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: Sunday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 2.5Baths:
    • 10Sleeps:
  • Description:
    BR1 Double, BR2 Twin, BR3 Twin. Bedrooms 1, 2 and 3 are on first floor with a shared hall bathroom of tub and shower. BR...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
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  • 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
    • 3Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Double, BR2 (1)Twin and (1)Double, BR3 Queen with half bathroom. Full bathroom with shower only....Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 King first floor, BR2 Double first floor. hall bathroom of tub and shower first floor, BR3 Queen en suite of shower ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 5Bedrooms:
    • 3.0Baths:
    • 9Sleeps:
  • Description:
    BR1 King, second floor, BR2 (2) Twins, second floor, BR3 (1) Twin, second floor(loft), BR4, guest house. (2) Twins, firs...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 4Bedrooms:
    • 2.0Baths:
    • 8Sleeps:
  • 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: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.5Baths:
    • 5Sleeps:
  • Description:
    BR1 King Tempur-Pedic first floor with private bathroom of tub and shower, BR2 loft area on second floor with (1)Queen a...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 6Sleeps:
  • Description:
    BR1 King first floor with window air conditioning unit, BR2 Queen first floor (not photographed), BR3 Second floor LOFT ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King, en suite, second floor, BR2 King, en suite, second floor, BR3 (2)Twin beds, en suite, second floor, BR4 (2)Twi...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 5Bedrooms:
    • 2.0Baths:
    • 12Sleeps:
  • Description:
    One level home with two bedroom wings. Left wing: BR1 King, BR2 (2)Twin beds, BR3 (2)Twin beds, hall bath, tub w/ Frenc...Read More
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