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 61 properties available
A stunning, contemporary design in Vineyard Haven with an abundance of sunlight and warmth throughout, this lovely four-bedroom home is perfect for so much more than a summer vacation. The grand living room features a stunning fireplace and double-height ceilings, which opens seamlessly into the gourmet kitchen with large center island. There are t
Vineyard Haven
$9,000.00 - $16,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1221
A stunning, contemporary design in Vineyard Haven with an abundance of sunlight and warmth throughout, this lovely four-bedroom home is perfect for so... Read More
June 2026
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Water, water, everywhere! Enjoy this delightful waterfront cottage perfectly situated between Vineyard Sound and Lake Tashmoo, offering beautiful water views from both the front and back. This single-level, two-bedroom home is the ideal island escape—simple, peaceful, and surrounded by nature. Relax on the back deck, rinse off in the outdoor shower
Vineyard Haven
$4,043.00 - $7,090.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Vineyard Haven 1250
Water, water, everywhere! Enjoy this delightful waterfront cottage perfectly situated between Vineyard Sound and Lake Tashmoo, offering beautiful wate... Read More
June 2026
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Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an association pool, tennis courts, and convenient beach access for your enjoyment. Just a short drive away lies the nine-hole Mink Meadows golf course. Upon entering the home,  you'll be welcomed by a s
Vineyard Haven
$2,500.00 - $5,000.00 / per week
Beds 2 beds
Baths 2 Full, 1 Half Bath
Sleeps 4 sleeps
Vineyard Haven 922
Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an ... 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
June 2026
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This spacious home is pristine and privately nestled in the woods of Lower Makonikey. It lives large with a spacious primary suite and three guest bedrooms, a fully equipped kitchen, butler's pantry, dining room, an office (in the event you need a private space to work while vacationing) and a light and airy family room which opens to a deck and th
Ferry Tickets Ferry Tickets
Ferry Tickets
July 12th - July 19th, July 19th - July 26th, August 16th - August 23rd, August 23rd - August 30th, August 30th - September 6th
Vineyard Haven
$4,000.00 - $13,000.00 / per week
Beds 4 beds
Baths 4 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1078
This spacious home is pristine and privately nestled in the woods of Lower Makonikey. It lives large with a spacious primary suite and three guest bed... Read More
June 2026
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Experience this spectacular home located on Lagoon Pond just minutes from Vineyard Haven and Oak Bluffs. This three-bedroom, three-bath home offers unparalleled views of the lagoon, with a private beach and mooring just a few steps away from the spacious outdoor deck. Wake up to the soothing sounds of hummingbirds, cranes, kingfishers, and ospreys
Vineyard Haven
$7,500.00 - $10,500.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Rating 5 (1)
Vineyard Haven 1253
Experience this spectacular home located on Lagoon Pond just minutes from Vineyard Haven and Oak Bluffs. This three-bedroom, three-bath home offers un... Read More
June 2026
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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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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
June 2026
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This charming 3-bedroom cottage with a separate guest suite is conveniently situated just half a mile from Main Street. In the main house, unwind in the open kitchen and living area, or on the screened-in porch. You'll find three cozy bedrooms, including one with an en-suite bathroom. The guest suite, accessible from the patio, features a pull-out
Vineyard Haven
$3,300.00 - $4,300.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 5 sleeps
Rating 5 (1)
Vineyard Haven 1073
This charming 3-bedroom cottage with a separate guest suite is conveniently situated just half a mile from Main Street. In the main house, unwind in t... Read More
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Enjoy your vacation in this custom Cape with attention to detail. Nestled in a yard of mature landscaping you will find peace and quiet. Enter through the front door from the covered porch into the comfortable living room with kitchen and dining area just beyond. The kitchen island with under-counter microwave looks out toward the dining area wi
Vineyard Haven
$4,500.00 - $5,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Rating 5 (1)
Vineyard Haven 1242
Enjoy your vacation in this custom Cape with attention to detail. Nestled in a yard of mature landscaping you will find peace and quiet. Enter throu... Read More
June 2026
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A Classic Martha's Vineyard Cape located in Downtown Vineyard Haven. Very close proximity to the town center with many restaurants, galleries and shops and only a few blocks from the main ferry terminal. Enjoy this traditional home with three bedrooms and many private spaces to spread out at your leisure. The first of the three bedrooms is on the
Vineyard Haven
$3,600.00 - $4,000.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Rating 5 (1)
Vineyard Haven 1272
A Classic Martha's Vineyard Cape located in Downtown Vineyard Haven. Very close proximity to the town center with many restaurants, galleries and shop... Read More
June 2026
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  1 2 3 4 5 $3600 6
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Grande five bedroom custom colonial with access to Tashmoo boat landing and association tennis. Well appointed first floor of family room, kitchen, dining and cozy front porch. Four bedrooms located on the second floor with the fifth bedroom on the third level. There are two staircases to get to the upper levels. First floor offers plenty of family
Vineyard Haven
$5,000.00 - $8,000.00 / per week
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 4 (2)
Vineyard Haven 1262
Grande five bedroom custom colonial with access to Tashmoo boat landing and association tennis. Well appointed first floor of family room, kitchen, di... Read More
June 2026
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