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: Yes, with approval
    • 7Bedrooms:
    • 4.0Baths:
    • 14Sleeps:
  • Description:
    The Anchor: BR1 Double with water view, 1st floorHall bath tub only, first floorBR2 (2)Twins beds, 1st floorBR3 Double w...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King en-suite with jacuzzi tub and shower stall, 1st floorBR2 King, 2nd floorBR3 Double, 2nd floorBR4 (2)Twin beds, ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Double, 1st floorFull bathroom, 1st floorBR2 Twin bed, 2nd floorBR3 Twin trundle bed, 2nd floorBR4 Twin bed, 2nd flo...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 4Sleeps:
  • Description:
    BR1 Double, 1st floorHall bath with tub/shower, 1st floorBR2 Twin bed, 1st floorEnclosed outdoor showerShared laundry in...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 2Bedrooms:
    • 2.0Baths:
    • 4Sleeps:
  • Description:
    BR1 Queen, 2nd floorBR2 (2)Twin beds, 2nd floorHall bath with shower stall, 2nd floorHall bath with tub/shower, 1st floo...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 (2)Twin beds, 1st floorLoft with (2)Twin bed, 2nd floorHall bath with tub/shower, 1st floor...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 6Bedrooms:
    • 2.0Baths:
    • 12Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 (2)Twin beds, 1st floorBR3 (2)Twin beds, 2nd floorBR4 (2)Twin beds, 2nd floorBR5 (3)Twin beds, 2...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Sunday
    Pets Allowed: No
    • 5Bedrooms:
    • 3.5Baths:
    • 10Sleeps:
  • Description:
    BR Queen en suite with shower, 1st floorBR2 King en suite with shower, 2nd floorBR3 King, 2nd floorBR4 (2) Twin beds, 2n...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Friday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.0Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 Queen, 1st floorBR3 Twin trundle bed, 1st floorHall bath with tub/shower, 1st floorHall bath wit...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 6Bedrooms:
    • 4.0Baths:
    • 16Sleeps:
  • Description:
    BR1 King en suite tub/shower, 1st floorFull bath with shower stall, 1st floor (outside back deck)BR2 Double, 2nd floorBR...Read More
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