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Holiday Homes near Stick'n Rudder Aero Tours

240 George Ryder Rd, Chatham, Massachusetts 02633-1617
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    Travellers to Chatham are booking July 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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    Captain's Haven1 / 32
    (1)Excellent
    0.8 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    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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    • DVD Player
    • Cable/satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2017
    This was my second time staying at Helene's cottage with my boyfriend. We loved the location — a short drive or bike ride to many nice beaches, nature walks, and main street in...
    Reviewed 19 September 2017
    I have been a repeat renter of this property for the last fifteen years. I have always found this cottage clean and a relaxing place to stay.Yearly, I notice upgrades e.g. the...
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    About this property
    At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities -- wireless internet, cable TV, air conditioning. 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...
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    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Private Contemporary Cape Set on a Hilltop1 / 20
    (1)Average
    1.2 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Cable/satellite TV
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    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    We are a family of four travelling from the UK and stayed at the property for one week in July. Chatham was a relaxing week after our whirlwind tour of Florida and New York. We...
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    About this property
    You will enjoy easy times in this 3 bedroom 2 bath Cape set on a hilltop. This very well-equipped house is at the end of a cul-de-sac and offers complete privacy, a large deck with grill, outdoor shower, and ample parking. It has a contemporary open and airy floor plan with cathedral ceilings and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • 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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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 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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    1.1 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're settling in for a sun-filled beach vacation or seek a quiet seaside escape over the cooler months, this picturesque 3BR/2BA home promises a charming and relaxing stay on the Cape year-round. Spanning two floors, this stylish home features beautiful pine floors and modern decor with...
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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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    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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    1.6 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    1.6 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
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    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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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.3 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
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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, 2 Bathrooms, Sleeps 8
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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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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Cape Escape! Pet Friendly! Walk to Harding's Beach from this Chatham Vacation Rental Home. 4 Bedrooms, sleeps 8. Access to association dock and picnic area in Harding's Hills Association. AC units in 3 bedrooms and the main living area, there is cable and free WiFi too. Calling all...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    0.8 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    64 Waveland Chatham Lovely home in excellent condition located just a short drive to Hardings Beach. This home has been well cared for and features two separate living areas with DVD players, large flat-screen TV s and expanded cable for Red Sox games. The town landing on Oyster River is just...
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    West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    • Internet Access
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    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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    1.1 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    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
    • Grill
    Suitability
    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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    0.7 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    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. Recently...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    16 SEA STRAND LANE (ID#109551) CHATHAM Charming and comfortable! Located in a quiet area within a short driving distance to both Hardings and Ridgevale Beaches. Air conditioning cools the home with units in every bedroom, including first floor master bedroom. WiFi, outdoor shower, washer/dryer,...
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    West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 12 Quick View
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    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2,900 per week Off-Season: $1,700 per week Click for More Photos, Map, and Availability Calendar 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...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 12
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    1.3 kilometres from Stick'n Rudder Aero Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Spacious Custom Chatham Home Plus Guest House Linens included, new furnishings, hot tub, bocce court Peak Summer Weekly Rates: $8,500-$9,500/week Rents Saturday to Saturday in peak season NEW Listing for 2018! This immaculate custom home is set close to everything in Chatham. The property is...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    1.0 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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    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, 2 Bathrooms, Sleeps 8
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    151 Sky Way Chatham Cape Cod1 / 47
    (1)Excellent
    0.2 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    Conveniently located on the outskirts of Chatham, 151 Sky Way is the perfect location for a relaxing vacation. The house is immaculate, it is extremely well equiped and very...
