Chappaquiddick Rentals


Our Chappaquiddick rentals are located on a small island off the eastern end of the larger island of Martha's Vineyard and is part of the town of Edgartown, Massachusetts. The two islands are connected, along their southern coast, by a narrow barrier beach not accessible by paved roads. The southeastern point of this beach is called Wasque Point – a popular fishing point to catch bluefish, striped bass, and more.

A privately owned bargelike ferry called the On Time shuttles three cars at a time between Chappaquiddick and downtown Edgartown, on the main island of Marthas Vineyard. The ferry can also shuttle walk-on passengers as well as bicyclists. In the summer two ferries run, while the off-season only has need for one.

No matter which of our amazing Chappaquiddick vacation rentals you choose, you will be able to take advantage of the sites both on and off the main island. Take a trip to Mytoi, a small Japanese-style garden on Chappaquiddick Island set within an open pine forest. The garden's signature feature is a small pond with an island that is reached by walking over an arched bridge. Winding footpaths take visitors through a birch walk, camellia dell, stone garden, and hillside garden. A rustic shelter offers broad views of the garden and a chance to become immersed in the meditative qualities of the landscape.  

If you would like to learn more about any of the Chappaquiddick rentals below, please contact us


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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed:
    • 4Bedrooms:
    • 6.0Baths:
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  • Description:
    BR1 Queen Master, Ensuite Bath, Tub and Shower Stall, Main Floor, BR2 Queen, Ensuite w Shower Stall, Second Floor, BR3 Q...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
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    • 16Sleeps:
  • Description:
    BR1 King en-suite tub and shower first floor, BR2 Double second floor, BR3 Double and Twin second floor, BR4 (2) Twin be...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 4Bedrooms:
    • 2.0Baths:
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  • Description:
    BR1 King, First Floor, BR2 Full, First Floor, BR3 King, Second Floor, BR 4 (2) Twin beds, Second Floor. Two full bathro...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Thursday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR1 Queen, first floor with water views. BR2 (2) Twin beds, second floor. Both bedrooms have water views, bedroom two i...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen Bedroom Main Level, BR2 (2)Twin beds Main level, hall bathroom tub and shower. BR3 King bed and a bathroom of ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen, en Suite, shower stall, second floor, BR2 Queen, lower level, BR3 Queen, Hall Bathroom with tub and shower, L...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen first floor, BR2 (2)Twin beds first floor, shared hall bathroom of tub and shower, BR3 Queen second floor with...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King Bedroom with en-suite with Jacuzzi tub and shower stall, First Floor, BR2 King Bedroom Second Floor, BR3 Double...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR#1 Double Bedroom with full bathroom downstairs, BR#2 Twin Trundle Bedroom upstairs, BR#3 Twin Bedroom upstairs, BR#4 ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR1 King with shared bath, BR2 (2) Twins bunk with shared bath. Both bedrooms on first level. Living, kitchen and dining...Read More
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