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
June 2026
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Vineyard Haven's Historic District is host to the 1805 Edmund Crowell House. This 5-bedroom home overlooks Vineyard Haven harbor, just steps from the town beach. Inside enjoy the preserved vintage features such as high ceilings, wide-board floors, and parlor with shiplap wainscoting. Cook in the large well-appointed kitchen with "antique" applia
Vineyard Haven Pet Friendly
$7,000.00 - $8,500.00 / per week
Beds 5 beds
Baths 4 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1244
Vineyard Haven's Historic District is host to the 1805 Edmund Crowell House. This 5-bedroom home overlooks Vineyard Haven harbor, just steps from the... Read More
June 2026
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  1 2 3 4 5 $7500 6
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Beautiful Three-Bedroom Tashmoo Cove Condo - Experience the best of island living in this lovely end-unit condo, ideally situated in the sought-after Tashmoo Cove community. The open-concept floor plan features central air conditioning, granite countertops, and stainless steel appliances, creating a comfortable and contemporary retreat. The first f
Vineyard Haven
$2,600.00 - $3,500.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Rating 4.4 (5)
Vineyard Haven 916
Beautiful Three-Bedroom Tashmoo Cove Condo - Experience the best of island living in this lovely end-unit condo, ideally situated in the sought-after ... Read More
June 2026
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  1 2 3 4 5 $3000 6
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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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This property will be your home-away-from-home, nestled in the peaceful and private West Chop neighborhood, but only 1 mile from downtown Vineyard Haven. Everything that Martha's Vineyard has to offer will be at your fingertips: the shops and restaurants of Vineyard Haven, the ferry terminal from Woods Hole, several public beaches, countless walkin
Ferry Tickets Ferry Tickets
Ferry Tickets
July 18th - July 25th, August 22nd - August 29th
Vineyard Haven Pet Friendly
$2,450.00 - $5,150.00 / per week
Beds 2 beds
Baths 2 Full Bath
Sleeps 4 sleeps
Vineyard Haven 904
This property will be your home-away-from-home, nestled in the peaceful and private West Chop neighborhood, but only 1 mile from downtown Vineyard Hav... Read More
June 2026
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  1 2 3 4 5 $3850 6
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Classic New England Cape in a quiet neighborhood, just a short distance to Vineyard Haven center. Enter through the front door into the nautical themed living space. With the well-equipped kitchen facing the dining and living areas even the cook will not miss visiting with family and friends. The primary bedroom with en suite bath at one end and
Vineyard Haven
$4,005.00 - $6,804.00 / per week
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps 6 sleeps
Vineyard Haven 984
Classic New England Cape in a quiet neighborhood, just a short distance to Vineyard Haven center. Enter through the front door into the nautical them... Read More
June 2026
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  1 2 3 4 5 $4501 6
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This beautifully furnished two bedroom two and a half bath West Chop home is elegant, sophisticated and pristine with wonderful artwork throughout. A fabulous well-equipped kitchen with custom cabinetry opens into the sun-filled dining area. The living room is perfect for relaxing. Both bedrooms are spacious, each with their own sitting area and pr
Vineyard Haven
$14,790.00 - $16,770.00 / per week
Beds 3 beds
Baths 2 Full, 2 Half Bath
Sleeps 6 sleeps
Vineyard Haven 972
This beautifully furnished two bedroom two and a half bath West Chop home is elegant, sophisticated and pristine with wonderful artwork throughout. A ... Read More
June 2026
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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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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
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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Lovely two bedroom guesthouse in Mink Meadows with one bedroom on the first floor and one in the closed loft area above. Television in both bedrooms and living room. Small outdoor deck off the side of the house. The Main house can be rented separately (rental property number 1223 for more details).
Vineyard Haven
$1,900.00 - $2,100.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Vineyard Haven 1224
Lovely two bedroom guesthouse in Mink Meadows with one bedroom on the first floor and one in the closed loft area above. Television in both bedrooms a... Read More
June 2026
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  1 2 3 4 5 $1900 6
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Nestled in the heart of Vineyard Haven, this charming three-bedroom property offers the perfect blend of tranquility and convenience. Situated in the neighborhood of scenic Mink Meadows Golf Course and Mink Meadows Association Beach, you'll experience the best of both relaxation and recreation. On the first floor you'll find plenty of living spaces
Ferry Tickets Ferry Tickets
Ferry Tickets
July 3rd - July 10th, August 21st - September 4th
Vineyard Haven Pet Friendly
$3,000.00 - $7,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 9 sleeps
Vineyard Haven 1266
Nestled in the heart of Vineyard Haven, this charming three-bedroom property offers the perfect blend of tranquility and convenience. Situated in the ... Read More
June 2026
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