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: Yes, with approval
    • 3Bedrooms:
    • 3.0Baths:
    • 6Sleeps:
  • Description:
    BR1 King Bedroom en suite of shower stall, BR2 Bunk bed and (1)Twin Bed, BR3 Queen Bedroom with a hall bathroom of tub a...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: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR#1 Queen, BR #2 Queen, BR #3 (2) Twin beds, BR #4 Queen and Twin bed. All bedrooms on second floor....Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 4Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR1 (2) Twins first floor, BR2 (2) Twins first floor with shared hall bath of tub and shower, BR3 Master King on the sec...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 second floor, hall bathroom of tub and shower, BR2 (2)Twin beds lower level, hall bathroom of tub and shower, ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 3Bedrooms:
    • 1.5Baths:
    • 8Sleeps:
  • Description:
    BR1 Queen first floor, BR2 (2) Twin beds first floor, Powder room with laundry facilities on the first floor, BR3 Queen ...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: 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: Sunday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 2.5Baths:
    • 10Sleeps:
  • Description:
    BR#1 Twin bed, BR#2 Twin bed, BR#3 Double bed. Bedrooms 1, 2 and 3 are on first floor with shared hall bath. BR#4 Queen ...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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