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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 / 19
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    4 of 5 bubbles (2) Very good
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    North Chatham
    7 Bedrooms, 5 Bathrooms, Sleeps 24 | Quick View
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    Historic North Chatham Estate. Sleeps 20, private beach! (linens included) NEW Listing for 2017! Peak Summer Weekly Rates: $15,200 - $16,900 (Rents Saturday to Saturday during peak season) "Shore Acres", an extra-large historic Chatham estate...a spectacular venue for family vacations, extended... View all property information
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    North Chatham, Chatham 02650
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Near Chatham Village, Newly Remodeled, One Mile to Main Street Peak Summer Weekly Rates: $3,100 - $3,750 (Rents Saturday to Saturday during peak season) 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... View all property information
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    Chatham, Cape Cod 02633
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Pet Friendly! Located in a prime in-town location. Peak Summer Weekly Rates:  last week of June until the first week in September:$2,000/week. This Cape Cod Vacation Rental Cottage complex is just steps to the Mill Pond (a saltwater inlet of Nantucket Sound) in Chatham's Old Village and a few... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This Cape Cod Vacation home Rental in Chatham is just yards out the back yard to Forest Road Beach. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,850/week. Central A/C for those hot summer nights. You can smell the salt water from this ranch style home with four... View all property information
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    South Chatham, Chatham 02659
    1 / 22
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This 4 bedroom, 2.5 bathroom home in South Chatham has plenty of space inside and out. There is a sunken dining room off the main living room that opens to a furnished patio with gas grill. A second living space on the lower level has a TV, foosball table, half-bath, wet-bar area, two sleep-sofas... View all property information
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    South Chatham, Chatham 02695
    1 / 17
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This 3 bedroom, 3.5 bath home is situated at the end of a cul-de-sac and only 8/10ths of a mile to popular Ridgevale Beach. The spacious master bedroom with queen bed is on the first floor while the other 2 bedrooms and full bathroom are on the 2nd floor. The finished lower level has a sitting area... View all property information
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    Chatham, Cape Cod 02659
    1 / 17
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Spend your vacation in this newer 2+ bedroom, 2.5 bath Chatham rental home situated on a lovely country lane only 3/10ths of a mile to Pleasant Street Beach on Nantucket Sound. The master bedroom with queen bed is located on the first floor. The second floor bedroom has a queen and a twin bed and... View all property information
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    Chatham, Cape Cod 02659
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    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Come stay at: The Cozy Beach Cottage! 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... View all property information
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    Chatham, Cape Cod 02633
    1 / 11
    West Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Short walk to Oyster River Boatyard this two bedroom two bath home is just about a mile to Harding Beach. Sleeps 4 to 6 with one king, one queen, one single and one queen sleep sofa. Wireless internet, central a/c, enclosed outside shower and private deck for outside dining. Weekly summer... View all property information
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    West Chatham, Chatham 02669
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    This cute 2 bedroom, 1 bath cottage is just under 1/10th of a mile from Pleasant Street Beach. Amenities include a window AC unit in the living room, cable TV (includes sports and weather), DVD player, Wi-Fi, furnished deck, gas grill and an enclosed outdoor shower. This property has a $75... View all property information
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    Chatham, Cape Cod 02659
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $7850 per week, including the cleaning fee Off-Season: $5600 per week, including the cleaning fee Gorgeous home near town on a quiet street, with peeks of Oyster Pond! Filled with brand new upscale furnishings, it offers four bedrooms and 4.5 baths. Featuring two en-suite master... View all property information
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    Chatham, Cape Cod 02633
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This Chatham vacation rental has four bedrooms and can sleep six adults with two children. Unlike much of its competition, it is very spacious. It has one king bed, one queen bed, two twin beds and one room has a futon that can sleep two children. All bedrooms, as well as most of the house, are... View all property information
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    Chatham, Cape Cod 02633
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $3575 per week including the cleaning fee ~~ Off-Season: $2375 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Comfortable ranch located in the popular neighborhood of Hardings Shores. This beach house offers central air, wireless internet and upscale... View all property information
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    Chatham, Cape Cod 02633
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    73 Main Street, Unit #8 Charming second-story condominium apartment located right across the street from Lighthouse Beach. Views of the beach from deck off the living room. Walk across the street to Lighthouse Beach and also within walking distance to the Village. NO pets accepted. $1500 per week *... View all property information
