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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Exquisite West Chop Waterfront Home, Panoramic Ocean Views, Beach, Less than a Mile to Town Center

Grand West Chop Home, designed by a noted Vineyard Architect to highlight the magnificent water views. Surrounded by lush grounds and featuring an expansive bluestone patio perfect space to gather, dine, relax, and take...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
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Clean Fee: 
$675 per week
Tax: State & Local: 
11.7
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CLARA

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Property Details
Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
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 $5,000
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$4,000
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$4,000
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 $4,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Sheets & Towels are not provided. Rental guests need to bring sheets & towels or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com

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URMST

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Property Details
West Chop, Waterfront, Private Beach

Summer Compound in a majestic location.  Vintage vacation home perfect for large family gatherings.  Enjoy sweeping ocean views from the large comfortably furnished veranda.  A large screened porch offers seating...Read more

Location: 
Vineyard Haven
Sleeps: 
14
Bedrooms: 
6
Baths: 
2
Price Range:
$0 - $0
June 2026
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 $15,600
July 2026
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 $15,600
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Clean Fee: 
$875 per rental period
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:
$0 - $0
June 2026
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$4,400
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$4,400
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$4,400
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$7,300
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 $7,700
July 2026
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 $8,000
August 2026
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$8,000
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 $4,400
September 2026
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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GEARP

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Property Details
Stunning Historic Home, Nicely Renovated with Luxury Details throughout, AC, View of Harbor from 2nd Level Porch

Quintessential, historic in-town Vineyard home, just steps from the beach and ferry.  Water views of Vineyard Haven Harbor. This totally renovated house is designed to create the perfect Vineyard vacation. ...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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 $6,250
July 2026
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 $7,550
August 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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MCMAE

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Property Details
Light Filled, Stylish Cape Home, Ideal Central Location to Vineyard Haven, Oak Bluffs, Edgartown and Public Beaches.

Sure to please, this lovely all-new custom Cape is bordered by lawn and tall oaks and features a spacious open floor plan in the main living level with a dormered...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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Clean Fee: 
$380 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
SuMoTuWeThFrSaWeek
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$25,000
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 $28,000
July 2026
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$28,000
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 $28,000
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$28,000
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$28,000
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$28,000
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 $25,000
September 2026
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$17,500
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 $17,500
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
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ARONA

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Property Details
Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring

Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2026
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$20,000
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 $20,000
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner provides a key to a beautiful  private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. 

 

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