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: 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: 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
    • 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: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen first floor, BR2 (2)Twin beds first floor, Loft with 2 Twin beds. Hall bathroom on first floor of tub and show...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 10Bedrooms:
    • 5.5Baths:
    • 17Sleeps:
  • Description:
    BR#1 King, BR#2 Queen, BR#3 Queen, BR#4 (2) Twins, BR#5 (2) Twins, BR#6 (2) Twins, BR#7 (2) Twins, BR#8 (2) Twins, BR#9 ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 4.5Baths:
    • 12Sleeps:
  • Description:
    GROUND LEVEL: BR1 King, En Suite, Tub/Shower Combo BR2 Queen, En Suite, Shower Stall, BR3 King, Hall Bath w tub/shower c...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 1Bedrooms:
    • 0.5Baths:
    • 3Sleeps:
  • Description:
    BR1 Queen Bedroom, Twin bed in loft reachable by ladder only....Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 7Bedrooms:
    • 4.0Baths:
    • 14Sleeps:
  • Description:
    ANCHOR: BR1 Double w view, Hall Bath, BR2 (2)Twins, BR3 Double w view, Hall Bath MIZZEN BR4 Double, Hall Bath, BR5 Bunk ...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: N/A
    Pets Allowed:
    • 4Bedrooms:
    • 6.0Baths:
    • 8Sleeps:
  • 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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