Vineyard Haven Rentals

Compare 14 vacation rentals. Enter your trip dates to get started.
USA > Massachusetts > Vineyard Haven

Make Vineyard Haven your next getaway—choose from 14 great vacation rentals

A lovely historic harbor. Pristine red brick streets. Cozy, sandy beaches. Bustling mom-and-pop shops. They all get top billing in Vineyard Haven, Massachusetts. A stay at one of our Vineyard Haven vacation rentals is sure to please anyone heading to Martha's Vineyard, whatever the season. 

Explore Vineyard Haven house rentals, cottages, studios, and more

housing_type_house.jpg

House rentals

View 12 House rentals
housing_type_cottage.jpg

Cottages

View 1 Cottages
housing_type_studio.jpg

Studios

View 1 Studios

Vineyard Haven vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
The Vacation House
2 Bedroom | 1 Bath | Sleeps 6

The Vacation House - Vineyard Haven, MA

$279 avg / night
Vineyard Escape
3 Bedroom | 2 Bath | Sleeps 6

Vineyard Escape - Vineyard Haven, MA

$511 avg / night
Island Home
2 Bedroom | 1 Bath | Sleeps 4

Island Home - Vineyard Haven, MA

$410 avg / night
On Island Time
4 Bedroom | 2 Bath | Sleeps 8

On Island Time - Vineyard Haven, MA

$427 avg / night
Captain Shaw Norris House
6 Bedroom | 4 Bath | Sleeps 11

Captain Shaw Norris House - Vineyard Haven, MA

$1,355 avg / night

View 9 more homes

Recent Vineyard Haven vacation rental reviews

Convenient location, comfortable accommodations, and met all of our needs
Maseer B. | Jun 2022
The house was in a great location for us, close to everything. Recently, updated. Great parking. We were very happy. We were in town for a wedding. The house was clean and very comfortable! The outdoor shower was a plus. We enjoyed coffee in the lawn chairs out front with a distant view of the ocean. Sweet garden and patio in the rear. We missed having an iron and ironing board, to press clothes for the wedding. We enjoyed the neighbor across the street, friendly and helpful with directions. A real gem.
Laurie A H. | Jun 2022
Clean, well-appointed, great deck areas, and perfect location!
William M. | Jun 2022
Vineyard Haven Frequently Asked Questions

Yes, 61 of our Vineyard Haven homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 178 of our Vineyard Haven vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Vineyard Haven vacation rentals include:
  • Hot tub
  • Internet
  • Pool
  • Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

    Absolutely. Our local Vineyard Haven team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

    Learn more about Vacasa Premium Clean >

    No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Vineyard Haven, log in to Trip Manager to see options available for your specific trip.

    Book confidently. Stay comfortably.

    Book confidently. Stay comfortably.
    24/7 support
    Easy check-in
    Easy check-in
    Professional cleaning
    Professional cleaning

    Vineyard Haven, commonly known as Tisbury, is a mecca for tourists. English settlers first arrived in the mid-1600s and additional mainlanders flocked to this sleepy seaside community soon after. The town, once known as Holmes Hole, thrived thanks to its easily accessible harbor. Today, Vineyard Haven is replete with cute shops, lovely parks, and historic sites of note. Come stay at one of our Vineyard Haven cottages and you'll see why the town is one of the most picturesque in all of Massachusetts.  

    Things To Do in Vineyard Haven

    Old Schoolhouse Museum, built in 1828, has had many incarnations: a carpentry shop, school, and church, but is most visited for the Liberty Pole out front. This site commemorates the service of three local women who helped foil the British navy during the Revolutionary War. 

    The Martha's Vineyard Playhouse, erected in 1833, was once a Methodist meeting house and is now home to the town's theater company. Head here for outdoor performances in the summer and Shakespearean plays the rest of the year. 

    The West Chop Lighthouse, situated on the harbor, is a 45-foot stone and brick lighthouse built in 1891. You can't go inside but great pictures can be had from the parkland outside. 

    Vineyard Haven Outdoor Attractions 

    Our Vineyard Haven vacation rentals are near a wealth of outdoor attractions for the entire family. As it sits on a harbor, the beach is the main draw and visitors have access to three public beaches. Lake Tashmoo Town Beach is quiet and affords places to fish. You can watch the ships sail by at popular Owen Park Beach near the harbor. Tisbury Town Beach is a great spot to swim but is only accessible by foot or bike. 

    A variety of green spaces are on hand for your enjoyment. The Long Point Wildlife Refuge boasts more than 600 acres of beach, dune, woodland, and heath and is a haven for birdwatchers and nature lovers. War Veteran's Memorial Park is great for kids as it has a playground and ballpark. Owen Park, Lake Street Park, and Hagerty Park are small but great spots to while away the hours before you get ready for dinner. Tashmoo Lake Overlook is also special because of its glorious views of the island.

    Day Trips from Vineyard Haven

    Vineyard Haven is centrally located on Martha's Vineyard, making it a fine spot to base a day trip around the island. Head to the 60-acre Polly Hill Arboretum in West Tisbury, which is only seven miles away. Edgartown boasts the expansive Cape Pogue Wildlife Refuge and the Felix Neck Wildlife Sanctuary. Head to Oaks Bluff for the oldest carousel in the nation as well as a few museums, an art center, and the East Chop Lighthouse. 

    Stroll the quaint shops, converse with friendly locals, or relax on the beach. Whatever your pleasure, our Vineyard Haven vacation rentals will help you find it.

    Photo credit: Amy Meredith via Flickr