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    Chatham, Cape Cod 02633
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rates: $4725 per week, including the cleaning fee Weekly rentals ONLY No Off-Season Walk to the water in minutes from this light and bright 4 BR home located in Harding's Shores! The location is fabulous, and the home features a large private fenced in back yard and enclosed outdoor... View all property information
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    Chatham, Cape Cod 02633
    1 / 21
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
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    About this property
    Our home is the perfect spot for your family to enjoy beautiful Cape Cod and award winning Chatham. Located on a picturesque and VERY quiet street you can stroll to Pleasant Street Beach or Forest Street Beach. The yard offers the perfect place for the kids to play, the upper and lower decks offer... View all property information
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    Chatham, Cape Cod 02659
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate: $4225 per week, including the cleaning fee No Off Season Beautiful rental home located in a popular Hardings Beach neighborhood with lots of room for your large family or group. AC units located throughout the home help keep your group cool when not enjoying the lazy Summer beach... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 29
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Spectacular rental property. This newer and very spacious 4 bedroom, 4.5 bathroom home offers plenty of space with it's soaring ceilings, spacious bedrooms and large back yard. Centrally located in a wonderful neighborhood of higher-end homes this rental includes use of the association pool and... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is located on the first fairway of... View all property information
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    Chatham, Cape Cod
    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    Chatham, Cape Cod 02659
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Short Drive to Everything! Our cape home offers lots of space for your family. 3/4 mile to Pleasant Bay Beach, 1 minute walk to Ryder’s Cove boat yard, few minutes walk to tennis courts and Cape Cod bike trail. 5 minutes drive to town center. Close to playground and baseball field - home of the... View all property information
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    Chatham, Cape Cod 02633
    1 / 28
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This rental is a comfortable 3 bedroom, 2 bath that sleeps 8. It sits on a pretty lot with a big backyard just 7/10th of a mile to Forest Beach in Chatham. A sunporch off the kitchen is great for that morning cup of coffee and the large deck has a gas grill for evening barbeques. The kitchen is... View all property information
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    South Chatham, Chatham
    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
    1 / 16
    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
    1 / 18
    South Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Address: 50 Cockle Cove Ridge, South Chatham -Property ID: 95538 This nicely kept South Chatham Condo is located in the Cockle Cove Ridge complex---right off of Route 28 and just under a mile to Cockle Cove Beach on Nantucket Sound. The first floor offers a living room and an eat-in kitchen. Slider... View all property information
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    South Chatham, Chatham 02659
    1 / 15
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    2017 Rental Rate: $12,400 per week, including the cleaning fee Off-Season $8800 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This beautiful home on Shore Road is the perfect spot for your Chatham vacation! It offers beautiful furnishings and plenty of space for... View all property information
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    Chatham, Cape Cod 02633
    1 / 36
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    05/20/17 - 06/24/17 $7,300 06/24/17 - 07/01/17 $8,000 07/01/17 - 09/02/17 $10,500 09/02/17 - 09/09/17 $8,000 09/09/17 - 09/30/17 $7,300 This beautifully renovated 1850 Antique home is literally just steps to Andrew Hardings Beach and Lighthouse Beach via a path directly across from the house. This... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ref Additional amenities include: outdoor shower: enclosed, bedding rm2: twin day bed w/trundle ~ 1st floor, bedding rm1: queen ~ 1st floor, bedding rm4: queen ~ 2nd floor, beach umbrella, a/c units: 5: 1 in lr, and 1 in each bedroom, tub and shower: 1 ~ 2nd fl., priceclass: under $3000, lobster... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    Yes, the price is low but that's why so many customers have come for decades!<BR>Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining?<BR><BR>Well, then...Pleasant Forest Shores just may be the... View all property information
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    South Chatham, Chatham 02659 1525
    1 / 16
    3.5 of 5 bubbles (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ID #BLUE16 Fabulous Chatham location! Just a short distance to Chatham's Main Street Village, Aunt Lydia's Cove, Chatham Fish Pier, Chatham Bars Inn, and more! [~]This charming 2.5 bedroom and 1.5 bath home is in a tranquil neighborhood, only 5/10ths of a mile to Aunt Lydia's Cove for seal... 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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    2017 Rental Rates: $3275 per week, including the cleaning fee Off Season: $2275 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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    Chatham, Cape Cod 02633
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate $7900 per week including the cleaning Off-Season: $5600 per week, including the cleaning fee Fabulous home with all the bells and whistles, with deeded access to Stage Harbor beach. Professionally decorated, this 4 bedroom home is full of new high-end furniture, fresh paint, and... View all property information
