Vineyard Haven Tisbury Vacation Rentals

While stores and restaurants across the island shutter during the winter months, many Vineyard Haven establishments stay open throughout the year.  The central hub of the town of Tisbury, Vineyard Haven is the main port of entry for most Vineyard visitors arriving on the ferry. Search for the perfect rental below. You can also view all of our Martha's Vineyard Vacation Rentals.  Or search for rentals in EdgartownEdgartown VillageKatamaOak BluffsChilmark, or West Tisbury.

Map All Results

  • Property Highlights
    Unit Code: VH AEPS-120
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:5
    • Bath:3.5
    • Sleeps:10
  • Description:
    POINT B EXCLUSIVE - This luxuriously renovated home is privately set in the Mink Meadows neighborhood with access to a... Read More

discount tag Peak Weeks Available For August 2025


Some of the biggest events of the summer on Martha's Vineyard are moving a week later next year. The Agricultural Fair, Illumination Night, and the Oak Bluffs Fireworks are ALL moving to the third week of August in 2025 (August 15 - 24). This past summer, all those peak week events occured during the second week. Given the popularity of that week, lots of Martha's Vineyard vacation rentals are booked by repeat renters or get rented quickly. Good news, we've got a great collection of luxury homes that are available for next August. You can browse the collection here or call our Rental Team to explore your options 508.939.9422

Classic With A Modern Twist: In-Town Luxury Getaway $4,000 - $13,500/week

  • Property Highlights
    Unit Code: VH MMIC-29
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:10
  • Description:
    POINT B EXCLUSIVE - This new home is a modern take on a Classic Greek Revival and it has it all -- three living levels... Read More
  • Property Highlights
    Unit Code: VH LBRA-34
    Pets Considered: Yes
    Town/Area: Vineyard Haven
    • Bedrooms:5
    • Bath:4.0
    • Sleeps:10
  • Description:
    POINT B EXCLUSIVE - This recently built luxurious Contemporary is quietly tucked away by The Lagoon and Martha's... Read More

In-Town Classic Cape $2,000 - $5,000/week

  • Property Highlights
    Unit Code: VH KDEG-96
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:3
    • Bath:1.5
    • Sleeps:6
  • Description:
    POINT B EXCLUSIVE - This In-Town Classic Cape has just been renovated and reimagined throughout with new Kitchen and... Read More
  • Property Highlights
    Unit Code: VH EHOD-14
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:6
    • Bath:4.5
    • Sleeps:12
  • Description:
    This Hines Point Waterfront home enjoys sweeping water views throughout the house and has its own private sandy beach... Read More

Hines Point Waterfront With Beach And Dock $9,000 - $25,000 Per Week

  • Property Highlights
    Unit Code: VH STAR-105
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:5
    • Bath:5.5
    • Sleeps:10
  • Description:
    This sleekly designed Beach House on Hines Point enjoys sweeping water views from its waterfront location on Lagoon... Read More
  • Property Highlights
    Unit Code: VH LTHO-26
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:3
    • Bath:4.0
    • Sleeps:8
  • Description:
    This newly built waterfront home has been thoughtfully designed around sweeping water views and enjoying an indoor -... Read More

Hines Point Waterfront Retreat $5,000 - $17,500 Per Week

  • Property Highlights
    Unit Code: VH PROS-114
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:5.0
    • Sleeps:8
  • Description:
    Facing West across the Lagoon with beautiful golden light and spectacular sunsets, this luxurious Hines Point waterfront... Read More
  • Property Highlights
    Unit Code: VH CLES-87
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:4.0
    • Sleeps:10
  • Description:
    Tucked away in the quiet new Amelia's Crossing enclave in Vineyard Haven, this recently built Coastal-Style Farmhouse... Read More
  • Property Highlights
    Unit Code: VH SREN-12
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:8
  • Description:
    With sweeping views of Vineyard Haven Harbor, this recently built in-town luxury home combines commanding water views... Read More

Sunny Contemporary Near Lagoon Pond $5,768 - $9,128 Per Week

  • Property Highlights
    Unit Code: VH JBIZ-110
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:3.5
    • Sleeps:8
  • Description:
    Tucked back in the Lagoon Pond area, this Contemporary is sun drenched and features nice detailing inside and out. The... Read More
  • Property Highlights
    Unit Code: VH KMCC-24
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:3.0
    • Sleeps:10
  • Description:
    This in-town Greek Revival with Carriage House on historic William Street has been nicely renovated throughout and... Read More