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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Gorgeous Tashmoo Woods Home, Walk to Association Heated Pool & Tennis, Multiple Living Areas, Sleeps 8
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$10,000 - $10,000
June 2024
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$10,000
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$10,000
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$10,000
30
 $10,000
July 2024
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$10,000
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 $10,000
August 2024
SuMoTuWeThFrSaWeek
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$10,000
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September 2024
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Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Owner will rent with either weekday or weekend arrival and departure dates to acommodate the need for auto ferry tickets! 

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KERR4

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

Stunning home where the waterfront is literally at your doorstep.  Relax on the expansive waterfront deck which is the only one of it's kind on the Vineyard.  Private dock at...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,500 - $9,500
June 2024
SuMoTuWeThFrSa
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July 2024
SuMoTuWeThFrSaWeek
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$9,000
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 $9,000
August 2024
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
September 2024
SuMoTuWeThFrSaWeek
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$9,500
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$9,000
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$9,000
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29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
 
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CHAMV

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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:
$5,250 - $9,450
June 2024
SuMoTuWeThFrSaWeek
 1
$6,990
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$5,990
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$7,990
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$7,990
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$7,990
30
 $9,450
July 2024
SuMoTuWeThFrSaWeek
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$9,450
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$9,450
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$9,450
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$9,450
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 $9,450
August 2024
SuMoTuWeThFrSaWeek
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$9,450
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$9,450
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$9,450
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$9,450
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$7,990
September 2024
SuMoTuWeThFrSaWeek
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$7,990
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$7,990
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$7,990
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$7,990
29
30
 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
 
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FREE2

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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 - $9,200
June 2024
SuMoTuWeThFrSaWeek
 1
$6,900
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$6,900
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$6,900
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$6,900
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$8,900
30
 $9,200
July 2024
SuMoTuWeThFrSaWeek
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$9,200
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$9,200
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$9,200
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$9,200
28
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30
31
 $9,200
August 2024
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
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$9,200
September 2024
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$5,900
29
30
 $5,900
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
 
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DAVIH

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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:
$4,500 - $9,000
June 2024
SuMoTuWeThFrSaWeek
 1
$4,900
2
3
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$4,500
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$4,900
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$4,900
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$7,900
30
 $8,100
July 2024
SuMoTuWeThFrSaWeek
 1
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$8,100
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$8,100
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$8,100
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$8,950
28
29
30
31
 $8,950
August 2024
SuMoTuWeThFrSaWeek
 1
2
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$8,950
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$8,850
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$9,000
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$9,000
25
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$8,000
September 2024
SuMoTuWeThFrSaWeek
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$4,800
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$4,800
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$4,800
22
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25
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27
28
$4,800
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
 
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MONVH

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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:
$4,500 - $8,650
June 2024
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
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7
8
$5,000
9
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14
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$5,500
16
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22
$5,500
23
24
25
26
27
28
29
$6,900
30
 $7,100
July 2024
SuMoTuWeThFrSaWeek
 1
2
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5
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$7,100
7
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$7,100
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$7,600
21
22
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25
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27
$7,600
28
29
30
31
 $8,650
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,650
4
5
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10
$8,650
11
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$8,650
18
19
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21
22
23
24
$8,650
25
26
27
28
29
30
31
$6,900
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,500
8
9
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14
$5,500
15
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19
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21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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KERR3

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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 2024
SuMoTuWeThFrSa
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July 2024
SuMoTuWeThFrSaWeek
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$7,500
28
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30
31
 $7,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
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$7,500
4
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$8,500
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$8,500
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$8,500
25
26
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30
31
$8,500
September 2024
SuMoTuWeThFrSaWeek
1
2
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$8,500
8
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$7,500
15
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21
$7,500
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
 
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DRAPM

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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: 
12
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $8,500
June 2024
SuMoTuWeThFrSaWeek
 1
$5,880
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
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21
22
$6,500
23
24
25
26
27
28
29
$6,500
30
 $7,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,800
7
8
9
10
11
12
13
$7,800
14
15
16
17
18
19
20
$7,800
21
22
23
24
25
26
27
$7,800
28
29
30
31
 $8,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$8,500
11
12
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14
15
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17
$8,500
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$8,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$6,500
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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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:
$3,500 - $8,500
June 2024
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,500
23
24
25
26
27
28
29
$6,500
30
 $8,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,500
28
29
30
31
 $8,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$8,500
11
12
13
14
15
16
17
$8,500
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$6,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,300
8
9
10
11
12
13
14
$5,300
15
16
17
18
19
20
21
$5,300
22
23
24
25
26
27
28
$4,500
29
30
 $4,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Ferry Tickets Available 7/14 - 7/28 & 8/25 -9/1, Please inquire for details

Owner Discount $700 if rental guest books two weeks 7/14 to 7/28. 

