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: No
    • 5Bedrooms:
    • 5.0Baths:
    • 10Sleeps:
  • Description:
    BR1 Queen en suite with separate tub and shower, 2nd floorHalf bath, 2nd floorBR2 (2)Twin beds, 1st floorBR3 (2)Twin bed...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 3.5Baths:
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  • Description:
    BR1 King master en suite tub and shower with sitting room, 2nd floorBR2 (2)Twin beds en suite with shower, 2nd floorBR3 ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King, First Floor, En Suite, BR2 Queen, First Floor shares Hall Bath with BR3 (2) Twins, First Floor. Sleep sofa in...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)Twin beds, 1st floorBR2 (2)Twin beds, 1st floorHall bath with tub/shower, 1st floorBR3 King en suite separate tub...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 (2) Twin beds, second floor, BR2 (2) Twin beds (can be converted into king), BR3 Master with King bed, third floor. ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 2.5Baths:
    • 10Sleeps:
  • Description:
    BR1 Double, 1st floorBR2 Twin bed, 1st floorBR3 Twin bed, 1st floorHall bath with tub/shower, 1st floor BR4 Double and T...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Thursday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR1 Queen with water views, 1st floorBR2 (2)Twin beds, 2nd floor (accessed via spiral staircase)Hall bath with shower & ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 Double, 1st floorHall bath with tub/shower, 1st floor(2)Twin beds in 2nd floor loft area...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 (2)Twin beds, 1st floorHall bath tub/shower, 1st floorBR3 King en suite shower, 2nd floor loft...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 5.5Baths:
    • 14Sleeps:
  • Description:
    Main house:BR1 King en suite separate tub and shower, 1st floorBR2 Queen en suite tub/shower, 1st floorBR3 King or (2)Tw...Read More
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