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House Rentals in Chatham, MA

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    Travellers to Chatham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 46
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    4.5 of 5 stars (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
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    Chatham, Cape Cod 02659
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    ON THE WATER ...<BR><BR>* Beautiful water views! <BR>* Back decks open to mesmerizing views of Emery Pond <BR>* Hammock and patio furniture chosen for comfort and relaxation!<BR>* Direct access to pond from backyard. <BR><BR>* Clean swimmable pond.<BR>* Bass fishing plentiful!<BR>* Gas grill.<BR>*... View all property information
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    Chatham, Cape Cod 02633
    1 / 22
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    5 of 5 stars Reviewed 2 weeks ago
    We absolutely loved our stay at this charming seaside home, it feels like someones primary residence not a rental. The home is bright, open and beautifully appointed, plenty of...
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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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    Chatham, Cape Cod 02669
    1 / 20
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Chatham, Cape Cod 02148
    5 of 5 stars Reviewed 22 August 2015
    This was a really beautiful home. An exciting mix of old and new, set on a lovely property, overlooking a lake. Sunrises and sunsets are breathless. Room enough for eight. State...
    5 of 5 stars Reviewed 8 August 2015
    Joy was a pleasure to work with. She was prompt with her communications to us. She explained everything we needed to do (having never done this before). The house was great...
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    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    New for the 2015 season and located in the desirable Ridgevale Beach area of Chatham. This bright and airy home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of... View all property information
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    West Chatham, Chatham 02633
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    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
    Location Information
    Chatham, Cape Cod 02633
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    1 / 11
    3 of 5 stars (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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
    5 of 5 stars Reviewed 8 July 2015
    This traditional yet very spacious Cape Cod cottage is perfectly situated in a quiet neighborhood on an lightly traveled road. It is a most pleasant five minute walk from the...
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    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishings, washer/dryer and central air. After the beach, rinse off in the private outdoor shower before relaxing on the sunny patio. The Space: Create cherished family memories in our... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 8 November 2015
    Wonderful house, very nice quiet location within easy reach of beaches. House very clean with everything that we needed. Would highly recommend.
    5 of 5 stars Reviewed 30 September 2015
    This accommodation is very well appointed and has everything one could need. Chatham is an ideal base for exploring the whole of Cape Cod. You can walk from the property to a...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Walk to famous Lighthouse Beach (1/2 mile), walk to a beautiful private beach at the end of the road (200 yards) that is ideal for kayaking, clamming and enjoying the views, or take a walk from the private beach to South Beach and enjoy the solitude and seals. And for those who enjoy... View all property information
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    Chatham, Cape Cod 02633
    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.<BR>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.<BR>Kitchen table has room... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! Welcome to The Chatham Bars Carriage House, located within walking distance to Historic Main St. with it's endless variety of boutiques, restaurants, galleries, and nightlife! Enjoy this traditional, yet well-appointed... View all property information
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    Chatham, Cape Cod 02633
    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Central Heating
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    About this property
    Chatham Beach house... walk to Harding's Beach in Chatham. Wonderful home, great for families! Outdoor Shower, wrap-around porch with patio furniture and grill, hammock to relax, Cable TV, DVD player (family movies on site), wifi included, full kitchen, laundry, garage, plenty of parking. Just... View all property information
    Location Information
    West Chatham, Chatham 02633
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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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    South Chatham, Chatham 02360
    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Location, location, location! Charming cottage-like apartment right across the street from the Cape Cod Coast and Lighthouse Beach. The unit is also within a ten minutes walk to the vibrant downtown area abound with eclectic shops and restaurants. This Hammond House unit has a beautiful water view... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 2 weeks ago
    My husband and I booked this vacation rental for the Fourth of July week and we really enjoyed our stay! Your right in the middle of the excitement a five minute walk to the beach...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    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. The furnishings give... View all property information
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    Chatham, Cape Cod 02633
    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
    Location Information
    South Chatham, Chatham 02659
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    North Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spacious four bedroom ranch in Riverbay, a quiet neighborhood that is great for walking, and is only 1 mile from the calm waters of Jackknife Beach on Pleasant Bay! The house is cheerfully decorated with bright colors and upscale furnishings. The finished basement provides extra space for playing... View all property information
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    North Chatham, Chatham 02633
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    Location Information
    Chatham, Cape Cod 02633
    West Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    ACCOMMODATIONS: 3 bedrooms plus den with 2.5 baths. Accommodating 8-10 people. Master suite: king bed w/en suite Guest room 1: queen bed Guest room 2: four twin beds (2 bunks) Guest room 3: den w/full bed Living room Dining room seats 8 (addition kitchen table seats 2) Two full baths total... View all property information
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    West Chatham, Chatham 02633
    1 / 41
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | 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
    Location Information
    Chatham, Cape Cod 02650
    5 of 5 stars Reviewed 24 September 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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    3 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    This wonderful house located in beautiful North Chatham is a great place to spend your Cape Cod vacation! It is decorated with classic and clean taste and completely ready for you to arrive and enjoy! The porch is a great spot to enjoy a cup of coffee in the morning- there is a nice backyard area... View all property information
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    Chatham, Cape Cod
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Renovated Sea Captain's Home by Ryder's Cove, Pet Friendly This home has just been made available for sale, $699,900. Peak Summer Weekly Rates: $3,000 - $3,500 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... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your Chatham vacation in this 3 bedroom, 2 full bathroom house that is only 2/10th of a mile from Pleasant Street Beach on Nantucket Sound. It offers window AC units in the second floor bedroom, washer, dryer, dishwasher, microwave, cable TV (includes sports and weather) DVD player, Wi-Fi,... View all property information
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    South Chatham, Chatham 02659
    2 Bedrooms, 1 Bathroom, Sleeps 1 | Quick View
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    Amazing spot to spend your summer vacation! Drive past Eastward Ho Golf Club and just keep going until you're at the water. This adorable cottage is clean and comfortable. Wake up to views and the sounds of the sea. This wonderful home is waiting for your flip flops and beach towels. Two bedrooms... View all property information
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    Chatham, Cape Cod
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beach front vacation rental cottage in Chatham! Peak Summer Weekly Rates: last week of June until the first week in September: $2,300 - $2,800/week. Stay at this 2 bedroom cottage located right on the beach in Chatham, the best of Cape Cod. Beautiful views! Perfect for a relaxing getaway, this... 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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    2016 Rental Rate:INDEPENDENCE WEEK! $200/night July 1 to July 9 - minimum stay 4 nights. ALSO: July 9 to 23: $1700, per week. $2275 per week including the cleaning fee SPECIAL RATES FOR: Aug 27th weeks!! $2075 per week with cleaning included Off-Season: $1575 per week including the cleaning fee... View all property information
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    South Chatham, Chatham 02659
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. Peak Summer Weekly Rates: last week of June until the first week in September: $2,000/week Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham Airport... View all property information
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    Chatham, Cape Cod 02633
    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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: $3000-$3,600/week. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 6 July 2014
    We loved to stay in this luxurious and wonderful house! Anything is very clean and you don´t miss anything. Thank you for the nice "start bags", that is more than one can...
