Vineyard Haven

Tisbury, also known by its Village name Vineyard Haven, has a rich and deep maritime tradition and was once one of early New England's busiest ports. Today, you can saunter through art galleries, visit a variety of shops and restaurants, and swing by the famous Bunch of Grapes Bookstore, a favorite shopping spot for Barack and Michelle Obama and dozens of writers who hope for one of the summer signing spots at the store. If the history and culture of the island are of interest, MV Museum’s new campus is perched overlooking the Lagoon and is well worth a visit – the exhibits and events are ever changing throughout the summer. Vineyard Haven harbor is a working harbor with ship building and repair carried on in several waterfront buildings. A fun place to watch the activity is from the popular Black Dog Tavern adjacent to the ferry terminal. There are several small public beaches in Tisbury – whichever you choose, the views are always active, and the parking is limited so arrive early.



Properties Available 59 properties available
This beautifully restored three bedroom home has been meticulously brought back to life, blending vintage style with modern day furnishings and amenities throughout. Located less than five minutes from the historic district, shops on Main Street in Vineyard Haven, Owen Park beach, a short drive to trails, town beach and Lake Tashmoo. This home fea
Vineyard Haven
$4,725.00 - $5,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Rating 5 (4)
Vineyard Haven 1268
This beautifully restored three bedroom home has been meticulously brought back to life, blending vintage style with modern day furnishings and ameni... Read More
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Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally built in the 1940s for Broadway star Katharine Cornell, this extraordinary beachfront compound has welcomed generations of notable guests from the worlds of theater, film, literature, and politics. Surro
Vineyard Haven Pet Friendly
$100,000.00 - $125,000.00 / per week
Beds 9 beds
Baths 9 Full, 1 Half Bath
Sleeps 16 sleeps
Vineyard Haven 907
Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally bui... Read More
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The Lothrop Merry House is an antique cape that dates back to around 1810. It was relocated to its current site, which overlooks Vineyard Haven Harbor, in 1824, transported by a team of 40 oxen. The house is built into a hillside, with the front door facing the harbor and the front lawn extending down to the beach. Inside, the house features five b
Vineyard Haven Pet Friendly
$8,000.00 - $10,500.00 / per week
Beds 5 beds
Baths 3 Full Bath
Sleeps 10 sleeps
Rating 5 (2)
Vineyard Haven 1216
The Lothrop Merry House is an antique cape that dates back to around 1810. It was relocated to its current site, which overlooks Vineyard Haven Harbor... Read More
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Beautifully restored historic home in downtown Vineyard Haven. The integrity of the historic architecture has been preserved and splashed with a modern flair. Located in the heart of the village of Tisbury, you can explore the town and town beach on foot and even walk to the ferry. As you enter the front door, you can feel that this is a special pl
Vineyard Haven
$7,500.00 - $8,000.00 / per week
Beds 4 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Vineyard Haven 1212
Beautifully restored historic home in downtown Vineyard Haven. The integrity of the historic architecture has been preserved and splashed with a moder... Read More
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Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's porch. Enjoy private access to Tashmoo Pond, perfect for afternoons spent kayaking and evenings gathered around the fire pit. Recently updated, this home is ready to provide a wonderful Vineyard vacatio
Vineyard Haven Pet Friendly
$3,500.00 - $7,500.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 905
Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's po... Read More
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Welcome to this quaint cottage located in Vineyard Haven. The home offers an open floor plan where the kitchen, living and dining areas conveniently open up to a large deck. The main level features two bedrooms, one with a queen bed and the second with two twin beds. The third bedroom is in an open loft on the second floor with a queen bed. Each
Vineyard Haven
$2,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 4 sleeps
Vineyard Haven 908
Welcome to this quaint cottage located in Vineyard Haven. The home offers an open floor plan where the kitchen, living and dining areas conveniently o... Read More
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Slip back in time with this classic Vineyard cottage, yet it is outfitted with all of the modern conveniences. The architectural integrity of this home has been beautifully maintained in the doors, the woodwork and the beautiful built ins. The sunny kitchen evokes memories of days gone by but is roomy and efficient and has updated appliances. The k
Vineyard Haven
$3,000.00 - $7,500.00 / per week
Beds 4 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Vineyard Haven 912
Slip back in time with this classic Vineyard cottage, yet it is outfitted with all of the modern conveniences. The architectural integrity of this hom... Read More
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Convenience is key with this property, located just minutes from Main Street and the ferry boat in Vineyard Haven. After a day of exploring, you can unwind in the large backyard or deck while grilling dinner and looking at the water. This well-furnished property offers a comfortable and convenient way to enjoy your Martha's Vineyard vacation. It fe
Vineyard Haven
$7,500.00 - $11,000.00 / per week
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps 6 sleeps
Vineyard Haven 1265
Convenience is key with this property, located just minutes from Main Street and the ferry boat in Vineyard Haven. After a day of exploring, you can u... Read More
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(Owner accepting partial week inquiries) Secluded and quiet, a short drive from the ferry terminal in Vineyard Haven - this breezy, cheerful home is a wonderful vacation spot. A reverse level home offering three bedrooms and an open floor plan, plus a well-appointed kitchen with a center island, dining table and upper level balcony with bistro tab
Vineyard Haven
$3,200.00 - $4,200.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Rating 5 (2)
Vineyard Haven 988
(Owner accepting partial week inquiries) Secluded and quiet, a short drive from the ferry terminal in Vineyard Haven - this breezy, cheerful home is ... Read More
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Waterfront West Chop property overlooking Vineyard Sound. This expansive single-story home with separate second-floor apartment and short path to private beach, has plenty of room for everyone. Begin the day in the well appropriate kitchen, eat in the breakfast nook or the nearby screened in porch, both facing the water. Through the butler's pant
Vineyard Haven Pet Friendly
$17,500.00 - $28,000.00 / per week
Beds 6 beds
Baths 5 Full Bath
Sleeps 12 sleeps
Vineyard Haven 910
Waterfront West Chop property overlooking Vineyard Sound. This expansive single-story home with separate second-floor apartment and short path to pri... Read More
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Beautifully restored Martha's Vineyard summer cottage on the water. Enjoy summer days in casual comfort from sun up to sun down. Lovely views across Vineyard Sound. Property located across street from the Vineyard Haven Yacht Club. Thoughtful details were not overlooked in this restoration project giving you traditonal Vineyard summers in the comfo
Vineyard Haven
$6,000.00 - $11,000.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1206
Beautifully restored Martha's Vineyard summer cottage on the water. Enjoy summer days in casual comfort from sun up to sun down. Lovely views across V... Read More
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A stunning renovation of a classic home, creating a large family spot for years to come! Preserving the historic touches and infusing with the wants and needs of modern-day life, this home offers expansive space both indoors and out, endless little gathering spots for everyone. The main house has four bedrooms: two on the second floor and two on th
Vineyard Haven
$10,000.00 - $16,000.00 / per week
Beds 7 beds
Baths 5 Full Bath
Sleeps 13 sleeps
Vineyard Haven 918
A stunning renovation of a classic home, creating a large family spot for years to come! Preserving the historic touches and infusing with the wants a... Read More
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