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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Beautiful & Spacious Contemporary Home, Multiple Indoor/Outdoor Living Spaces, Perfect for Extended Families, Sleeps 12

Nestled within a charming neighborhood just on the outskirts of Vineyard Haven, this contemporary and spacious home offers an ideal retreat for extended families and friends. With both indoor and...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $10,500
June 2025
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$7,500
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$9,000
29
30
 $9,000
July 2025
SuMoTuWeThFrSaWeek
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$9,000
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$9,000
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$9,000
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$9,500
27
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31
 $9,500
August 2025
SuMoTuWeThFrSaWeek
 1
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$9,500
3
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5
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$10,500
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$10,500
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$10,500
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$9,500
31
 $9,000
September 2025
SuMoTuWeThFrSaWeek
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$9,000
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$9,000
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$7,500
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$7,500
28
29
30
 
Clean Fee: 
$645 per week
Tax: State & Local: 
11.7
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CHAMV

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Property Details
WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C

In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$10 - $9,650
June 2025
SuMoTuWeThFrSaWeek
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$7,990
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$7,990
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$7,990
22
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28
$7,990
29
30
 $9,650
July 2025
SuMoTuWeThFrSaWeek
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$9,650
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$9,650
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$9,650
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$9,650
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 $9,650
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,650
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$9,650
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$9,650
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$9,650
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$9,650
31
 $7,990
September 2025
SuMoTuWeThFrSaWeek
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$7,990
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$7,990
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$7,990
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27
$7,990
28
29
30
 $7,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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KERR4

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Property Details
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:
$10 - $9,500
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
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$9,000
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 $9,000
August 2025
SuMoTuWeThFrSaWeek
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$9,000
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$9,500
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$9,500
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$9,500
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$9,500
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 $9,500
September 2025
SuMoTuWeThFrSaWeek
 1
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$9,500
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$9,000
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$9,000
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27
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29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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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:
$10 - $9,400
June 2025
SuMoTuWeThFrSaWeek
1
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$4,700
8
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$5,100
15
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$5,100
22
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28
$8,100
29
30
 $8,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
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$8,400
6
7
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$8,400
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$8,400
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$9,250
27
28
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30
31
 $9,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,300
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$9,350
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$9,400
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$9,400
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$8,400
31
 $5,000
September 2025
SuMoTuWeThFrSaWeek
 1
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$5,000
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$5,000
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$5,000
21
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$5,000
28
29
30
 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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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:
$10 - $9,200
June 2025
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$8,900
29
30
 $9,200
July 2025
SuMoTuWeThFrSaWeek
 1
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$9,200
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$9,200
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$9,200
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$9,200
27
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31
 $9,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,200
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$9,200
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$9,200
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$9,200
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29
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$9,200
31
 $6,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,900
7
8
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10
11
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13
$6,900
14
15
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18
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20
$6,900
21
22
23
24
25
26
27
$5,900
28
29
30
 $5,900
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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ARNOS

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Property Details
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$10 - $8,750
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,800
8
9
10
11
12
13
14
$4,800
15
16
17
18
19
20
21
$4,800
22
23
24
25
26
27
28
$6,500
29
30
 $7,700
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,700
6
7
8
9
10
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$7,700
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14
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18
19
$7,700
20
21
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$7,700
27
28
29
30
31
 $7,700
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,700
3
4
5
6
7
8
9
$8,750
10
11
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$8,750
17
18
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20
21
22
23
$8,750
24
25
26
27
28
29
30
$8,750
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
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13
$4,500
14
15
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18
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$4,500
21
22
23
24
25
26
27
$3,850
28
29
30
 $3,850
Clean Fee: 
$600 per week
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:
$10 - $8,650
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
$5,500
22
23
24
25
26
27
28
$6,900
29
30
 $7,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,100
6
7
8
9
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12
$7,100
13
14
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$7,600
20
21
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25
26
$7,600
27
28
29
30
31
 $8,650
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,650
3
4
5
6
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$8,650
10
11
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$8,650
17
18
19
20
21
22
23
$8,650
24
25
26
27
28
29
30
$6,900
31
 $5,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
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5
6
$5,500
7
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$5,500
14
15
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21
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24
25
26
27
28
29
30
 
