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Apartments and Condos in Chatham, MA

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    $275
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for... View all property information
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    5 of 5 stars Reviewed September 23, 2014
    Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the location...
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    1 / 9
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Freshly painted Cape Cod home tucked just off of Route 28 near the Chatham/Harwich line. Very convenient location with a quick walk to two great restaurants and .7 mile walk to Forest Beach, and Pleasant Street Beach. House includes an open living/dining area, a first floor master bedroom and... View all property information
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    5 of 5 stars Reviewed January 6, 2015
    Our family of four (children ages 12 and 14) stayed here August 2014. The property was well maintained, neat, and provided everything we needed, including sheets and beach...
    4 of 5 stars Reviewed August 26, 2014
    Adorable, comfortable home. Rooms and closets very spacious. Clean, well maintained. Children, 13, 13 & 10 loved it! Would def' return! Paula
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    5 of 5 stars (1) Excellent
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    About this property
    Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset.... View all property information
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    5 of 5 stars Reviewed August 2, 2014
    I had never used "Flip Key" before and was a bit unsure of results. I have to say that this house was perfection! From my first contact with the owner to the day we walked out the...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. This is a stunning four bedroom, four and a half bath spacious end-unit townhouse with spectacular views of Oyster Pond. Unit 25 is the largest... View all property information
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    5 of 5 stars Reviewed November 3, 2014
    I stayed in the home with my family for 10 days. We had a spectacular time. The home is beautiful. It provided great views and the location cant be beat. The decor is terrific...
    5 of 5 stars Reviewed October 30, 2014
    We chose to hold out business retreat there and all participants stated that we exceeded expectations- which is saying something because our HQ is on Costa Rica. The quality of...
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    1 / 34
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
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    4.5 of 5 stars (4) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This lovingly restored Greek Victorian former bed and breakfast has 6 bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over from Nantucket many years ago to its present site. Amenities include a Wolf range, granite counter tops, dishwasher, 2 cable TVs... View all property information
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    3 of 5 stars Reviewed August 31, 2013
    Pros:1-Location few miles from the center of town, 2-Walking distance from forest beach (not good for swimming). 3-Accomedate large groups. Cons:1-It is an old...
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    • Hot Tub
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    About this property
    ------------------------------------------------------------------------------------------------------ Like new 5 bedroom luxury Chatham vacation home on over 1 acre. Walk to Schoolhouse pond, clean freshwater pond with beach. Near the Cape Cod paved bike path and also only a few blocks to nice... View all property information
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    5 of 5 stars Reviewed March 23, 2013
    A group of friends stayed for a weekend reteat - and were so pleased with all the amenities of a fully equipped house and all the comforts of home, while staying on the cape...
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    1 / 47
    Overview
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    • Waterfront
    • Water Views
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    About this property
    ON THE WATER ... * Beautiful water views! * Back decks open to mesmerizing views of Emery Pond * Hammock and patio furniture chosen for comfort and relaxation! * Direct access to pond from backyard. * Clean swimmable pond. * Bass fishing plentiful! * Gas grill. * 2.5 Blocks from Bike trail... View all property information
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    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Dryer
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    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor.... View all property information
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    5 of 5 stars Reviewed November 18, 2014
    We had an amazing time in Chatham. My family (wife and two young kids) greatly enjoyed all the activities the area had to offer. The townhome far exceeded our expectations. The...
    5 of 5 stars Reviewed October 19, 2014
    This was intended as a romantic getaway with my wife. The townhouse was simply spectacular, and it was truly a great location and with amazing views. It was peaceful, very...
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    1 / 12
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
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    About this property
    Sit on the porch in one of the rockers and enjoy your morning coffee or afternoon beverage of choice and watch the world go by. As soon as you drive in the driveway and smell the salt air, you start to relax and feel the welcoming embrace of this historical in town main house and cottage. With five... View all property information
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    1 / 21
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children’s books and videos,... View all property information
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our Five bedroom Chatham vacation home is located on a quiet side street, yet near town. The five large bedrooms are added to by a den with double pull-out and a basement/play area with 2nd pull-out making it perfect for family groups, weddings, or reunions. We have 1 king bed, two queen beds, one... View all property information
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    1 / 13
    5 of 5 stars (4) Excellent
    Overview Reviews (4)
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    • Pets allowed
    • Smoking allowed
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
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    5 of 5 stars Reviewed October 20, 2014
    I can't say enough good things about our stay!!!! The accomodations were prestine. Amenities were off the charts, everything you could possible want. One of the best trips...
