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: No
    • 3Bedrooms:
    • 4.0Baths:
    • 8Sleeps:
  • Description:
    BR1 King en suite shower stall, 1st floorBR2 Queen en suite, 1st floorBR3 Queen en suite, 2nd floorDen converts to 4th b...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 4Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
  • Description:
    BR1 King, en suite, Second Floor, BR2 King, en suite, Second Floor, BR3 (2)Twins, en suite, Second Floor, BR4 King, en s...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Saturday
    Pets Allowed: No
    • 5Bedrooms:
    • 2.5Baths:
    • 11Sleeps:
  • Description:
    BR1 King, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 King, 2nd floorBR4 Twin trundle bed, 2nd floorBR5 King and Daybed, 2nd...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: N/A
    Pets Allowed: No
    • 2Bedrooms:
    • 3.0Baths:
    • 4Sleeps:
  • Description:
    BR1 King en suite of separate tub and shower stall, BR2 King or (2) Twin beds en suite of tub and shower. Both bedrooms...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: N/A
    Pets Allowed: No
    • 5Bedrooms:
    • 6.5Baths:
    • 10Sleeps:
  • Description:
    BR1 King master, en suite of tub and shower, second floor, BR2 Queen, en suite, tub and shower, main floor, BR3 (2) Twin...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 4Bedrooms:
    • 2.0Baths:
    • 9Sleeps:
  • Description:
    BR 1 Double. BR 2 (3) Twin beds. BR 3 Double BR 4 Queen. BR 1 & 2 share a bath with shower stall. BR 3 & 4 share a bath ...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Monday
    Pets Allowed: No
    • 7Bedrooms:
    • 4.5Baths:
    • 14Sleeps:
  • Description:
    BR1 Queen, 1st floorBR2 (2) Twin beds, 1st floorBR3 King en suite, 2nd floorBR4 Queen, 2nd floorBR5 Queen, 2nd floorBR6 ...Read More
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  • Property Highlights
    Area: Vineyard Haven
    Turnover Day: Sunday
    Pets Allowed: No
    • 4Bedrooms:
    • 4.0Baths:
    • 8Sleeps:
  • Description:
    BR1 King en suite with jetted tub and shower stall, 2nd floorBR2 Queen en suite shower, 2nd floorBR3 Bunk bed (double bo...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: Saturday
    Pets Allowed: No
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
  • Description:
    All living space and bedrooms on one level. BR1 (2) Twin beds, BR2 Queen, BR1 and 2 share a hall bathroom of tub and sho...Read More
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