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 68 properties available
BR1 Queen, Main FloorBR2 Queen, Main FloorHall Bath with Tub/Shower Combo, Main Floor
Vineyard Haven
$2,000.00 - $3,500.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Rating 5 (1)
Vineyard Haven 1248
Sweet cottage on a quiet street in Vineyard Haven. Tastefully renovated, this modern home maintains the charm of a Vineyard cottage. Brand new kitchen... 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
$7,500.00 - $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
June 2025
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10 11 12 13 14 15 $8000 16
17 18 19 20 21 22 $7500 23
24 25 26 27 28 29 $7500 30
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BR1 King en suite tub/shower, 1st floorBR2 Queen, 2nd floorBR3 (2)Twin trundle beds, 2nd floorHall bath with tub/shower, 2nd floorBR4 Queen, lower levelHall bath tub/shower, lower level
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 2025
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1 2 3 4 5 6 $6594 7
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15 16 17 18 19 20 $7090 21
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17 18 19 20 21 22 $8848 23
24 25 26 27 28 29 $8393 30
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BR 1 - Queen en suite 2nd Floor BR 2 - Queen 2nd Floor BR 3 - Two twins 2nd Floor BR 4 - Two twins 2nd Floor BR 2,3 & 4 share hall bath of tub and shower.
Hot HOT 14
Vineyard Haven
$10,000.00 - $13,000.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 902
While away the day in a rocker watching the ever-changing harborscape in front of you. The porch is the show-stopper of this classic Victorian waterfr... Read More
June 2025
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1 2 3 4 5 6 $12000 7
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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
June 2025
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BR1 Queen en suite shower stall, 1st floorBR2 King en suite shower stall, 2nd floorBR3 Queen, 2nd floorBR4 Double and Twin bed, 2nd floorHall bath tub/shower, 2nd floorHalf bath, 1st floorLaundry, 2nd floor hallway
Hot HOT 11
Vineyard Haven
$6,500.00 - $9,300.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1232
A historic home perfectly situated in the midst of downtown Vineyard Haven - where great shopping and restaurants abound! This four bedroom home maint... Read More
June 2025
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1 2 3 4 5 6 $7500 7
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22 23 24 25 26 27 $7900 28
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    1 2 3 4 $7900 5
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13 14 15 16 17 18 $6500 19
20 21 22 23 24 25 $6500 26
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August 2025
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17 18 19 20 21 22 $8500 23
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BR1 Queen En Suite with Shower Stall, First FloorBR2 Double, First FloorHall Bath with Tub Shower Combo, First FloorBR3 Twin Pop-Up Trundle, First FloorOverflow:Double Sofa Bed, Guest CottageHall Bath with Shower Stall, Guest Cottage
Vineyard Haven
$3,300.00 - $4,300.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 5 sleeps
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
June 2025
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1 2 3 4 5 6 $3300 7
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    1 2 3 4 $3950 5
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20 21 22 23 24 25 $3950 26
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BR1: King, Television and Ensuite Bath. BR2: Pair of Twins with Twin Daybed, Television. Shared Hall Bath with BR3: Queen with Television, open staircase to first floor. All Bedrooms are on the Second Floor.
Vineyard Haven
$6,500.00 - $8,500.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 7 sleeps
Vineyard Haven 1241
Follow the gentle stone pillars and then gently turn right into a lovely neighborhood, where the roads narrow a bit and the hustle and bustle fade awa... Read More
June 2025
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1 2 3 4 5 6 $8500 7
8 9 10 11 12 13 $8500 14
15 16 17 18 19 20 $8500 21
22 23 24 25 26 27 $7500 28
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July 2025
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    1 2 3 4 $8500 5
6 7 8 9 10 11 $8500 12
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20 21 22 23 24 25 $8500 26
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August 2025
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17 18 19 20 21 22 $7000 23
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BR1 Queen, First FloorHall Bath with Shower Stall, First FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 (2) Twin Beds, Second FloorHall Bath with Tub Shower Combo, Second FloorBR4 (2) Twin Beds, Second Floor
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
June 2025
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BR1 King, First FloorHall Bath with Tub Shower Combo, First FloorBR2 (2) Twin Beds, First Floor
Vineyard Haven
$4,900.00 - $5,900.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Vineyard Haven 929
This gracious home, beautifully restored reflects a combination of original and new - with an abundance of outdoor space to run about! The woodwork e... Read More
June 2025
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1 2 3 4 5 6 $4900 7
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    1 2 3 4 $4900 5
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20 21 22 23 24 25 $5900 26
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August 2025
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17 18 19 20 21 22 $5900 23
24 25 26 27 28 29 $4900 30
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BR1 King, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 King, 2nd floorBR4 Twin trundle bed, 2nd floorBR5 King and Daybed, 2nd floorTwo hall baths with showers, 2nd floorHalf bath, 1st floor
Vineyard Haven
$5,900.00 - $7,400.00 / per week
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps 11 sleeps
Vineyard Haven 1207
Restored 1898 Captain's Home, offering water views of Vineyard Haven Harbor. This renovated five bedroom home offers a well equipped kitchen, granite... Read More
June 2025
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    1 2 3 4 $7400 5
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17 18 19 20 21 22 $6900 23
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BR1 Queen en suite separate tub and shower stall, 2nd floorBR2 (2)Twin beds en suite shower stall, 2nd floorHall bath shower stall, 1st floorLower level family room queen sofa bed and hall bath with shower
Vineyard Haven
$3,000.00 / per week
Beds 2 beds
Baths 4 Full Bath
Sleeps 4 sleeps
Vineyard Haven 1204
Lovely two bedroom condominium (middle unit) in Tashmoo Cove on Martha's Vineyard. Peaceful residential area with access to association pool and tenni... 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 $3000 16
17 18 19 20 21 22 $3000 23
24 25 26 27 28 29 $3000 30
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