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: Sunday
    Pets Allowed: Yes, with approval
    • 4Bedrooms:
    • 2.5Baths:
    • 10Sleeps:
  • Description:
    BR1 Queen en suite of tub and shower first floor, BR2 Double, twin with trundle, second floor, BR3 Queen second floor, B...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 4Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King master en suite of tub/shower combo, first floor, Second floor bedrooms: BR2 Queen, BR3 two twins that pull out...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: N/A
    Pets Allowed: No
    • 4Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King off living area en suite with separate tub and shower stall with private enclosed outdoor shower. BR2 (2) Twin ...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 6Bedrooms:
    • 4.0Baths:
    • 13Sleeps:
  • Description:
    First floor: BR1 Queen with en suite half bath, TV and window a/c unit, BR2 Double with window a/c unit. Shared hall bat...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 5Bedrooms:
    • 3.5Baths:
    • 10Sleeps:
  • Description:
    BR1 King en suite jacuzzi tub and shower first floor, BR2 (1) Twin second floor, BR3 King with shared tub/shower with BR...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, first floor, BR2 Queen second floor, BR3 Queen second floor, BR4 (2) Twin beds second floor, shared...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
  • Description:
    BR1 Queen first floor en suite tub/shower, BR2 Queen second floor, BR3 (2) Twin beds and (1) Queen. BR2 and BR3 share ha...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 4Bedrooms:
    • 2.5Baths:
    • 8Sleeps:
  • Description:
    BR 1 Main Floor, Queen Murphy Bed. BR 2 on 2nd level has (2) Twins. BR 3 on the 2nd level has a Queen bed. BR 2 and BR 3...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: Yes, with approval
    • 4Bedrooms:
    • 2.0Baths:
    • 9Sleeps:
  • Description:
    BR1 Double, separate entrance off deck, BR2 Queen, BR3 a set of Twin bunk beds and a single Twin bed, BR4 (2) Twin beds,...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 2Bedrooms:
    • 2.5Baths:
    • 4Sleeps:
  • Description:
    BR1 King master en suite of separate tub and shower stall, BR2 King master en suite of tub and shower. Both bedrooms are...Read More
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