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 Edgatown, 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: 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: No
    • 5Bedrooms:
    • 5.0Baths:
    • 10Sleeps:
  • Description:
    BR1 Queen Bedroom with Full Bathroom first floor, BR2 (2)Twin beds First floor shares hall Bathroom w/ BR3 (2)Twin beds ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 1.5Baths:
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  • Description:
    BR#1 Double Bedroom, BR#2 (1)Twin and (1)Double, BR#3 Queen with half bathroom. Full bathroom with shower only....Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: No
    • 5Bedrooms:
    • 4.0Baths:
    • 10Sleeps:
  • Description:
    BR1 King Master, second floor, en suite bath with Shower Stall, BR2 Queen, Main Floor, en suite bath, BR3 King, second f...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.5Baths:
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  • Description:
    BR1 (2) sets of bunk beds, BR2 Double, Hall bath with tub and shower, BR3 King with private bath with tub and shower. Al...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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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen Bedroom First Floor, BR2 King Second Floor, BR3 Twins Second Floor. Half bath Second Floor and Full Bath First...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, with hall bathroom, BR2 (2)Twin beds first floor, BR3 Queen second floor with hall bathroom...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.0Baths:
    • 8Sleeps:
  • Description:
    BR#1 (2)Twins, BR#2 (2)Twins, BR#3 (2) Twins, BR#4 Detached King suite with bath....Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Double Bed and Twin Bunk, BR2 Queen, BR3 2 Queen. All on one floor. One shared hall bathroom (tub/shower)....Read More
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