Vineyard Haven Vacation Rentals

Vineyard Haven, Martha’s Vineyard’s primary port town, is the perfect place for vacation rental guests who want to be close the action. While staying in a Vineyard Haven vacation rental, you have direct access to the waterfront and Vineyard Haven’s many fun events, world-famous restaurants, and classic bars. Vacations in Vineyard Haven are full of excitement and fun on the water, and going out in Vineyard Haven after a day at the beach gives you the classic Martha’s Vineyard experience.

 

 

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Wondeful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$3,850 - $9,450
June 2025
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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TAVAM

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Property Details
Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

Impeccable Vacation Getaway with Updated Amenities and a Heated Saltwater Pool

Nestled within the serene community of Stonegate, this exceptional retreat offers a rejuvenating escape. Conveniently located just a brief...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$9,002 - $9,002
June 2025
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Ferry Tickets available for weeks 7/13-7/20 (2 sets), and 7/20-7/27 (2 sets), - please inquire

 

Pool heated to 82 July & August included in rental rate.  

Spa area in the pool is heated to the same temperature as the pool and is not available Spa jets are also not available for renter use. 

 

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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FREE2

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Property Details
Lovely Historic William St Home, Located just one block from Main St. 4 bedrooms, 4 baths

Beautifully renovated Greek Revival home (the Berkshire House) on historic William Street in Vineyard Haven.

This finely crafted home offers vacationing guests spacious living on three levels. The main level...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,404 - $8,806
June 2025
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in June, July, August, September  - see calendar for adjusted rates

 

Ferry Tickets available for weeks 7/6-7/13, 7/13-7/20, 7/20-7/27, and 7/27-8/3 - please inquire

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NORMD

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Property Details
Lovely Newly Renovated Waterfront Home on the Lagoon!

Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,801 - $8,806
June 2025
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Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

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MONVH

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Property Details
Quintessential Vineyard Haven Home, Beautifully Furnished, Surrounded by Large Mature Landscaped Yard, Porch Seating, Multiple Living Spaces Within

Classic Vineyard home set on a quiet street of similar homes. Modern interior with multiple living spaces include a large family room centered around the media area with a sectional sofa...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$5,005 - $8,652
June 2025
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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KERR3

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Property Details
Waterfront on the Shores of a Picturesque Tidal Inlet Lake Tashmoo, Shared Tennis Courts, Spectacular Views & Sunsets,

This lovely three-bedroom home is located on the shores of beautiful Lake Tashmoo (a tidal saltwater lake connecting to Vineyard Sound).  The modern open floor plan includes. kitchen, living, and...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$8,505 - $8,505
June 2025
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August 2025
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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DRAPM

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Property Details
Mink Meadows Family Compound, Private Heated Pool, Walk or Drive to Private Association Beach, Beautifully Landscaped Yard, Deck and Patio, Golf 1 Mile from House

Spacious 4 Bedroom, 3.5 bath family compound with 28 x 14  heated pool, multiple indoor/outdoor living spaces situated in Mink Meadows Association. 

Mink Meadows Public Golf Course is just a short drive...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,403 - $8,505
June 2025
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated to 81 degrees in July & August included in rental rate.

 

Pool heated to 81 degrees June & September additional $250 per week. Requests for higher temperature, please contact your agent for details. 

 

Pool heated to 81 degrees May & October additional $350 per week. Requests for higher temperature, please contact your agent for details.

 

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CLE20

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Property Details
Outer Harbor Waterfront, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch, and patio areas. The wide, sandy private beach...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,501 - $8,400
June 2025
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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BURTS

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Property Details
Lagoon View House, Gorgeous Water Views, Screened Porch, Large Deck, Patio Area, A/C in 5 Bedrooms

Lovely, spacious water view home within walking distance to downtown Vineyard Haven, nicely situated with lots of privacy. Expansive decks; one on the front of the house and one at the rear...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$4,403 - $8,001
June 2025
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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FERGN

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Property Details
5 minute walk to town center.

Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc... The Captain Henry Stevenson house has been renovated to include a...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,901 - $7,406
June 2025
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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MCGRD

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Property Details
Lovely Vineyard Haven Home, Heated Pool, AC, Close Proximity to Towns and Beaches , Perfect Home for Extended Families.

Spacious Vacation Home with heated pool!  This lovely home is perfect for extended families featuring 5 bedrooms, 3 baths, multiple living spaces, and 5 TVs. The pool and deck are perfect...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$4,004 - $7,000
June 2025
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Ferry Tickets Availalbe for week 7/6-7/13, 7/20-7/27 - please inquire

POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE.

POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK

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MOORD

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Property Details
Charming Post & Beam Home, Tucked on a Private Lot in the Desirable Makonikey Community of Homes, Walk to Private Association Beach, Multiple Indoor/Outdoor Living Spaces .

The essence of summer vacation living shines in this beautiful custom post-and-beam home, nestled in the private Makonikey community of Vineyard Haven, Martha’s Vineyard. Just a short quarter-mile walk to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$6,902 - $6,902
June 2025
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Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

Rates reduced for available weeks in July - see calendar for adjusted rates

 

Transferrable Ferry Tickets Availalble, 7/12- 7/19, 7/19- 7/26 8/2-8/9, & 8/9 to 8/16, Inquire for Details (mv)

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PE585

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Property Details
Perfect Beach Front Cottage. Expansive Water Views, Gorgeous Sunsets, Pristine Modern Interior

Privately nestled atop a dune with breathtaking views and just steps from a private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun-filled rooms...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,256 - $6,755
June 2025
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July 2025
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August 2025
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September 2025
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Transferrable ferry ticket available 8/23-8/30. Please inquire for details! (mv)

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WIL14

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Property Details

Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$6,300 - $6,300
June 2025
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September 2025
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Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
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KELVH

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Property Details
Classic Main St Home, Stylish Updates, Beautifully Landscaped, Porch overlooks Yard, Walk to Town Center

Classic Vineyard Haven Main St Home!  Recently updated throughout and is being offered as a vacation rental, ideal for families of 6.  Multiple living spaces assure that all have room to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$6,202 - $6,202
June 2025
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August 2025
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September 2025
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

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