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    Chatham, Cape Cod 02633
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    [~]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
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    Chatham, Cape Cod 02633
    1 / 5
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate ~ $3050 per week including the cleaning fee. ~~ Off-Season: $2200 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This recently renovated four bedroom beach cottage is in the heart of the beautiful and kid-friendly Hardings Hills area. It offers a... 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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    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 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Fantastic views of Nantucket Sound abound from this updated 3 bedroom, 2 bath Chatham vacation rental only 1/10th of a mile from Ridgevale beach. No need to drive your car to the beach and pay to park, just throw your towel over your shoulder and walk down to the beach. The large furnished deck is... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • 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 Rates ~~ In Season: $2650 per week, including the cleaning Off Season: $1950 per week, including the cleaning Enjoy all Downtown Chatham has to offer but also enjoy the peace and quiet of staying off the beaten path! This darling rental sits about 1 block from the shops and restaurants... View all property information
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    Chatham, Cape Cod 02633
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    5 of 5 bubbles (1) Excellent
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    15 Bobbies Lane CHATHAM Cottage is charming and updated. Located in South Chatham. Central A/C, convenient to shopping, beaches, and golf. Only 1/2 mile to Nantucket Sound. Screened in Porch, WiFi, 1 Queen, 2 singles and 2 Queen Sofa beds. Sleeps 6. Please contact Courtney Blankenship at... View all property information
    Location Information
    South Chatham, Chatham 02633
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    2017 Rate: $5325 per week, with cleaning fee ~~~~~ Off Season: $2825 per week, with cleaning fee Lovely home within walking distance to downtown Chatham and the Chatham A's games!! Experience all Chatham has to offer without ever having to drive your car!! This pristine home, offers over 2200... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $3165 per week, including the cleaning fee~~ ~~ Off-Season: $2215 per week, including the cleaning fee~~ Weekly rentals from mid-JUNE to mid-SEPT Bright, spacious 3 bedroom home located in South Chatham, close to the Pleasant Street Beach. This home is a perfect set up for a... View all property information
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    Chatham, Cape Cod 02633
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    • Porch
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Cute cottage only 1 mile to Hardings Beach! 2 bedroom, 2 bath Cape Cod Cottage! Well maintained and appox. 1 mile to Hardings Beach in Chatham. Relax and dine in the screened porch which expands across the front of the cottage. This neighborhood is located off Barn Hill and a short distance to... View all property information
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    Chatham, Cape Cod 02633
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    Beautiful Gardens and Central A/C near Harding's Beach. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,200/week. Ranch style home with comfortable, easy living all on one floor! 3 Bedrooms, 2 baths, sleeps 6 with central air , WIFI and sunroom. Beautiful gardens,... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    About this property
    2017 Rental Rates: $3175, including the cleaning fee Off-Season: $2375 including the cleaning fee This bright family retreat is just you have been looking for! Just steps from Ridgevale Beach on the Nantucket Sound, it features a basement renovation with family room and full bath, and three... 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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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    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
    Location Information
    Chatham, Cape Cod 2633
    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Patio
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    2017 Rental Rates ~ In Season: $3675 per week, including the cleaning fee Off Season: $2675 per week, including the cleaning fee Classic Chatham home, recently remodeled, located in the heart of the village and just steps to Mill Pond! Freshly painted, it features new beds, and furnishings... View all property information
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    Chatham, Cape Cod 02633
    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Parking
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    • Private Outdoor...
    • Patio
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    Tucked in the private Cannon Hill setting, this enchanting 4 bedroom, 3 full and 1 half bathroom home with a large 40 x 20 heated salt-water pool offers tons of comfort and is perfect for your summer getaway. Just a short 3 minute stroll away, on the calm waters of Pleasant Bay, a private... View all property information
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    Chatham, Cape Cod
    1 / 7
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Internet Access
    • Grill
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $1650 per week including the cleaning fee. This is a FRIDAY TO FRIDAY RENTAL. ~~ Off-Season: $1250 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Adorable, updated rental located on a quiet street in South Chatham. New furnishings and fresh paint make... View all property information
    Location Information
    South Chatham, Chatham 02669