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
This gorgeous, four bedroom custom-built home has impeccable details and stunning woodwork through-out. The multi-level contemporary style home was built by a local builder with an open and airy design which is very welcoming and inviting. The south facing floor plan is designed to capture as much sunlight as possible. The kitchen is stylishly desi
Vineyard Haven
$6,594.00 - $9,850.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1267
This gorgeous, four bedroom custom-built home has impeccable details and stunning woodwork through-out. The multi-level contemporary style home was bu... Read More
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Fully renovated in 2021, this light-filled Vineyard Haven mid-century modern home is perfectly situated to capture water views of the Lagoon to the east, Ben Luce's Pond to the west, and is a short eight-minutes to the ferry and to Main Street in town. Sea breezes flow throughout this open concept plan, filled with island contemporary style and cut
Vineyard Haven
$6,000.00 - $7,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1264
Fully renovated in 2021, this light-filled Vineyard Haven mid-century modern home is perfectly situated to capture water views of the Lagoon to the ea... Read More
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STUNNING! Greek Revival home aka The Berkshire House on historic William Street with a walking path one block from Main Street in the village of Vineyard Haven. Every inch of this home has been thoughtfully done while maintaining much of the original detail and character. Small rooms have been enlarged for spacious living with lots of natural light
Ferry Tickets Ferry Tickets
Ferry Tickets
June 28th - July 5th, July 5th - July 12th, July 12th - July 19th
Vineyard Haven
$5,900.00 - $9,200.00 / per week
Beds 4 beds
Baths 4 Full Bath
Sleeps 10 sleeps
Rating 5 (2)
Vineyard Haven 1247
STUNNING! Greek Revival home aka The Berkshire House on historic William Street with a walking path one block from Main Street in the village of Viney... Read More
June 2026
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Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tub and separate shower. Added for romantic ambiance is a two sided gas fireplace. Additional bedrooms on the second floor include a king and two queens each with access to a hall bathroom. The third fl
Vineyard Haven
$10,000.00 - $12,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 12 sleeps
Rating 5 (1)
Vineyard Haven 1278
Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tu... 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
June 2026
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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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Enjoy the salty air as you unpack the car and settle in to this one month minimum stay rental. Mornings can be spent making coffee and watching the boats cascade through the outer harbor, play in the gentle waves - and the Steamship continue it's trek, back and forth. Nestled between downtown Vineyard Haven and on the cusp of West Chop, this three-
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Vineyard Haven Pet Friendly
$6,000.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Vineyard Haven 1215
Enjoy the salty air as you unpack the car and settle in to this one month minimum stay rental. Mornings can be spent making coffee and watching the bo... 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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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
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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
June 2026
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Experience this modern and contemporary home nestled in a private setting off Lambert's Cove Road. Spread out on 3 levels, this home has modern amenities and top of the line furnishings throughout, including Sonos, a wine fridge, new appliances plus central air. Major renovations include a new finished dining room, and a new lower level living spac
Vineyard Haven
$12,000.00 - $18,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 10 sleeps
Vineyard Haven 965
Experience this modern and contemporary home nestled in a private setting off Lambert's Cove Road. Spread out on 3 levels, this home has modern amenit... Read More
June 2026
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  1 2 3 4 5 $12000 6
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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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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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