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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In-Town, Water View, Waterfront

Enjoy expansive harbor views and passing tall-masted schooners from the breezy wrap-around porch of this delightful five-bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
29
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 $6,000
July 2025
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,000
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 $6,000
August 2025
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,000
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$6,000
31
 $4,000
September 2025
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
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29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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FIELR

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Property Details
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:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
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$11,500
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$14,000
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$15,000
22
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$16,000
29
30
 $21,000
July 2025
SuMoTuWeThFrSaWeek
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$21,000
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$21,000
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$21,000
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$21,000
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 $24,000
August 2025
SuMoTuWeThFrSaWeek
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$24,000
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$24,000
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$24,000
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$24,000
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$24,000
31
 $16,000
September 2025
SuMoTuWeThFrSaWeek
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$16,000
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$15,000
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$14,000
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$13,000
28
29
30
 $11,000
Clean Fee: 
$675 per week
Tax: State & Local: 
11.7
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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:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
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 $15,600
July 2025
SuMoTuWeThFrSaWeek
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$15,600
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$15,600
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$15,600
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$15,600
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 $15,600
August 2025
SuMoTuWeThFrSaWeek
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$15,600
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$15,600
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$15,600
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$15,600
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$15,600
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September 2025
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Clean Fee: 
$875 per rental period
Tax: State & Local: 
11.7
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BAYLM

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Property Details
Spectacular Waterfront Views in exclusive Makonikey area, Ocean Views and Breathtaking Sunsets, Private Beach, Private Location

Relaxed waterfront home with sweeping water views and very private location, yet just a 10-minute drive to town, fine dining, shopping, galleries, and movies  This is a classic, casual and comfortably furnished...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$10 - $10
June 2025
SuMoTuWeThFrSa
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July 2025
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 $11,000
August 2025
SuMoTuWeThFrSaWeek
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$11,000
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$11,000
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$11,000
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$11,000
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September 2025
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Clean Fee: 
$550 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:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
29
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 $6,000
July 2025
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,700
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 $7,300
August 2025
SuMoTuWeThFrSaWeek
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$7,300
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$7,300
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$7,300
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$7,300
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$7,000
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
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$5,700
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$5,700
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$5,700
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$5,700
28
29
30
 
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:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
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 $4,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
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$4,400
6
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$4,400
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$4,400
20
21
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$4,700
27
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30
31
 $5,550
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,550
3
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$5,550
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$5,550
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$5,550
24
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$4,500
31
 
September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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BRANV

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Property Details
Located in the Heart of West Chop, Newly Updated. 12 min Walk to the Village Center, Spacious Patio, Modern Interior

Stately, classic home, located in the West Chop Area of Vineyard Haven.  Lovingly updated with state of the art kitchen and comfortable furnishings this vacation retreat is perfect for extended...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
1
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$4,500
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$4,500
15
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$4,500
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$4,500
29
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 $5,000
July 2025
SuMoTuWeThFrSaWeek
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$5,000
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$6,500
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$6,500
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$6,500
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 $10,000
August 2025
SuMoTuWeThFrSaWeek
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$10,000
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$15,000
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$15,000
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$15,000
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$10,000
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
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$4,500
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$4,500
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$4,500
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$4,500
28
29
30
 $4,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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COS67

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Property Details
Beautiful 3 Bedroom, 3.5 bath Home, Bluestone Patio with Outdoor Dining & Grill , Lovely Landscaped Yard. Situated on Quiet Street, Walk to Town
Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
3
Price Range:
$10 - $10
June 2025
SuMoTuWeThFrSa
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July 2025
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 $8,600
August 2025
SuMoTuWeThFrSaWeek
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$8,600
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$8,600
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$8,600
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$17,500
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$8,800
31
 
September 2025
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

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