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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Tashmoo Cove Condominium, Association Pool, Tennis and Beach, Central Air

Set in Tashmoo Woods, an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
2
Baths: 
3
Price Range:
$3,000 - $3,000
June 2025
SuMoTuWeThFrSaWeek
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$2,770
29
30
 $2,770
July 2025
SuMoTuWeThFrSaWeek
 1
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3
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$2,770
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$2,770
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$2,770
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$2,770
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30
31
 $2,770
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,770
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$3,000
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$3,000
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$3,000
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29
30
$3,000
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
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$3,000
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$3,000
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$3,000
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29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Owner requires two week minimum in August and must be either 8/2 to 8/16 or 8/16 to 8/30 

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ADELC

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Property Details
Cozy Sunny 3 Bedroom Contemporary, Spacious Deck, Situated in a Quiet Neighborhood just on the outskirts of Vineyard Haven Village Center

Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling.  New natural travertine...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $2,500
June 2025
SuMoTuWeThFrSaWeek
1
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8
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10
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14
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21
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25
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27
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$2,400
29
30
 $2,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
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$2,500
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$2,500
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$2,500
27
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30
31
 $2,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,500
3
4
5
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8
9
$2,770
10
11
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$2,770
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$2,770
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25
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29
30
$2,320
31
 
September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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DRAPG

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Property Details
Mink Meadow Guest Cottage, Overlooks Golf Course, Walk to Beach 5 min walk from House, Mink Meadows Golf Course, 1 mile to Clubhouse

Cozy guest cottage with designer touches throughout. As the guest cottage to the main house, this adorable cottage is private from the main house and has its own drive and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,900 - $1,900
June 2025
SuMoTuWeThFrSaWeek
1
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$1,900
8
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$1,900
15
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21
$1,900
22
23
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26
27
28
$1,900
29
30
 $2,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,100
6
7
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$2,100
13
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$2,100
20
21
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$2,100
27
28
29
30
31
 $2,100
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,100
3
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$2,100
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$2,100
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$2,100
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29
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$2,100
31
 $1,900
September 2025
SuMoTuWeThFrSaWeek
 1
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$1,900
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$1,900
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$1,900
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$1,900
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29
30
 $1,900
Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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NORTO

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Property Details
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:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
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$5,000
8
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14
$5,000
15
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21
$5,000
22
23
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25
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27
28
$5,000
29
30
 $6,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
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5
$6,000
6
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$6,000
13
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$6,000
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$6,000
27
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30
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$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
 1
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$4,000
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$4,000
14
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$4,000
21
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$4,000
28
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:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
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$11,500
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$14,000
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$15,000
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$16,000
29
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 $21,000
July 2025
SuMoTuWeThFrSaWeek
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$21,000
6
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$21,000
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$21,000
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$21,000
27
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31
 $24,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$24,000
3
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$24,000
10
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$24,000
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$24,000
24
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$24,000
31
 $16,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$16,000
7
8
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10
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$15,000
14
15
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$14,000
21
22
23
24
25
26
27
$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:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
3
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5
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13
14
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20
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29
30
 $15,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$15,600
6
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$15,600
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$15,600
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26
$15,600
27
28
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30
31
 $15,600
August 2025
SuMoTuWeThFrSaWeek
 1
2
$15,600
3
4
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9
$15,600
10
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$15,600
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$15,600
24
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$15,600
31
 
September 2025
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$875 per rental period
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 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
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13
14
$5,000
15
16
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20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $6,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$6,000
13
14
15
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17
18
19
$6,000
20
21
22
23
24
25
26
$6,700
27
28
29
30
31
 $7,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,300
3
4
5
6
7
8
9
$7,300
10
11
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13
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15
16
$7,300
17
18
19
20
21
22
23
$7,300
24
25
26
27
28
29
30
$7,000
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700
7
8
9
10
11
12
13
$5,700
14
15
16
17
18
19
20
$5,700
21
22
23
24
25
26
27
$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:
$0 - $0
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
29
30
 $4,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,400
6
7
8
9
10
11
12
$4,400
13
14
15
16
17
18
19
$4,400
20
21
22
23
24
25
26
$4,700
27
28
29
30
31
 $5,550
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,550
3
4
5
6
7
8
9
$5,550
10
11
12
13
14
15
16
$5,550
17
18
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23
$5,550
24
25
26
27
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29
30
$4,500
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
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10
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21
22
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24
25
26
27
28
29
30
 
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:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,500
8
9
10
11
12
13
14
$4,500
15
16
17
18
19
20
21
$4,500
22
23
24
25
26
27
28
$4,500
29
30
 $5,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
31
 $10,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$10,000
3
4
5
6
7
8
9
$15,000
10
11
12
13
14
15
16
$15,000
17
18
19
20
21
22
23
$15,000
24
25
26
27
28
29
30
$10,000
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: 
$400 per week
Tax: State & Local: 
11.7

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