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 71 properties available
BR1 Queen, 2nd floorBR2 Queen, 2nd floorHall bath tub/shower, 2nd floorBR3 King en suite tub/shower, 2nd floorBR4 Queen en suite shower, 3rd floorBR5 Queen en suite shower, above garage (via family room staircase)Half bath, 1st floor
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
Glorious five bedroom custom colonial with access to Tashmoo boat landing and association tennis. Well appointed first floor of family room, kitchen, ... Read More
June 2025
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BR1 Queen, 1st floorBR2 (2)Twin beds, 1st floorBR3 Queen, 1st floorQueen en suite with tub/shower, 2nd floor loftLaundry facilities, 1st floor
Vineyard Haven
$4,500.00 - $5,500.00 / per week
Beds 4 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Vineyard Haven Contemporary near West Chop 1225
First floor living with a cozy get away on the second floor loft! This three bedroom plus loft has central air conditioning to keep you cool during th... Read More
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BR1 King en suite, 2nd floorBR2 Queen, 2nd floorBR3 (2)Twin beds, 2nd floorBR4 Trundle, 2nd floorHall bath with shower stall, 2nd floor
Vineyard Haven
$2,500.00 - $5,750.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Rating 3 (1)
Vineyard Haven 1279
Set in a desirable area of Vineyard Haven. Be prepared to be surprised when you enter this lovely home. The open floor design provides an inviting int... Read More
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BR1 Queen En Suite with Shower Stall & Tub, First FloorBR2 Double & Twin En Suite with Shower Stall, Second FloorBR3 (2) Twin Beds, Second FloorHall Bath with Tub Shower Combo, Second FloorPowder Room, First FloorDouble Sofa Bed in Office, Second Floor
Vineyard Haven Pet Friendly
$6,000.00 - $11,000.00 / per week
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1260
Picture yourself on a Vineyard vacation in this modern contemporary home in the perfect setting in Tisbury. This two-level property features three bed... Read More
June 2025
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BR1 King En Suite with Tub & Shower Stall, Second FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 Double, Second FloorBR4 (2) Double Beds En Suite with Shower Stall, Second FloorBR5 (2) Twin Beds, Second FloorPowder Room, First FloorLaundry, First Floor
Vineyard Haven
$7,000.00 - $12,000.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 5 (2)
Vineyard Haven 901
With a sprawling front lawn and salt water pool, this well-appointed five bedroom home has plenty of room for friends and family alike. Renovated and ... Read More
June 2025
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BR1 Queen En Suite Adjoining Bath with Tub/Shower, First FloorBR2 Queen, Second FloorBR3 Double, Second FloorBR4 Twin, Second FloorHall Bath with Walk in Shower, Second Floor
Vineyard Haven
$7,000.00 / 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
June 2025
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BR1 Split King, 1st floor with Ensuite Bathroom Shower onlyHall Powder Room, 1st Floor BR2 King, 2nd floorBR3 Two (2) Twins & 1 Crib, 2nd FloorHalf bath, 2nd Floor
Vineyard Haven
$5,390.00 / per week
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps 6 sleeps
Vineyard Haven 909
New build vacation home located a half of mile from Downtown Vineyard Haven or the ferry. It's beautiful and modern decor is perfect for a relaxing va... Read More
June 2025
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1 2 3 4 5 6 $5390 7
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BR1 King en suite with tub and shower, 2nd floorBR2 King, 2nd floorBR3 Double Over Queen Bunk Bed, 2nd floorHall bath with tub/shower, 2nd floorHall bath with shower, 1st floorLaundry, 1st floor
Vineyard Haven
$7,500.00 - $9,000.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Vineyard Haven 1253
Experience this spectacular home located on Lagoon Pond just minutes from Vineyard Haven and Oak Bluffs. This recently renovated three-bedroom, three-... Read More
June 2025
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    1 2 3 4 $9000 5
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BR1 Queen En Suite with Tub Shower Combo, Second FloorBR2 Queen with Half Bath, Second FloorHall Bath / Laundry with Shower Stall, First FloorDetached Studio: BR3 Queen En Suite with Half Bath, First Floor
Vineyard Haven
$14,360.00 - $16,280.00 / per week
Beds 3 beds
Baths 2 Full, 1 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 2025
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BR1 King with Half Bath, First FloorBR2 Queen. First FloorHall Bath with Shower Stall, First FloorBR3 Queen, Second FloorHall Bath with Shower Stall, Second FloorBR4 (2) Doubles & Twin Bed, Second FloorHall Bath with Shower Stall, Second FloorBR5 Double & (2) Twin Beds, Second FloorWindow A/C Units in Bedrooms: 1,2,3 & 4
Vineyard Haven
$4,000.00 - $9,000.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 10 sleeps
Vineyard Haven 1246
With views of the lagoon and outer harbor, enjoy watching the boats come and go on both decks. If a book is in hand, relax on the back patio under the... Read More
June 2025
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1 2 3 4 5 6 $4400 7
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10 11 12 13 14 15 $9000 16
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BR1 (2)Double beds, 1st floorHall bath with shower stall, 1st floorBR2 King en suite with separate tub and shower, 2nd floorBR3 Queen, 2nd floorHall bath with shower stall, 2nd floorLaundry facilities, 2nd floor
Vineyard Haven
$2,600.00 - $3,200.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Rating 4.3 (3)
Vineyard Haven Condo 916
Lovely open floor plan condo in Tashmoo Cove with central air conditioning, stainless steel appliances, granite counter-tops throughout. Laundry facil... Read More
June 2025
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1 2 3 4 5 6 $3000 7
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10 11 12 13 14 15 $3200 16
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BR1 Queen en suite with shower stall, 1st floorBR2 King en suite with shower stall, 2nd floorBR3 King en suite with shower stall, 2nd floorBR4 Queen en suite with shower stall, 2nd floorBR5 Queen, 2nd floorHall bath with separate tub and shower, 2nd floorBR6 (2)Bunk beds, lower levelHall bath with shower stall, lower level
Vineyard Haven
$8,000.00 - $15,000.00 / per week
Beds 6 beds
Baths 6 Full, 1 Half Bath
Sleeps 14 sleeps
Rating 5 (1)
Vineyard Haven 954
An utterly stunning re-design of a historic family home, this statuesque carriage home will be feature a home gym, two master suites with waterviews, ... Read More
June 2025
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1 2 3 4 5 6 $11000 7
8 9 10 11 12 13 $11000 14
15 16 17 18 19 20 $14500 21
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