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Holiday Rentals near Stick'n Rudder Aero Tours

240 George Ryder Rd, Chatham, Massachusetts 02633-1617
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    Travellers to Chatham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Chatham
    All New Cottage in Chatham Near Hardings Beach1 / 19
    (4)Excellent
    0.9 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Quiet Lakeside Cottage - Ideal for Couple1 / 14
    (16)Very good
    0.6 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    0.8 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    • Patio
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rate: $4,725 including cleaning fee FRIDAY TO FRIDAY Rental ~~ Off Season: $3,725 including the cleaning fee Beautiful, new home centrally located in Chatham with upscale and lavish furnishings throughout. Simple elegance defines the home with Custom Hardwood, stone and tile floors...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Waterfront views of Bucks Creek.  Pet Friendly! 3 Bedroom and 2 Baths-sleeps 8. Slimline AC units to keep you cool and WiFi to keep you connected. Walk to Ridgevale Beach! Enter the front door to a hallway.  To the left is an eat-in fully equipped kitchen with double sliders to an expansive deck...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.7 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    NEW LISTING! 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....
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.3 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    105 Wood Carver Knoll, Chatham - ID# 106342. Spectacular waterfront home in Chatham overlooking Oyster Pond! Central Air, Wireless Internet, gourmet kitchen with espresso machine, Keurig and more. Enjoy the deck with incredible views of Oyster Pond, the church steeples of Main St, tidal marshes and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
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    Welcome to Heron Hill! Pet Friendly! This lovely 4 bedroom, 2.5 bath Chatham vacation home overlooks Nantucket Sound and Buck's Creek. Within walking distance to Harding's Beach and just one block to the community dock area which offers easy access for kayaks and canoes to Buck's Creek! Use the...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.1 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    11 JEANETTE DRIVE Just over a mile to downtown Chatham and also close to Hardings Beach and Oyster Pond! This great house is convenient to the bike trail, tennis courts and has deeded rights to a fresh water pond! With four bedrooms and two full baths, this updated home comfortably sleeps up to...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    West Chatham Cape Cod Vacation Rental (2307)1 / 19
    (2)Very good
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 24 August 2017
    A wonderful home for a family gathering. Property is convenient to beaches and to Chatham. The house has separate areas that offer privacy. The home as well appointed and...
    Reviewed 19 September 2016
    We have rented this property from Chatham Vacation Rentals for the last 4 years. We look forward to renting it next year and for many years to come. It is a well kept, extremely...
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    About this property
    Enjoy your Cape Cod vacation in this tastefully decorated, comfortable home. It is located in Hardings Beach Hills, only 4/10ths of a mile from popular Harding's Beach. This 3 bedroom, 2.5 bathroom home has an updated kitchen with granite countertops and stainless steel appliances as well as...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Housekeeping Included
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Spectacular Waterfront Townhome - Oyster Pond #321 / 14
    (6)Excellent
    1.2 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Porch
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    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    You got six -stars on my rating, the house was just perfect, location wise couldn't be any better,close to downtown and great views, we couldn't ask for anything more, we...
    Reviewed 21 February 2017
    Great property & perfectly located. Close to beaches, shopping & restaurants. The house is very beautiful and spacious. Quick check in and check out & quiet &amp...
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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....
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Captain's Haven1 / 16
    (1)Excellent
    0.8 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Grill
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2016
    It was a nice little spot for my boyfriend and I to get away for the weekend. Had no issues with the facilities. Please keep in mind the cabin isn't air conditioned. There are...
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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...
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    West Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.9 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Seahold! Stay at this updated Chatham Vacation Rental located on a residential cul-de-sac of newer homes, well maintained 3 bedroom (sleeping 10). The interior has recently been refreshed for your comfort and relaxation. Central air will keep you cool and free WiFi will keep you...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1.7 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 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 original artwork throughout. Small yard in...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1.2 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet Friendly! Coastal, 3 bedroom (sleeps 8) home offering spacious open floor plan, refurbished kitchen, cathedral ceilings, hardwood floors, free WiFi and central AC.  Attractively furnished, impeccably maintained, and fully equipped. This 3 bedroom, 2 bath ranch-style vacation rental home is...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.9 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom 1 bath rental is located within walking distance to two fresh water ponds and is just a mile from downtown Chatham. Emery Pond is perfect for kayaking while the much larger White Pond is great for swimming and paddleboarding. The bike path is also adjacent to the neighborhood...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates ~~ In Season, $2900 per week, including the cleaning fee Off Season, $1700, including the cleaning fee Beautiful home built in 2006 with an airy open floor plan and tons of living space throughout. Great central location, close to all the shops and restaurants Chatham has to...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    West Chatham Cape Cod Vacation Rental (610)1 / 11
    (1)Excellent
    0.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2016
    This property was very comfortable and perfect for our adult family. It was close enough to be able to walk to the beach and an easy distance from main Chatham. We loved the...
