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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 Chilmark







Idyllic Chilmark Home with Spa Pool!!


"Beautiful Chilmark Home"

At the quieter end of the Island, this one-level, 4 bedroom, sun-splashed home holds court atop a hill in Chilmark. Near Menemsha, the charming fishing village that will steal your heart, this gem is one mile from world-class Lucy Vincent Beach and surrounded by a network of wooded hiking trails. En...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
3
4
5
6
$7,350.
7
8
9
10
11
12
13
$7,,350.
14
15
16
17
18
19
20
$8,000.
21
22
23
24
25
26
27
$12,400.
28
29
30
        $13,000.
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$13,000.
5
6
7
8
9
10
11
$14,500.
12
13
14
15
16
17
18
$14,500.
19
20
21
22
23
24
25
$14,500.
26
27
28
29
30
31
  $14,500.
               
AUGUST 2026
S M T W T F S Cost
           
1
$14,500.
2
3
4
5
6
7
8
$14,500.
9
10
11
12
13
14
15
$14,500.
16
17
18
19
20
21
22
$14,500.
23
24
25
26
27
28
29
$14,500.
30
31
          $14,500.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$14,500.
6
7
8
9
10
11
12
$7,650.
13
14
15
16
17
18
19
$7,650.
20
21
22
23
24
25
26
$7,650.
27
28
29
30
      $4,800.
               

Sophisticated Chilmark Charmer

" Across From Great Rock Bight Beach!"

A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the utmost in luxury. Each room is exciting, charming and stylish. Each room also has a portable air conditioner that does an excellent job of cooling the ...Read the full description.

JUNE 2026
S M T W T F S Cost
 
1
2
3
4
5
6
$3,000.
7
8
9
10
11
12
13
$3,000.
14
15
16
17
18
19
20
$3,500.
21
22
23
24
25
26
27
$3,500.
28
29
30
        $3,500.
               
JULY 2026
S M T W T F S Cost
     
1
2
3
4
$3,500.
5
6
7
8
9
10
11
$3,500.
12
13
14
15
16
17
18
$3,900.
19
20
21
22
23
24
25
$3,900.
26
27
28
29
30
31
  $3,900.
               
AUGUST 2026
S M T W T F S Cost
           
1
$3,900.
2
3
4
5
6
7
8
$3,900.
9
10
11
12
13
14
15
$3,900.
16
17
18
19
20
21
22
$3,900.
23
24
25
26
27
28
29
$3,900.
30
31
          $3,900.
SEPTEMBER 2026
S M T W T F S Cost
   
1
2
3
4
5
$3,900.
6
7
8
9
10
11
12
$3,500.
13
14
15
16
17
18
19
$3,500.
20
21
22
23
24
25
26
$3,000.
27
28
29
30
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