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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








Makonikey with Private Association Beach Nearby


"Beautifully Appointed 4 Bedroom, 2 & Half Bath Home with Central Air!"

This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or stroll down in the morning to see the rays of sun break on the water. Enjoy the large open concept livi...Read the full description.

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

Close to Town and Beaches!


"Beautiful Modern Home Away from Home"

Enjoy this sleek and stylish three bedroom home with it's proximity to the Steamship, center of town and beaches. Tisbury Town Beach is under a quarter of a mile away! High ceilings and modern amenities offer guests a taste of luxury with comfortable living and dining both indoors and out. Large d...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
3
4
5
6
$2,450.
7
8
9
10
11
12
13
$2,,450.
14
15
16
17
18
19
20
$3,500.
21
22
23
24
25
26
27
$4,000.
28
29
30
        $4,885.
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$4,865.
5
6
7
8
9
10
11
$5,175.
12
13
14
15
16
17
18
$5,175.
19
20
21
22
23
24
25
$5,175.
26
27
28
29
30
31
  $5,175.
               
AUGUST 2026
S M T W T F S Cost
           
1
$5,175.
2
3
4
5
6
7
8
$5,500.
9
10
11
12
13
14
15
$6,200.
16
17
18
19
20
21
22
$8,000.
23
24
25
26
27
28
29
$5,500.
30
31
          $4,000.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$4,000.
6
7
8
9
10
11
12
$3,500.
13
14
15
16
17
18
19
$3,000.
20
21
22
23
24
25
26
$3,000.
27
28
29
30
      $3,000.
               

Luxury Home with Beautiful Pool!


"Close to Town and Beach!"

With a lush green front lawn and a private saltwater pool, this beautifully appointed five-bedroom home offers ample space for friends and family. The interior has been fully renovated in a sophisticated coastal scheme. Enjoy multiple living areas for downtime, central air conditioning, and an invit...Read the full description.

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

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