all! Ideal for two guests, this would be a fantastic place for a honeymoon, couples getaway, or even a relaxing solo retreat. Nestled in a quiet... 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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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • ?
    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 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • ?
    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
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    • ?
    About this property
    2017 Rental Rate: $2175 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
    Location Information
    South Chatham, Chatham 02659
    1 / 15
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    2017 Rental Rate ~ $4200 per week, including the cleaning fee ~ Off-Season ~ $2000 per week, including the cleaning fee ~ Charming, antique, 5 BR home located on Chatham's "loop", steps to the water and Stage Harbor Yacht Club. Enjoy the breathtaking views of Stage Harbor and Stage Harbor... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    2017 Rental Rates~~$3200, including the cleaning fee Off Season~~$2200 per week including the cleaning fee Gorgeous, updated rental with tons of open living space. This is a great beach rental, within 1/2 mile to Ridgevale Beach. Terrific family neighborhood spot for kids. Light and bright... 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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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Chatham, Cape Cod 02633