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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Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,500 - $9,500
June 2026
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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ARNOS

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Property Details
Wonderful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$4,200 - $9,450
June 2026
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August 2026
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 $7,650
September 2026
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 $6,300
Clean Fee: 
$600 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:
$4,000 - $9,000
June 2026
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August 2026
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

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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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:
$3,800 - $8,950
June 2026
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$7,200
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 $5,200
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 $4,500
Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

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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 .

Rate just reduced by $700 8/1 to 8/8 week. 

Note: New for 2026. 

Two of the baths seen in current photos are being gutted and all newly updated. Walk-in glass showers in both, a...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$8,300 - $8,800
June 2026
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August 2026
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Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

Owner reduced rate by $700 for the 8/1 to 8/8 week.  View the calendar for the new rate! 

 

 

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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:
$8,500 - $8,500
June 2026
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August 2026
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September 2026
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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:
$4,400 - $8,500
June 2026
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July 2026
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August 2026
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 $6,500
September 2026
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$6,500
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$6,500
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 $6,500
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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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:
$6,250 - $7,550
June 2026
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August 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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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:
$4,040 - $7,090
June 2026
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August 2026
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$6,560
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 $6,040
September 2026
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$4,990
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$4,990
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 $4,460
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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FREE2

Inquire
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:
$5,900 - $6,900
June 2026
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 $6,900
September 2026
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$6,900
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$5,900
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 $5,900
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

 

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MONVH

Inquire
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:
$5,500 - $6,900
June 2026
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August 2026
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$6,900
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 $5,500
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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DELOA

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Property Details
Ramble House, Lovely, Spacious 3 Bedroom, 3 bath Vacation Home. Tucked on a Tranquil Street in Vineyard Haven, Multiple Living Spaces Indoor & Outdoor, Impeccably Maintained.

A tranquil oasis just outside Vineyard Haven and only one mile from the village center, this spacious and inviting three-bedroom, three-bath home is tucked away at the end of a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$3,500 - $6,900
June 2026
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July 2026
SuMoTuWeThFrSaWeek
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 $6,900
August 2026
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$6,900
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$6,900
30
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 $4,000
September 2026
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
27
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29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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CLARA

Inquire
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:
$4,000 - $6,500
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSaWeek
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 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
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$11,000
9
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$13,000
16
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$9,900
23
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$6,500
30
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 $5,500
September 2026
SuMoTuWeThFrSaWeek
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2
3
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$5,500
6
7
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$5,500
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$4,000
20
21
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$4,000
27
28
29
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 $6,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Ferry Tickets available for purchase 8/23-8/30, 8/30-9/6 - please inquire

 

 

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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BROVH

Inquire
Property Details
Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths

Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,500 - $6,500
June 2026
SuMoTuWeThFrSa
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2
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July 2026
SuMoTuWeThFrSaWeek
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2
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30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
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$7,900
9
10
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$7,900
16
17
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$7,900
23
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28
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$7,900
30
31
 $6,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
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$6,500
6
7
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$5,500
13
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$5,500
20
21
22
23
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25
26
$4,500
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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FRISD

Inquire
Property Details
Adorable, Chic In -Town Home, Coastal Décor, Central AC, Large Bluestone Patio plus a Farmers Porch for Summer Outdoor Enjoyment

Charming is the description for this newly furnished in-town summer cottage-style home. The house boasts multiple outdoor living spaces, including a large, secluded bluestone patio with an outdoor living room, a patio dining and grill...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $6,000
June 2026
SuMoTuWeThFrSa
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29
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July 2026
SuMoTuWeThFrSaWeek
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2
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12
13
14
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16
17
18
19
20
21
22
23
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27
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29
30
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
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$5,100
9
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15
$5,100
16
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$5,100
23
24
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27
28
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$4,500
30
31
 $3,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$3,700
6
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$3,500
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$3,500
20
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$3,500
27
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29
30
 $3,500
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7

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