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    About this property
    This wonderful 3 bedroom, 2 bath house is in a quiet neighborhood yet is close to shopping, restaurants and beaches. There is access to a nearby path leading to Ridgevale Beach (about 8/10ths of a mile long) and this home is also only a short drive to Hardings Beach. Amenities include window AC...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • DVD Player
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming.   Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 ac units in the main floor bedrooms and free...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Porch
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Harding's Beach Hills, where you will find Three Cheers, this charming cottage by the sea! This Chatham Cape Cod Vacation Rental offers ranch style living with AC units in all 3 bedrooms, free WiFi, and expanded cable with flat screen TV in both the living room and master bedroom! The...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Location Information
    North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3.5 bedroom and 2 full bath dog-friendly vacation home in Chatham with beautiful marsh views is just a half mile from Hardings Beach and Oyster Pond River. This home offers such amenities as a washer/dryer, 3 A/C units, dishwasher, cable TV, WIFI, and a gas BBQ grill. The first bedroom,...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience 'Chatham Coastal Charm'. Popular Contemporary Cape Cod Vacation Rental home in Chatham with heated salt water gunite pool that is just a short walk to Hardings Beach (.3). Sleeps 10! Don't miss this 'fan favorite' Cape Cod Vacation Rental home in Chatham with heated pool that is very...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Captains Row E Chatham Cape Cod - Captain's Row1 / 26
    (1)Excellent
    0.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    About this property
    Welcome to Captain's Row! Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham.   This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court (Only 130 steps from your door!). Also...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable 3 bedroom, 2 bath quiet summer retreat only a half mile to downtown Chatham!  Offering Central AC & free WiFi with over 1600 sq. ft. of finished living space, 3 bedrooms, 2 full bathrooms, and a large den there is plenty of space for you to relax in with the entire family.    Welcome...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rate: $1975 per week, including the cleaning fee Off-Season: $1425 per week, including the cleaning fee Enjoy the simple life in this classic, Chatham cottage. Located in the popular Hardings Hills neighborhood, a quick walk down to Hardings Beach! The newly enclosed porch overlooks the...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.3 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Internet Access
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    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: $4425 per week, including cleaning Off-Season: $3125 per week cleaning Weekly rentals from mid-JUNE to mid-SEPT Stunning, new home located on Oyster River with breathtaking views of the river and marsh. Enjoy your afternoons after the beach watching the birds and wildlife from...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rate: $1550 per week, including the cleaning fee~~~NO OFF-SEASON~~~ Enjoy your Chatham summer vacation in this light and bright vacation home. Located on a quiet side street, on the way to Ridgevale Beach, one of Chatham's most popular family beaches! Filled with bright colors and comfy...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rate: $2900 per week including the cleaning fee Off-Season Rate: $1800 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT You will love this 4 bedroom home near Ridgevale Beach! Located at the end of a dirt road with water views of a freshwater pond and...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Spectacular Waterfront Home - Oyster Pond 31&321 / 28
    (2)Excellent
    1.0 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 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...
    Reviewed 18 July 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...
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    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...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!1 / 29
    (1)Very good
    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 30 September 2017
    Very nice Chatham, Cape Cod home with great views, and not too far from town. A comfortable home that I would rent again, and the managment company was good about staying in...
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    Experience a glimpse of Cape Cod waterfront living at this three-bedroom Chatham home, a dog-friendly property with a wrap-around deck, panoramic views of the ocean and Oyster River, and nearby access to Harding's Beach. This quaint two-level home is scenically situated between Nantucket Sound and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2018 Rental Rate $3875 per week, including the cleaning fee Off Season, $2725 per week, including the cleaning fee Light and bright, this spacious beach home is located right down the street from family-friendly Hardings Beach. Plenty of room to spread out and relax as you enjoy your Chatham...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chatham Cape Cod Vacation Rental (9068)1 / 17
    (1)Excellent
    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 14 September 2017
    This is the fourth or fifth time we've rented this property. The house is great; not fancy, but very comfortable and accommodating. We prefer to be close to Harding Beach and...