    5 of 5 stars Reviewed October 17, 2014
    Wow... It was my first time visiting Cape Code, and the highlight was Oyster Pond! I love architecture and design, and It was truly a pleasure to enjoy the view from the...
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    About this property
    Yes, the price is low but that's why so many customers have come for decades! So wanting for a nice clean quiet apartment unit close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the... View all property information
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    1 / 14
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Yes, the price is low but that's why so many customers have come for decades! 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? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    $87
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    1 / 9
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Yes, the price is low but that's why so many customers have come for decades! 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? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Housekeeping...
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    • Private Fishing...
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    About this property
    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and picnic area just... View all property information
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
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    About this property
    Location - Location-Location! Luxury Chatham Vacation Rental home with 3 bedroom, 3.5 bath in the heart of Chatham and sleeps 7. Whether you Enjoy cocktails on the traditional front porch, read a good book in the cozy sun room, eat outdoors on the mahogany deck or take in an outdoor shower - you... View all property information
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    • Hot Tub
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
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    5 of 5 stars Reviewed October 17, 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
    5 of 5 stars Reviewed July 17, 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
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    • Air Conditioning
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    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village. View all property information
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    4 of 5 stars Reviewed October 1, 2014
    We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
    5 of 5 stars Reviewed August 14, 2014
    Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This stunning 1 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 bedroom house with 2 master suites. Perfect for extended family and friends. Close to town and beaches. View all property information
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    $428
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    1 / 22
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    About this property
    Classic North Chatham Escape, Pet Friendly $3,300 PRIME SUMMER WEEKLY RATE This home has 4 bedrooms and classic Cape Cod decor. All of the modern amenities are included: AC units in all bedrooms, WiFi, flat screen TV with digital cable, washer/dryer, and a completely updated kitchen with granite... View all property information
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    About this property
    This stunning 3 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps away from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave,... View all property information
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    • Suitable for children
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    About this property
    This stunning 2 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
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    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
    • Washer
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Light and bright home with pretty marsh views from your back deck! 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... View all property information
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or take extra bikes to ride to Lighthouse Beach/ Oyster Pond. Kitchen table has room for... View all property information
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    2015 Rental Rates: $4750 per week, including the cleaning fee FRIDAY TO FRIDAY Rental. ~~ Off-Season: $2750 per week, including the cleaning fee Gorgeous beach house on a quiet street just steps to Ridgevale Beach! 'Beachy' decor and furnishings throughout! The first level has a great open floor... View all property information
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    South Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Waterfront
    • Water Views
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    About this property
    Fabulous views of Nantucket sound are the focus of this newer home. Built in 2000, it sits at the end of a quiet dead end street overlooking an amazing view of nature, ocean and sky. From every window see Nantucket Sound, Hardings Beach and Stage Harbor Lighthouse. The house has an open floor... View all property information
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    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Safe
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    About this property
    0.1 mile from 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Ping Pong Table
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    About this property
    The simple entrance path leads past rosa rugosa, wild roses, blooming yarrow, and other native flower beds to arrive to a spacious skylit great room, featuring vaulted ceilings and a wood-burning fireplace. The well-equipped kitchen, dining, and indoor living area has a bright indoor-outdoor... View all property information
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    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    Charming and romantic. It offers a bright second story loft bedroom, fitted with a queen bed with new orthopedic mattress. The ground floor features a large open living area with sunny full kitchen, dining space, comfortable sitting area with settee and club chair, and a simple cozy bathroom with... View all property information
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    WALK TO TOWN LOCATION!! Spectacular rental property located just a short walk to restaurants, shops, Chatham Bars Inn, Seaside Links 9 Hole Golf Course, Chatham Angler's Ballfield, town playground and Oyster Pond beach area. This immaculate rental has so much to offer....four bedrooms/2.5 baths,... View all property information
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    About this property
    Beautiful, Spacious, and Very Clean 3 bedroom 2 full bath home. Sleeps 8! Master suite with king size bed and private full bath. Large family room with entertainment system. Fully equipped kitchen with walk out deck. Private backyard with outdoor shower. One mile to ocean. Private pond... View all property information
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    2 of 5 stars Reviewed July 2, 2014
    * We have used Trip Advisor for several rentals and this one is best described as below average. Our extended family of 6 (4 adults, two kids) stayed in Beach Plum for 5 nights...