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:
$10 - $8,500
June 2025
SuMoTuWeThFrSa
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July 2025
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August 2025
SuMoTuWeThFrSaWeek
 1
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$8,500
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$8,500
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$8,500
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$8,500
31
 $8,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
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$8,500
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$7,500
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$7,500
21
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25
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27
28
29
30
 
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

Beautiful 5 Bedroom, 3.5 bath family compound with pool, situated in Mink Meadows Association. Mink Meadows Public Golf Course just a short drive from this home to the clubhouse. Families can walk from...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $8,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
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14
$6,500
15
16
17
18
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21
$6,500
22
23
24
25
26
27
28
$6,500
29
30
 $7,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,800
6
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$7,800
13
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15
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$7,800
20
21
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25
26
$7,800
27
28
29
30
31
 $8,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,500
3
4
5
6
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$8,500
10
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$8,500
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23
$8,500
24
25
26
27
28
29
30
$8,500
31
 $6,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
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13
$6,500
14
15
16
17
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20
$6,500
21
22
23
24
25
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27
$6,500
28
29
30
 
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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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:
$10 - $8,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
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12
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14
$5,000
15
16
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21
$5,000
22
23
24
25
26
27
28
$5,500
29
30
 $7,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
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$7,000
13
14
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$7,000
20
21
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23
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25
26
$7,500
27
28
29
30
31
 $8,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,500
3
4
5
6
7
8
9
$8,500
10
11
12
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$8,500
17
18
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22
23
$8,500
24
25
26
27
28
29
30
$6,500
31
 $5,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
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13
$5,000
14
15
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20
$5,000
21
22
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25
26
27
$4,000
28
29
30
 $4,000
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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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:
$10 - $8,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
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24
25
26
27
28
29
30
 $7,300
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,300
6
7
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10
11
12
$7,300
13
14
15
16
17
18
19
$7,700
20
21
22
23
24
25
26
$7,700
27
28
29
30
31
 $8,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,500
3
4
5
6
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$8,500
10
11
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$8,500
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31
 
September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$575 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$10 - $8,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,400
8
9
10
11
12
13
14
$4,400
15
16
17
18
19
20
21
$4,400
22
23
24
25
26
27
28
$7,300
29
30
 $7,700
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,700
6
7
8
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10
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12
$7,700
13
14
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$7,700
20
21
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25
26
$7,700
27
28
29
30
31
 $8,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,000
3
4
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8
9
$8,000
10
11
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$8,000
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18
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21
22
23
$9,000
24
25
26
27
28
29
30
$8,000
31
 $4,400
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,400
7
8
9
10
11
12
13
$4,400
14
15
16
17
18
19
20
$4,400
21
22
23
24
25
26
27
$4,400
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SANBG

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Property Details
Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House

Beautiful home in Mink Meadows area of West Chop.  Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$10 - $7,750
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$5,200
15
16
17
18
19
20
21
$5,200
22
23
24
25
26
27
28
$5,200
29
30
 $7,750
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,750
6
7
8
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10
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12
$7,750
13
14
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19
$7,750
20
21
22
23
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25
26
$7,400
27
28
29
30
31
 $7,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,900
3
4
5
6
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9
$7,900
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11
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$7,900
17
18
19
20
21
22
23
$7,900
24
25
26
27
28
29
30
$8,500
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$4,500
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$10 - $7,400
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
$7,400
29
30
 $7,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,400
6
7
8
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$7,400
13
14
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18
19
$7,400
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21
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29
30
31
 
August 2025
SuMoTuWeThFrSaWeek
 1
2
3
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8
9
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$7,400
17
18
19
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23
$7,400
24
25
26
27
28
29
30
$7,400
31
 $5,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,900
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$10 - $7,400
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,200
15
16
17
18
19
20
21
$4,500
22
23
24
25
26
27
28
$6,000
29
30
 $7,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,400
6
7
8
9
10
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12
$7,400
13
14
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18
19
$7,800
20
21
22
23
24
25
26
$7,800
27
28
29
30
31
 $8,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,800
3
4
5
6
7
8
9
$8,800
10
11
12
13
14
15
16
$8,800
17
18
19
20
21
22
23
$8,200
24
25
26
27
28
29
30
$6,500
31
 $5,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,200
7
8
9
10
11
12
13
$5,000
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$5,000
28
29
30
 $4,500
Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

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