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Your connection to all Martha's Vineyard Real Estate and Vacation Rentals
508-693-7832
Karen M. Overtoom Logo
508-693-7832


Martha's Vineyard Vacation Rentals in Vineyard Haven








Waterfront Estate on Vineyard Sound


"Spectacular Views"

Classic vineyard cottage with large open indoor and outdoor spaces to choose from while you and your family create memories to last a lifetime. Enjoy creating appetizers or three course meals in the newly renovated kitchen, bask in the light filled sun room or one of several covered porches while y...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
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5
6
Call
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8
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10
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Call
14
15
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Call
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Call
28
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        $17,500.
               
JULY 2026
S M T W T F S Cost
     
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2
3
4
$17,500.
5
6
7
8
9
10
11
$17,500.
12
13
14
15
16
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18
$17,500.
19
20
21
22
23
24
25
$17,500.
26
27
28
29
30
31
  $17,500.
               
AUGUST 2026
S M T W T F S Cost
           
1
$17,500.
2
3
4
5
6
7
8
$17,500.
9
10
11
12
13
14
15
$17,500.
16
17
18
19
20
21
22
$17,500.
23
24
25
26
27
28
29
$17,500.
30
31
          $17,500.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$17,500.
6
7
8
9
10
11
12
$16,000.
13
14
15
16
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18
19
$16,000.
20
21
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23
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25
26
$16,000.
27
28
29
30
      $16,000.
               

Chic & Sophisticated Colonial


"Elegant and Spacious"

Perched upon a gentle rise in an enviable location, this spectacular four-bedroom Colonial is the coastal retreat you've been waiting for. With public tennis courts, a boat launch, and pristine local beaches just up the road, effortless recreation awaits right outside your door. Downtown Vineyard H...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
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5
6
$7,000.
7
8
9
10
11
12
13
$7,000.
14
15
16
17
18
19
20
$7,000.
21
22
23
24
25
26
27
$7,000.
28
29
30
        $9,000.
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$9,000.
5
6
7
8
9
10
11
$8,000.
12
13
14
15
16
17
18
$8,000.
19
20
21
22
23
24
25
$8,000.
26
27
28
29
30
31
  $8,000.
               
AUGUST 2026
S M T W T F S Cost
           
1
$8,000.
2
3
4
5
6
7
8
$10,000.
9
10
11
12
13
14
15
$11,000.
16
17
18
19
20
21
22
$11,000.
23
24
25
26
27
28
29
$10,000.
30
31
          $10,000.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$10,000.
6
7
8
9
10
11
12
$7,000.
13
14
15
16
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18
19
$7,000.
20
21
22
23
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25
26
$7,000.
27
28
29
30
      $7,000.
               

Waterfront Lake Tashmoo


"Waterfront Lake Tashmoo rental with private dock and beach."

Enjoy privacy and comfort in this quintessential Vineyard property on Lake Tashmoo. This peaceful property boasts a private dock and sandy beach on the property for kayaking, swimming and relaxing. The recently renovated open floor plan features wood floors and cathedral ceilings in the living room,...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
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5
6
Call
7
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9
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13
Call
14
15
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17
18
19
20
Call
21
22
23
24
25
26
27
Call
28
29
30
        Call
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
Call
5
6
7
8
9
10
11
Call
12
13
14
15
16
17
18
Call
19
20
21
22
23
24
25
Call
26
27
28
29
30
31
  Call
               
AUGUST 2026
S M T W T F S Cost
           
1
Call
2
3
4
5
6
7
8
Call
9
10
11
12
13
14
15
Call
16
17
18
19
20
21
22
Call
23
24
25
26
27
28
29
Call
30
31
          Call
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
Call
6
7
8
9
10
11
12
Call
13
14
15
16
17
18
19
Call
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21
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26
Call
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30
      Call
               

Lamberts Cove Estate with Pool, Tennis Court & Dock!


"Extraordinary Vineyard Haven estate with pool, tennis and access to Lake Tashmoo"

This Historic property has been meticulously and tastefully restored to preserve the historic character and grandeur yet offers all of today's modern amenities. This gracious home is in pristine condition and features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal livin...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
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5
6
$15,000.
7
8
9
10
11
12
13
$15,000.
14
15
16
17
18
19
20
$15,000.
21
22
23
24
25
26
27
$15,000.
28
29
30
        $20,000.
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$20,000.
5
6
7
8
9
10
11
$20,000.
12
13
14
15
16
17
18
$20,000.
19
20
21
22
23
24
25
$20,000.
26
27
28
29
30
31
  $20,000.
               
AUGUST 2026
S M T W T F S Cost
           
1
$20,000.
2
3
4
5
6
7
8
$22,000.
9
10
11
12
13
14
15
$22,000.
16
17
18
19
20
21
22
$22,000.
23
24
25
26
27
28
29
$20,000.
30
31
          $15,000.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$15,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
      $15,000