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: Saturday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 5.5Baths:
    • 14Sleeps:
  • Description:
    Main house: BR1 King, BR2 Queen, BR3 King, BR4 (2) Twin beds, all bedrooms on first floor. Guest house: BR1 Queen, BR2 (...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 6Bedrooms:
    • 2.0Baths:
    • 12Sleeps:
  • Description:
    BR#1 Queen Bedroom first floor, BR#2 (2) Twins first floor, BR#3 (2) Twins second floor, BR#4 (2) Twins second floor, BR...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR#1 Queen Bedroom second floor, BR#2 Twin Bedroom second floor, Queen Futon in loft with a Sleep sofa. Shared bathroom ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.0Baths:
    • 8Sleeps:
  • Description:
    BR1 Queen Bedroom en suite of shower stall first floor, BR2 King Bedroom en suite of shower stall second floor, BR3 (2)T...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: Sunday
    Pets Allowed:
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR1 Queen, shares bath with BR2 (2)Twins...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Monday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen first floor, BR2 (2) Twin beds lower level, BR3 Queen lower level. Full Bathroom first floor, Full Bathroom sh...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 OPEN loft area with a King ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    BR1 (1) Double and (1) set of Twin bunk beds, BR2 Queen en suite powder room, BR3 2 Queen, shared hall bathroom of showe...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen first floor, hall bathroom of tub and shower, BR2 King second floor, BR3 (2) Twin beds second floor, hall half...Read More
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