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Chatham: Vacation Rental By Owner

Search result 1 to 20 Of 390
  • Property-1 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    • (35)
    Chatham, MA

    This great vacation home has over 30 + Five Star Reviews and is now a Saturday to Saturday rental! Please read our reviews to see how our home stands out as one... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    Chatham, MA

    Quaint 2 bedroom home on quiet street. Cozy and comfortable with lots of extra sleeping space available in partially finished basement which boasts additional... ...more

  • Property-3 Image 1
    House Select Dates for Price
    • 3Bed
    • 1Baths
    Chatham, MA

    Tennis anyone? This gem has it's own private tennis court. The home is located in a quiet neighborhood with quick access to Schoolhouse Pond for swimming or... ...more

  • Property-4 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    Great location allows for an easy walk to the ball field, playground or the Chatham Bakery for your morning coffee from this 3 bedroom rental in a quiet family... ...more

  • Property-5 Image 1
    Hotel Select Dates for Price
    • 4Bed
    • 3Baths
    Chatham, MA

    This spacious 4 bedroom, 3 bath vacation home is well maintained and just under a mile to the popular Ridgevale Beach. Located at the end of a quiet, dead end... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 5Bed
    • 4Baths
    Chatham, MA

    Steps to Lighthouse Beach! Open and airy, and with peaks of the shimmering blue waters; this stunning home offers 2 beautiful master suites with king beds and... ...more

  • Property-7 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Chatham, MA

    Beachfront and marina access, views and ocean breezes ! Newly renovated, 2 bedroom condo is just perfect for a Cape Cod getaway. Right on a private beach and... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 5Bed
    • 4Baths
    Chatham, MA

    Charming expanded Cape style home in the highly sought after Stage Neck area of Chatham. Right off the loop, this home offers 1 king, 2 queens, 3 twins and a... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 8Bed
    • 8Baths
    Chatham, MA

    Tennis anyone? This beautiful, brand new construction with 8 bedrooms, can sleep 20 with 3 kings, 2 queens, 5 twins and 8 doubles in custom built in bunk beds. 8... ...more

  • Property-10 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    Location, location, location! Nestled in off of Shattuck Place, you will find privacy and comfort in this serene setting. This completely restored and beautifully... ...more

  • Property-11 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    Chatham, MA

    This very popular beach house is just a quick walk to the desirable Ridgevale Beach. Great attention to detail shows in this rental. Four bedrooms (king, queen,... ...more

  • Property-12 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    Spend your vacation on the beach! Charming 3 bedroom, 2 bath that can sleep 8 with a queen, double, 2 twins and a full sofa bed. Open kitchen and living area... ...more

  • Property-13 Image 1
    Hotel Select Dates for Price
    • 3Bed
    • 3Baths
    Chatham, MA

    Vacation in the heart of downtown Chatham! This newly renovated home that sleeps 8 in 2 queens, 2 twins and a queen sleeper sofa; is charming, spacious and a walk... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    Book your family vacation at this nicely furnished and updated home! WiFi, flat screen TV, A/C and all the other modern amenities are available to make your... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    This fabulous Cape style house offers 3 bedrooms (1 queen and 2 sets of twins) and is only a half a mile to Ridgevale Beach. The perfect spot for a family... ...more

  • Property-16 Image 1
    Cottage Select Dates for Price
    • 1Bed
    • 1Baths
    Chatham, MA

    Spend your vacation in The Sea Crest! This sweet clapboard cottage on the hill off Stage Island Road offers an open kitchen, living area, and full size bed.... ...more

  • Property-17 Image 1
    Hotel Select Dates for Price
    • 1Bed
    • 1Baths
    Chatham, MA

    Step back in time in this beautifully maintained antique horse barn cottage that sleeps 5. Beamed ceilings, wide plank floors and charming decor. Spacious family... ...more

  • Property-18 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    Chatham, MA

    Sip your tea on the classic farmer's porch! Fabulous new home with a private and expansive yard that is close to downtown Chatham and The Fish Pier. A's games,... ...more

  • Property-19 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Chatham, MA

    Charming and spacious, this great rental has an open floor plan and all that you need for a spectacular family vacation. Walk to everything that Chatham has to... ...more

  • Property-20 Image 1
    House Select Dates for Price
    • 4Bed
    • 2Baths
    Chatham, MA

    It's all about the location and charm! Located in the heart of Chatham's Old Village and boasting a beautiful marsh view, this tastefully appointed Cape-style... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Chatham. Many accommodations in Chatham provide "Non Smoking Only", there are 360, or there are 322 of Vacation Rentals in Chatham with a "Children Welcome", there are also 296 with "Fishing", which is another great reason to visit Chatham.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Chatham. The most expensive month of the next 12 months is in January, where prices hit an average of $108 a night. In December, prices will hit an average low of $0 per night.