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    1 / 14
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Large home sleeps 12 in Chatham Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of the amenities, newly rennovated kitchen and bathrooms, air conditioning units in all bedrooms and living areas. Close to town, School House Lake, Beaches, and Cape... View all property information
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    Chatham, Cape Cod 02633
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    2016 Rental Rate: $1225 per week, including the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT Nicely decorated house on a quiet street near town and the Cape Cod Rail Trail. This is a very well maintained and comfortable home with the owner's artwork throughout. Small yard in front and... View all property information
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    Chatham, Cape Cod 02633
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Smoking allowed
    • x
    About this property
    Charming Carriage House in fabulous location one street off Main St. near ball fields in quaint fishing village of Chatham, MA. Leave you car here as downtown is just a 10 minute walk, as is Oyster Pond. Also a short drive to the famous Light House Beach & South Beach. This one bedroom, second... 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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    • Satellite TV
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    2016 Rental Rate: $1775 per week with the cleaning fee ~~ Off Season Rate: $1250 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
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    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
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    About this property
    Charming 3 bedroom, 1 bath cottage with views of Nantucket Sound from the rooftop deck. There is a good sized backyard and Forest Beach is just 3/10ths of mile away. Amenities include a window AC unit in each bedroom, cable TV (with basic cable only; no NESN, ESPN, Weather Channel, etc.) with a DVD... View all property information
    Location Information
    South Chatham, Chatham 02659
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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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
    Welcome to your Beach House! This Cape Cod Vacation rental home is located in Chatham in the Harding's Beach Hills (just .3 mile to Harding's Beach and .2 mile to The Buck's Creek Association dock and picnic area). Peak Summer Weekly Rates: last week of June until the first week in September:... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    2016 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 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Private, Family Ranch Style Riverbay home in Chatham for your Cape Cod Vacation located on a peaceful residential dead end road. Peak Summer Weekly Rates: last week of June until the first week in September: $1600-$1,800/week As you enter the through the front door you will find comfortable seating... 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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    • Parking
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    • Child-friendly
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    • x
    About this property
    241 Training Field Road PET FRIENDLY Charming and updated 3 bedroom air conditioned ranch style home just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1800 per week in season plus $160 Cleaning Fee made payable to Miriam Tambarussi $60 Handling Fee, & $55 Vacation Rental Damage Fee... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Spend your Cape Cod vacation in this 3 bedroom, 2 bathroom rental home close to the downtown area. Amenities include washer, dryer, dishwasher, Wi-Fi, central AC on 1st floor and window units in each of the upstairs bedrooms as well as 3 ceiling fans, cable TV (includes sports and weather), a DVD... 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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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $2450 per week including the cleaning fee Off Season Rate: $1950 a 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... View all property information
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    Chatham, Cape Cod 02633
    1 / 9
    North Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This traditional Cape home is set in a beautiful private setting, close by to the Cow Yard town landing where you can watch the sunrise over the Outer Beach and Atlantic or launch your kayak or paddle board. Slight water views from the living room and upstairs bedroom. The property has 3 bedrooms... View all property information
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    North Chatham, Chatham 02650
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $2025 per week, including the cleaning fee June weeks: $1650 per week, including the cleaning fee Off-Season: $1475 per week, including the cleaning fee Nice, comfortable rental located in quiet South Chatham neighborhood near Forest Beach. Recently painted and updated,it is a... View all property information
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    South Chatham, Chatham 02659
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $1725, including the cleaning fee Off Season: $1225, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Traditional Cape Cod ranch with three bedrooms and central air conditioning. Great neighborhood for kids and about one mile bike ride down to Hardings Beach.... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    North Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 mile to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 2 miles to Main St., Chatham for shopping,... View all property information
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    North Chatham, Chatham 02650
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Less than a mile from Chatham Village this 4 bedroom, 3 bathroom rental home has all the comforts of home. The master bedroom and a second bedroom with 2 twins are located on the 1st floor. The other two bedrooms and a bathroom are located on the second floor. Amenities include central AC, washer,... 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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    • Wi-Fi
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    • Terrace
    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    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: $3,800 - $4,200/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
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $1225 per week including the cleaning fee ~~ Off-Season: $950 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Adorable one bedroom unit just steps to Lighthouse Beach! A quick walk to downtown Chatham for dinner, shopping and more, this charming condo... View all property information
    Location Information
    Chatham, Cape Cod 02633