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    Enjoy this 3 bedroom, 1.5 bathroom Chatham vacation home in the Harding's Hills neighborhood only 1/2 mile from popular Harding's Beach. There is a bonus 'Florida room' with full-size futon for sleeping or enjoying the afternoon sun. The backyard patio has a great dining table with umbrella, a...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to The Rosa Rugosa! Walk to Hardings Beach- Central air - private! Ranch-style home with Central air-comfortable, easy living all on one floor! 3 Bedrooms, 2 baths, sleeps 6 with central air, WiFi, and sunroom. Beautiful gardens, patio, yard, and an easy walk to Harding's Beach! Quiet side...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.9 kilometres from Stick'n Rudder Aero Tours
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    42 Seastrand Chatham This 5 bedroom home is ideal for two groups to spend a vacation together. Two Master bedrooms, one on the first floor and one on the second floor. Open kitchen and living area. The kitchen is gourmet with silestone counter tops. This cape boasts a magnificent great room with...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    This renovated 3 bedroom, 2 bathroom property in the Ridgevale Beach area is well equipped to make your vacation stay comfortable. The home features gleaming hardwood floors on the first floor, new carpeting on the second floor, updated bathrooms and a fully equipped kitchen. New for 2018 is an...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.6 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lovely, renovated and very clean. Two-full bath condo near Ridgevale Beach. No roads to cross to access the beach road. Full kitchen and dining; Enjoy the private patio area with weber grille overlooking lovely plantings and lawn area. air conditioning , comfortable furnishings, and child...
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    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Schoolhouse Pond just 1/10 mile! Charming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach--perfect for freshwater beach lovers. First floor offers open kitchen / living area with AC unit and one first floor queen bedroom with a ceiling fan. Second floor has three bedrooms all...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Spectacular Waterfront Townhome - Oyster Pond #251 / 12
    (8)Excellent
    1.1 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 30 August 2017
    Oyster Pond is an amazing spot. Our family had the opportunity to enjoy the 4th of July in Chatham and we selected unit 25 at Oyster Pond! It was the perfect spot for a family...
    Reviewed 16 August 2017
    At the top of our list for vacation rentals in Cape Cod. Our extended family of 8 rents every year in Chatham and this rental is at top of our list. Luxury accommodations - 4...
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    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...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    2018 Rental Rate: $2375 per week, including the cleaning fee~~ No Off-Season Centrally located, this lovely updated three bedroom home is a wonderful spot for your Chatham vacation! Only one mile from everything downtown Chatham has to offer, it is also close the Cape Cod Rail Trail, and an easy...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.1 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Surrounded by the natural landscape of cranberry bogs and Buck’s Creek marsh, this 4 bedroom, 3 full bath home with central a/c in South Chatham is just a short bike ride to Ridgevale Beach and close to the charming village of Chatham. And it’s pet friendly! The first floor features a good-sized...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    169 Lime Hill Road CHATHAM This magnificent and well-appointed home is the epitome of luxury living with added Cape Cod style. Conveniently located less than 3/4 of a mile from Chatham Village, you also have deeded rights to a path to Oyster Pond.. Every amenity is provided, from central air to...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    2018 Rental Rate: $2450 per week including the cleaning fee No Off-Season Comfortable and airy post & beam home located in a quiet neighborhood near Harding's Beach. Tons of windows and skylights throughout bring in the sunlight! The eat-in kitchen overlooks the backyard gardens and walks out to...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.5 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Welcome to Long Camp in Chatham! Pet Friendly! Come and enjoy a cozy vacation rental cottage on Goose Pond in Chatham.  Goose Pond is the largest pond in Chatham and has 38 acres of unspoiled fresh water that is perfect for swimming, canoeing and kayaking.  Nestled on the sandy beach- This cottage...
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    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.5 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Enjoy this updated 2 bedroom, 1 bath Chatham vacation cottage with views of Oyster River. The open kitchen, dining and living room has a slider leading out to a large deck with chaise lounges, dining table with umbrella, gas grill and enclosed outside shower. Amenities include window AC units in...
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    West Chatham, Chatham
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1.1 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2018 Rental Rate: $2100 per week, including the cleaning fee, including the cleaning fee Call about September and October This is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight, opens to dining area &...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2018 Rental Rate: $1775 per week with the cleaning fee ~~ Off Season Rate: $1050 per week with the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT This three bedroom home is a stones throw from Chatham's bike trail, so you can ride from your home all over the Cape. The Regional Middle School...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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