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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 West Tisbury








West Tisbury Vacation Oasis


"Idyllic Island Setting!"

Welcome to Fleetwood Farm — a modern barn set into ancient farmland, down a quiet lane and surrounded by a permanently protected landscape of rolling fields and old stone walls. You’re a short drive from the beaches and harbors, with fresh seafood in Menemsha and produce from several farms nearby...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
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25
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27
Call
28
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30
        Call
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$7,200.
5
6
7
8
9
10
11
$7,200.
12
13
14
15
16
17
18
$7,200.
19
20
21
22
23
24
25
$7,200.
26
27
28
29
30
31
  $7,200.
               
AUGUST 2026
S M T W T F S Cost
           
1
$7,200.
2
3
4
5
6
7
8
$8,500.
9
10
11
12
13
14
15
$8,500.
16
17
18
19
20
21
22
$8,500.
23
24
25
26
27
28
29
$7,000.
30
31
          $6,500.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$6,500.
6
7
8
9
10
11
12
$6,500.
13
14
15
16
17
18
19
$5,600.
20
21
22
23
24
25
26
$5,600.
27
28
29
30
      $5,600.
               

Makonikey 14 Acre Waterfront Home


"Private Beach & Hot tub Overlooking the Sound"

Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Set on 14 private landscaped acres. View gorgeous evening sunsets on your secluded private 325 foot beach. Enjoy summe...Read the full description.

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

Panoramic Views Of Vineyard Sound


"Dramatic Sunsets and Sandy White Beaches!"

Set on the highest island point at Upper Makonikey Head in West Tisbury, this property has commanding panoramic views . “ STUNNING”, is the most frequent description of perhaps the best views on the North Shore and possibly the whole island. At 110 feet above sea level, these breathtaking we...Read the full description.

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

Lovely Home with nearby Dock


"Fully Equipped Home Away From Home"

This cute cape is privately set with direct water access to Town Pond and a water view through some bushes and reeds along the edge. You can dock your canoes and kyacks here and access to Tisbury Great Pond and approximately a 2 mile boat ride to South Beach. There are four good sized bedrooms and a...Read the full description.

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