 

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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WIL14

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Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$5,500 - $8,400
June 2024
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$8,400
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$9,500
30
 $10,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
31
 $11,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$11,000
4
5
6
7
8
9
10
$13,000
11
12
13
14
15
16
17
$13,000
18
19
20
21
22
23
24
$13,000
25
26
27
28
29
30
31
$11,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,400
8
9
10
11
12
13
14
$6,300
15
16
17
18
19
20
21
$6,300
22
23
24
25
26
27
28
$5,500
29
30
 $5,500
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
 
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NORMD

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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:
$3,000 - $8,200
June 2024
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,200
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$6,000
30
 $7,400
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,400
7
8
9
10
11
12
13
$7,400
14
15
16
17
18
19
20
$7,800
21
22
23
24
25
26
27
$7,800
28
29
30
31
 $8,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,800
4
5
6
7
8
9
10
$8,800
11
12
13
14
15
16
17
$8,800
18
19
20
21
22
23
24
$8,200
25
26
27
28
29
30
31
$6,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,200
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $4,500
Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

 
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BURTS

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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:
$3,600 - $8,000
June 2024
SuMoTuWeThFrSaWeek
 1
$3,600
2
3
4
5
6
7
8
$4,400
9
10
11
12
13
14
15
$4,400
16
17
18
19
20
21
22
$4,400
23
24
25
26
27
28
29
$7,300
30
 $7,700
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,700
7
8
9
10
11
12
13
$7,700
14
15
16
17
18
19
20
$7,700
21
22
23
24
25
26
27
$7,700
28
29
30
31
 $8,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,000
4
5
6
7
8
9
10
$8,000
11
12
13
14
15
16
17
$8,000
18
19
20
21
22
23
24
$8,000
25
26
27
28
29
30
31
$8,000
September 2024
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
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
 
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ALBAL

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Lovely Classic Vineyard Home, Walk to Village, Screened Porch, Large Deck, 4 Bedrooms, 1.5 Baths Sleeps 7

In-town Classic Vineyard Home, walk to the village center from this location. The outdoor living spaces are to be enjoyed by all, featuring a deck on one side offering outdoor patio dining...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
1
Price Range:
$6,800 - $7,500
June 2024
SuMoTuWeThFrSa
 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
29
30
 
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$6,800
21
22
23
24
25
26
27
$6,800
28
29
30
31
 $6,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$6,800
4
5
6
7
8
9
10
$6,800
11
12
13
14
15
16
17
$6,800
18
19
20
21
22
23
24
$7,500
25
26
27
28
29
30
31
September 2024
SuMoTuWeThFrSa
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
29
30
 
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7

** Please note that the canoe is not for tenant use

 
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ARNOS

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Location: 
Vineyard Haven
Sleeps: 
11
Bedrooms: 
6
Baths: 
3
Price Range:
$3,850 - $7,500
June 2024
SuMoTuWeThFrSaWeek
 1
$4,800
2
3
4
5
6
7
8
$4,800
9
10
11
12
13
14
15
$4,800
16
17
18
19
20
21
22
$4,800
23
24
25
26
27
28
29
$6,500
30
 $6,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
31
 $7,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$7,500
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
$7,500
25
26
27
28
29
30
31
$4,500
September 2024
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
$3,850
29
30
 $3,850
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
 
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FERGN

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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:
$5,900 - $7,400
June 2024
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
29
$7,400
30
 $7,400
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,400
7
8
9
10
11
12
13
$7,400
14
15
16
17
18
19
20
$7,400
21
22
23
24
25
26
27
$7,400
28
29
30
31
 $7,400
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$7,400
4
5
6
7
8
9
10
$7,400
11
12
13
14
15
16
17
$7,400
18
19
20
21
22
23
24
$7,400
25
26
27
28
29
30
31
$7,400
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,900
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

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