Chatham: Vacation Rental By Owner

Showing 20 Of 419 Vacation Rentals
  • Property-1 Image 1
    House $342 / Nightly
    • 3 Bed
    • 2 Baths
    • (4)
    Chatham, MA

    Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer and dryer, whirlpool, outdoor shower, deck,... ...more

  • Property-2 Image 1
    Townhome $316 / Nightly
    • 2 Bed
    • 2 Baths
    • (10) Exceptional
    Chatham, MA

    Sunlight filled luxury town home overlooking a beautiful pond, with three floors of living space. Located less than a mile to Beautiful downtown Chatham, and very... ...more

  • Property-3 Image 1
    House $2,570 / Nightly
    • 4 Bed
    • 7 Baths
    • (5) Exceptional
    Chatham, MA

    Exclusive Robert Paul Properties Luxury Collection Rental Home. Imagine walking through the front door to a stunning view of the water overlooking Chatham pier... ...more

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

    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** #617 Skipping Stone: Located on... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 7 Bed
    • 5 Baths
    • (17)
    Chatham, MA

    This amazing seven bedroom Chatham home is located just .5 miles from Chatham’s beautiful downtown shopping area. It is just off Chatham's famous Shore Road area... ...more

  • Property-6 Image 1
    House $920 / Nightly
    • 5 Bed
    • 7 Baths
    • (2) Exceptional
    Chatham, MA

    This stunning rental home is a walker's dream! Walk to the ponds, bike trails, conservation area and town! Featuring 4,100 sq ft of luxury living, you and your... ...more

  • Property-7 Image 1
    House $557 / Nightly
    • 5 Bed
    • 3 Baths
    • (2) Exceptional
    Chatham, MA

    AVAILABLE FOR WEEKLY RENTALS, MONTHLY RENTALS, OR THE ENTIRE SUMMER! Located in the highly desirable town of Chatham, this five bedroom, three bath rental home... ...more

  • Property-8 Image 1
    House $1,590 / Nightly
    • 4 Bed
    • 5 Baths
    • (4) Exceptional
    Chatham, MA

    Tucked in the private Cannon Hill setting, this enchanting 4 bedroom, 3 full and 1 half bathroom home with a large 40 x 20 heated salt-water pool offers tons of... ...more

  • Property-9 Image 1
    Cottage $343 / Nightly
    • 3 Bed
    • 1 Baths
    • (33)
    Chatham, MA

    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... ...more

  • Property-10 Image 1
    Cottage $523 / Nightly
    • 3 Bed
    • 2 Baths
    • (10) Wonderful
    Chatham, MA

    Charming cottage right next to Outermost Marina with views of the boats & water. The quintessential beach house! If you want granite counter tops & new... ...more

  • Property-11 Image 1
    House $530 / Nightly
    • 3 Bed
    • 3 Baths
    • (37)
    Chatham, MA

    Newly renovated, quaint and charming in the heart of Chatham Village Center. Enjoy the full benefit of being steps away from the hustle and bustle of Main Street... ...more

  • Property-12 Image 1
    House $530 / Nightly
    • 3 Bed
    • 4 Baths
    • (21) Exceptional
    Chatham, MA

    Newly renovated (Spring 2016), quaint and charming in the heart of Chatham Village Center. Enjoy the full benefit of being steps away from the hustle and bustle... ...more

  • Property-13 Image 1
    House $532 / Nightly
    • 5 Bed
    • 4 Baths
    • (29)
    Chatham, MA

    Our house cleaners will be following recommended guidelines and taking extra steps to clean and sanitize the house and all high-touch surfaces; especially... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 5 Bed
    • 4 Baths
    • (9) Exceptional
    Chatham, MA

    This home is perfect for a large family gathering. The home is situated on a large , quiet lot south of Route 28. Guests are greeted by the spacious ,open... ...more

  • Property-15 Image 1
    House $486 / Nightly
    • 4 Bed
    • 3 Baths
    • (35)
    Chatham , MA

    This fully air conditioned 4 bedroom, 3 bath house on 1/2 acre lot sleeps 8 with 2 master suites! The main house has 3 bedrooms. One with a queen, one with 2... ...more

  • Property-16 Image 1
    House $1,416 / Nightly
    • 4 Bed
    • 4 Baths
    • (9) Exceptional
    Chatham, MA

    Charming and bright, open concept Cape house perfect for creating long lasting memories. Beautiful sunsets over Stage Harbor and views to the open ocean.... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    • (3) Very Good
    Chatham, MA

    This adorable PET FRIENDLY cape style home is located on a peaceful, residential, dead end road, close to two fresh water ponds and just a short drive to Pleasant... ...more

  • Property-18 Image 1
    Cottage $350 / Nightly
    • 2 Bed
    • 1 Baths
    • (26) Excellent
    Chatham, MA

    This precious, 2011 Historical Preservation Award winning cottage is perfect for a single, young family or couple looking for peace and tranquility. Located in... ...more

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

    Enjoy this 3-bedroom, 2 bath contemporary Chatham home just minutes from the Cape Cod Rail Trail for great cycling and 1 mile to the beautiful beaches on... ...more

  • Property-20 Image 1
    House $266 / Nightly
    • 3 Bed
    • 1 Baths
    • (8) Excellent
    Chatham, MA

    Have a wonderful time on your Cape Cod vacation! Our home includes a new deck for your summer cookouts an outdoor shower, three bedrooms, bathroom, living room,... ...more

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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 July, where prices hit an average of $256 a night. In June, prices will hit an average low of $354 per night.