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Vineyard Haven Rentals

1 - 42 of 107 rentals
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The CAVU Mansion on Bellevue  - Vineyard Haven, MA Vacation Rental
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Nature's Pocket  - Vineyard Haven, MA Vacation Rental

Nature's Pocket

Vineyard Haven, MA
3 Bed 3 Bath Sleeps 6
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The Happy Place  - Vineyard Haven, MA Vacation Rental

The Happy Place

Vineyard Haven, MA
4 Bed 1.5 Bath Sleeps 6
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The Vacation House - Vineyard Haven, MA Vacation Rental

The Vacation House

Vineyard Haven, MA
2 Bed 1 Bath Sleeps 6
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The Mermaid Suite - Vineyard Haven, MA Vacation Rental

The Mermaid Suite

Vineyard Haven, MA
0 Bed 1 Bath Sleeps 2
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Magpie Cottage - Vineyard Haven, MA Vacation Rental

Magpie Cottage

Vineyard Haven, MA
2 Bed 1.5 Bath Sleeps 6
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Islander's Retreat  - Vineyard Haven, MA Vacation Rental

Islander's Retreat

Vineyard Haven, MA
3 Bed 3.5 Bath Sleeps 9
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Sandrock House - Vineyard Haven, MA Vacation Rental

Sandrock House

Vineyard Haven, MA
3 Bed 2 Bath Sleeps 5
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The Looks Pond Garden House - West Tisbury, MA Vacation Rental
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Island Inn - 43G - Oak Bluffs, MA Vacation Rental

Island Inn - 43G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 50G - Oak Bluffs, MA Vacation Rental

Island Inn - 50G

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 6
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Bright Grove - Oak Bluffs, MA Vacation Rental

Bright Grove

Oak Bluffs, MA
3 Bed 2 Bath Sleeps 6
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Island Inn - 38G - Oak Bluffs, MA Vacation Rental

Island Inn - 38G

Oak Bluffs, MA
1 Bed 1.5 Bath Sleeps 6
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Island Inn - 44G - Oak Bluffs, MA Vacation Rental

Island Inn - 44G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 4B - Oak Bluffs, MA Vacation Rental

Island Inn - 4B

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 51G - Oak Bluffs, MA Vacation Rental

Island Inn - 51G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 16D - Oak Bluffs, MA Vacation Rental

Island Inn - 16D

Oak Bluffs, MA
1 Bed 1 Bath Sleeps 4
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Island Inn - 46G - Oak Bluffs, MA Vacation Rental

Island Inn - 46G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 42G - Oak Bluffs, MA Vacation Rental

Island Inn - 42G

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 6
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Island Inn - 15D - Oak Bluffs, MA Vacation Rental

Island Inn - 15D

Oak Bluffs, MA
1 Bed 1 Bath Sleeps 4
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Island Inn - 33G - Oak Bluffs, MA Vacation Rental

Island Inn - 33G

Oak Bluffs, MA
1 Bed 1.5 Bath Sleeps 6
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Treetop - Edgartown, MA Vacation Rental

Treetop

Edgartown, MA
0 Bed 1 Bath Sleeps 2
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Island Inn - 23F - Oak Bluffs, MA Vacation Rental

Island Inn - 23F

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 45G - Oak Bluffs, MA Vacation Rental

Island Inn - 45G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 37G - Oak Bluffs, MA Vacation Rental

Island Inn - 37G

Oak Bluffs, MA
1 Bed 1.5 Bath Sleeps 6
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Island Inn - 47G - Oak Bluffs, MA Vacation Rental

Island Inn - 47G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 1A - Oak Bluffs, MA Vacation Rental

Island Inn - 1A

Oak Bluffs, MA
2 Bed 1 Bath Sleeps 6
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Island Inn - 48G - Oak Bluffs, MA Vacation Rental

Island Inn - 48G

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 6
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Island Inn - 21E - Oak Bluffs, MA Vacation Rental

Island Inn - 21E

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 6
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Island Inn - 40G - Oak Bluffs, MA Vacation Rental

Island Inn - 40G

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 6
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Island Inn - 3B - Oak Bluffs, MA Vacation Rental

Island Inn - 3B

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 35G - Oak Bluffs, MA Vacation Rental

Island Inn - 35G

Oak Bluffs, MA
1 Bed 1.5 Bath Sleeps 6
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Island Inn - 41G - Oak Bluffs, MA Vacation Rental

Island Inn - 41G

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 6
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Oak Bluffs Beauty - Oak Bluffs, MA Vacation Rental

Oak Bluffs Beauty

Oak Bluffs, MA
4 Bed 3 Bath Sleeps 10
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Island Inn - 26F - Oak Bluffs, MA Vacation Rental

Island Inn - 26F

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 22F - Oak Bluffs, MA Vacation Rental

Island Inn - 22F

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Pine Street Haven - Edgartown, MA Vacation Rental

Pine Street Haven

Edgartown, MA
4 Bed 3 Bath Sleeps 9
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Island Inn - 17D - Oak Bluffs, MA Vacation Rental

Island Inn - 17D

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 25F - Oak Bluffs, MA Vacation Rental

Island Inn - 25F

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Island Inn - 49G - Oak Bluffs, MA Vacation Rental

Island Inn - 49G

Oak Bluffs, MA
2 Bed 2 Bath Sleeps 4
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Island Inn - 32G - Oak Bluffs, MA Vacation Rental

Island Inn - 32G

Oak Bluffs, MA
1 Bed 1.5 Bath Sleeps 6
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Island Inn - 24F - Oak Bluffs, MA Vacation Rental

Island Inn - 24F

Oak Bluffs, MA
0 Bed 1 Bath Sleeps 4
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Page 1 of 3

About Vineyard Haven

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. 

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

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