Vineyard Haven Rentals


Our Vineyard Haven rentals, a village located in the center of Tisbury are the perfect vacation destinations. The village has an extraordinarily deep maritime tradition. This was one of early New England's busiest ports. Coastwise shipping passed through the Vineyard Sound and the boats docked here. Sailors from around the world knew Martha's Vineyard through the Seaman's Bethel here. First called Holmes Hole, the town only had three families in 1700. Just eighty years later, it had twenty-one inns, servicing visitors in the same way that many of the inns and hotels do now. The town was almost totally destroyed by fire in 1883, and the stores and homes along Main Street in the downtown area date since that time.

Today, there are a number of great attractions and activities not far from your Vineyard Haven rentals to enjoy. Become one with nature and visit the Felix Neck Wildlife Sanctuary, home to more than 100 species of birds.  Choose from a variety of guided tours, included boat tours, to learn more about Vineyard Haven and the surrounding areas. Stroll the downtown streets, visiting the many shops, galleries, and restaurants available. There is never a shortage of things to do around your Vineyard Haven rentals. 

You can do your own sauntering, finding galleries, a variety of shops, and Leslie's Drugstore, with the out of town newspapers. The famous independent book store, Bunch of Grapes, is here – Bill and Hilary Clinton have both held book signings there, and dozens of other writers hope for one of the summer signing spots at the store. There are also a couple of coffee shops open all year, tiny places that become the collecting points for both year round and seasonal visitors. And, if you've forgotten your blender for your margaritas, you can buy a blender from LeRoux At Home kitchenware store.

Vineyard Haven is the Island's most year-round community and has a regular schedule of community events, many of them at the Katharine Cornell Memorial Theater, an old meeting house (1844) named for the stage actress and summer resident who was an early Island celebrity. Two blocks away, the Vineyard Playhouse, at 24 Church Street, has for a quarter of a century provided a full summer calendar of live theater, and does many productions in the winter, as well. Contact us if you are interested in learning more about any of the Vineyard Haven rentals on our site.


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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 6Bedrooms:
    • 3.5Baths:
    • 13Sleeps:
  • Description:
    BR1 Queen with half bath, 1st floorBR2 Double, 1st floorHall bath shower stall, 1st floorBR3 (2)Doubles & Twin bed, 2nd ...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.5Baths:
    • 7Sleeps:
  • Description:
    BR1 King en suite with shower, 1st floorBR2 Queen, 1st floorBR3 Twin bed, 1st floorHall bath tub/shower, 1st floorBR4 Ki...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 6Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
  • Description:
    Main house:BR1 King en suite with shower, 2nd floorBR2 Queen, 2nd floorHall bath with shower, 2nd floorBR3 (2)Doubles, 3...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.5Baths:
    • 12Sleeps:
  • Description:
    BR1 Queen en suite jacuzzi tub and shower stall, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 Queen, 2nd floorHall bath tub/...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: N/A
    Pets Allowed: Yes, with approval
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
  • Description:
    BR1 King en suite tub/shower, 1st floor(french doors open to porch)BR2 (2)Twin beds, 1st floorBR3 Queen, 1st floorHall b...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 6Bedrooms:
    • 5.5Baths:
    • 14Sleeps:
  • Description:
    BR1 Queen, ensuite, first floor. BR2 Master with King, ensuite. BR3 Second Master with King, ensuite. BR4 Queen, ensuite...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 5Bedrooms:
    • 2.0Baths:
    • 10Sleeps:
  • Description:
    BR1 Queen en suite, 1st floorBR2 Queen, 2nd floorBR3 Queen, 2nd floorBR4 Queen & Twin bed, 2nd floorBR5 (2)Twin beds, 2n...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 5Bedrooms:
    • 6.0Baths:
    • 11Sleeps:
  • Description:
    BR1 Queen en suite with separate tub and shower, 1st floorBR2 Queen en suite with tub/shower, 2nd floorBR3 Double and Tw...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 5Bedrooms:
    • 3.0Baths:
    • 10Sleeps:
  • Description:
    BR1 Double en suite with tub and hand held shower, 1st floorBR2 Queen, 2nd floorBR3 (2)Twin beds, 2nd floorBR4 Twin bunk...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Friday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.0Baths:
    • 8Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 Queen en suite, 2nd floorBR3 (2)Twin beds, 2nd floorBR4 (2)Twin beds, 2nd floor...Read More
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