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: Sunday
    Pets Allowed: No
    • 10Bedrooms:
    • 5.5Baths:
    • 17Sleeps:
  • Description:
    BR1 King, BR2 Queen, BR3 Queen, BR4 (2)Twin beds, BR5 (2)Twin beds, BR6 (2)Twin beds, BR7 (2)Twin beds, BR8 (2)Twin beds...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 with additional twin bed below, 1st floorEnclosed ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: N/A
    Pets Allowed: No
    • 4Bedrooms:
    • 5.0Baths:
    • 8Sleeps:
  • Description:
    BR1 King en suite with shower, 1st floorBR2 King en suite with shower, 1st floorBR3 Queen en suite shower, 2nd floorBR4 ...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 1.5Baths:
    • 5Sleeps:
  • Description:
    BR1 King en suite tub/shower, 1st floor (with tempur-pedic)BR2 Queen & Twin bed, 2nd floor loftHalf bath, 1st floor...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: 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: Saturday
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 3.0Baths:
    • 8Sleeps:
  • Description:
    BR1 King en suite with shower, 1st floor (with sliders to deck)BR2 Bunk bed & Twin bed, 1st floorBR3 Queen, 1st floorHal...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: Sunday
    Pets Allowed: No
    • 3Bedrooms:
    • 1.5Baths:
    • 8Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 (2)Twin beds, 1st floorHalf bath with laundry, 1st floorBR3 Queen, 2nd floorHall bath with tub/s...Read More
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  • Property Highlights
    Area: Chappaquiddick
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 3.5Baths:
    • 6Sleeps:
  • Description:
    Main house:BR1 King en suite tub/shower, 1st floorBR2 (2)Twin beds en suite with shower, 1st floorNo air conditioning in...Read More
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