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    About this property
    Enjoy in-town living. This bright two bedroom, two bath condo is a short walk to town, golfing, tennis, beaches and Chatham A's baseball games. This second level corner unit features a bright living room with eat-in dining room, kitchen and sliding doors to a walk-out balcony. All new furnishings... View all property information
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    5 of 5 stars (11) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    About this property
    Located on a bluff overlooking Nantucket Sound just a 4 minute walk from Chatham's Hardings Beach, this luxurious home can accommodate an extended family of 10. There are two master suites with Queen beds and private bath (0ne with jacuzzi tub) and three twin bedded rooms - a total of 5 bedrooms... View all property information
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    5 of 5 stars Reviewed December 17, 2014
    We had a wonderful stay during our time here in Cape Cod. The owners could not have been more delightful and the house was absolutely fantastic. It was a five minute walk to the...
    5 of 5 stars Reviewed July 24, 2014
    This was our 5th year at this house. We have enjoyed our stay every time! The house was very clean (much more than my own house is, I'm sure) and the artwork and decor was...
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    • Suitable for children
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    About this property
    Pondside is a quaint and quiet nature-lover’s paradise! Close to town and beaches, this charming non-smoking home is situated on more than an acre of woodland between three picturesque kettle ponds. The house sits just fifty feet from one small pond that’s perfect for fishing and kayaking. Next... View all property information
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    5 of 5 stars Reviewed July 31, 2014
    My family and I had a wonderful time at Pondside! The house was clean and unbelievably well appointed with all the kitchen gadgets we needed to prepare our own food. Beaches were...
    5 of 5 stars Reviewed June 12, 2012
    First of all, Danielle had been very helpful even before we arrived. The reservation process was quick and easy. After the phone conversation, we mailed her the deposit check. All...
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    OPEN WEEKS ARE (ALL OF JUNE, 6/27, 7/11, 7/18, 8/22, ALL OF SEPT.) CALL SOON TO BOOK RENT ME NOW ! OPEN WEEKS !        Private Home. All you need to pack are clothes. Everything is provided for that very special vacation adventure. Located in the highly sought after Sesuit Neck section of East... View all property information
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    5 of 5 stars (6) Excellent
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This immaculate two-bedroom/one-bath cottage sleeps five and is cozy and affordable. It's located one-half mile from Cockle Cove Beach on warm Nantucket Sound. Situated on a quiet cul de sac with a nearby childrens playground, this property is protected and cooled by pine trees and salty breezes.... View all property information
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    4 of 5 stars Reviewed September 1, 2014
    We loved being so close to Cockle Cove Beach. The outside shower was a hit, too. My two teenaged boys loved, loved, loved this place. It would be even better if it had wifi.
    5 of 5 stars Reviewed August 25, 2014
    I was so happy with our stay! the cottage was very cute and was just enough room! it was close to just about anything you can want to do in the cape. the welcome gift was very...
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    • Suitable for children
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    About this property
    Our Pleasant Street home is a charming 3 bedroom, 2 bath year-round home which is located at 320 Pleasant Street in South Chatham and it can comfortably accommodate up to 8 people. It is only a 2 minute walk to Nantucket Sound, the warm water side of Cape Cod! There is no beach sticker required... View all property information
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    4 of 5 stars Reviewed November 2, 2012
    Our family spent Columbus Day weekend at this property located within walking distance of two beaches and enjoyed it very much. The expanded Cape had comfortable room for eight of...
    3 of 5 stars Reviewed July 2, 2012
    I traveled with three friends to Cape Cod for a week. Two of us were pretty happy with the selected property, and the other two were a little disappointed. The house is located...
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    About this property
    At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities. Enjoy beautiful sunsets as well as swimming and canoeing at the lake---and only be a short trip to the beach or Chatham center. The cottage features cathedral ceilings, a fireplace in the living... View all property information
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    5 of 5 stars Reviewed August 26, 2014
    The property consisted of three beds (2 futon and 1 queen size bed) which was perfect for my three person family. The cottage was only a few minutes from two great beaches nearby...
    4 of 5 stars Reviewed September 15, 2013
    Our favorite thing was sitting with coffee in the am, or a beer for sunset, down at the small beach area on the lake. Solitude and scenery. Maybe 3 other cottages were occupied...
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    • Suitable for children
    • x
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    About this property
    Our Cranberry Way home is a charming 2 bedroom, 2 bath (one new) year-round home which is located at 47 Cranberry Way in South Chatham and it can comfortably accommodate up to 6 people. It is only 0.6/mi. to Nantucket Sound, the warm water side of Cape Cod! It is a pet-friendly home (with an... View all property information
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    Overview
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    About this property
    Spend your vacation in this newer 2+ bedroom 2.5 bath Chatham rental home situated on a lovely country lane 3/10ths of a mile to Pleasant Street beach on Nantucket Sound. This home boasts nearly every possible amenity including central air, washer/dryer, dishwasher, cable TV (includes NESN) with... View all property information
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