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    About this property
    Waterfront & Dog friendly! Sleeps 8! This newer Cape Cod Vacation Rental home in Chatham offers panoramic views and backyard access to beautiful Blue Pond and deeded access to White Pond, perfect for swimming, kayaking, canoeing and fishing. Comfort and convenience inside and out define this home,...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.3 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $4725 per week Off-Season: $3225 per week Click for More Photos, Map, and Availability Calendar Spacious beach rental located just over 1/2 of a mile from the popular Hardings Beach in Chatham! Light and bright, it offers two master bedrooms,...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 12
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    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    key # 158 Additional amenities: 1/2 Bath 2, A/C Units 4 ~ 1 in each BR, Area Town, Bedding rm1 King Ensuite ~ 2nd Fl., Bedding rm2 Queen ~ 1st Fl., Bedding rm3 Two Twins ~ 2nd Fl., Bedding rm4 Two Twins ~ 2nd Fl., Bedrooms 4, CD, Dist. To Downtown 3/4 mile, Distance to Beach 7/10 mile, Fans 4, Heat...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 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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    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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    0.8 kilometres from Stick'n Rudder Aero Tours
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the highly desirable town of Chatham, this five bedroom, three bath rental home will meet all your vacation needs. Sleeping twelve people comfortably, you will have plenty of room to enjoy your stay in the large living room while the kids hang out in the adjoining family room. Featuring...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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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
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    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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    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $1,975 per week Off-Season: $1,425 per week Click for More Photos, Map, and Availability Calendar Enjoy the simple life in this classic, Chatham cottage. Located in the popular Hardings Hills neighborhood, a quick walk down to Hardings Beach!...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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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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    Pet friendly
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    Smoking allowed
    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. $1900 per week in season * $160 Cleaning Fee * $100 Handling Fee * $55 Damage Insurance OR $500 Security Deposit Please contact...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $2125 per week Off-Season: $1600 per week If less than one week in Off-Season; $225 per night (plus cleaning & booking fees) Click for More Photos, Map, and Availability Calendar Great four bedroom home located close to Chatham's Bike Trail, and...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1850 per week Off-Season: $1250 per week Click for More Photos, Map, and Availability Calendar Light and bright home located close to downtown and the Chatham Bike Trail, as well as the middle school tennis and basketball courts. It is an easy...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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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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    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
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    • Hot Tub
    • Waterfront
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    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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    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...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    1.5 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Enjoy Family Tides, this pet friendly, updated, 4 bedroom home sleeps 10. Walk to Harding's Beach with deck and outdoor shower. AC units. Free WiFi too.  Walk to Harding's Beach from this Cape Style home! Enter into the open dining room with seating for 6-8 + 2 at the breakfast bar. One step down...
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    Location Information
    West Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    1.3 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $4,425 per week Off-Season: $3,125 per week Click for More Photos, Map, and Availability Calendar Stunning, new home located on Oyster River with breathtaking views of the river and marsh. Enjoy your afternoons after the beach watching the birds...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    1.0 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: In-Season: $1800 per week (June 16 to Sept. 8) Pre-Season: $1200 per week (May 12-June 16) Post-Season: $1200 per week (Sept. 8 - Oct. 12) $175 MANDATORY cleaning fee per lease Click for More Photos, Map, and Availability Calendar Light and airy - hardwood floors, lots of windows...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 9
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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)
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    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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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1.0 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Cute cottage only 1 mile to Hardings Beach! 2 bedroom, 2 bath Cape Cod Cottage! Well maintained and appox. 1 mile to Hardings Beach in Chatham. Relax and dine in the screened porch which expands across the front of the cottage. This neighborhood is located off Barn Hill and a short distance to...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 17 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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    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...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2900 per week Off-Season: $1800 per week Click for More Photos, Map, and Availability Calendar 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...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 12 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $2225 per week Off-Season: $1525 per week Click for More Photos, Map, and Availability Calendar Weekly rentals from mid-JUNE to mid-SEPT Charming home located in terrific central area of North Chatham. Walk to Ryder's Cove boatyard. Beautifully...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 12
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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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    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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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2375 per week No Off-Season Click for More Photos, Map, and Availability Calendar 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...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 7
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    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    So close to the center of Chatham, this beautiful house is great for your summer stay on the cape! With three bedrooms and an extra sleeping area on the second floor it fits 8 guests comfortably. The first floor features a pretty open floor plan with the living room, kitchen and dining room. The...
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    Location Information
    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, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
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    • 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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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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