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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Lovely Cape Home, Newly Updated, Private Back Deck with Outdoor Dining & Grill, 3 Bedrooms w/AC and TV, 1.5 baths

Nestled on a serene lane in the outskirts of Vineyard Haven, this newly updated & charming Cape Style residence exudes chic charm. Step inside to discover an inviting open layout...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $3,000
June 2026
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 $3,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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ADELC

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Property Details
Cozy Sunny 3 Bedroom Contemporary, Spacious Deck, Situated in a Quiet Neighborhood just on the outskirts of Vineyard Haven Village Center

Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling.  New natural travertine...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$2,750 - $2,750
June 2026
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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DRAPG

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Property Details
Mink Meadow Guest Cottage, Overlooks Golf Course, Walk to Beach 5 min walk from House, Mink Meadows Golf Course, 1 mile to Clubhouse

Cozy guest cottage with designer touches throughout. As the guest cottage to the main house, this adorable cottage is private from the main house and has its own drive and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,900 - $2,100
June 2026
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 $1,900
Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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GRUNM

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Property Details
Waterfront & Beachfront

The Beach House  There are few homes anywhere on the island directly on a sandy swimming beach like Beach House. If you love a sunset, and water views that seemingly never...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2026
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August 2026
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$13,500
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 $13,500
Clean Fee: 
$600
Tax: State & Local: 
11.7
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PHOUE

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Property Details
Sweet Cape Home, Gorgeous Water Views, Walk to Town, Lovely Landscaped Yard, Deck and Outdoor Dining Area.

Step into this impeccably clean Cape-style home and enjoy an open floor plan filled with natural light and serene waterviews.  The double living area offers multiple seating options, a TV, and...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2026
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Clean Fee: 
$325 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:
$0 - $0
June 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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ELLIK

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Property Details
Quintessential West Chop Waterfront Home. Private Beach, Spectacular Views

Enjoy the essence of summer at this waterfront home with a private beach just 50 yards in front of the house. Evenings enjoy the magnificent sunsets while relaxing on the...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$0 - $0
June 2026
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August 2026
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September 2026
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 $17,500
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BELJA

Inquire
Property Details
Captain Swain House, Elegant Main & Guest House, 4 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard

In-Town Vacation Retreat in the William Street Historic District
Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
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 $6,000
Clean Fee: 
$875 per week
Tax: State & Local: 
11.7

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