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Chilmark, Charming Updated Menemsha Home. Water Views & Sunset Views, Quintessential Beach House.

On a hilltop overlooking the ocean in Menemsha sits this authentic Vineyard home. From one of the most desirable locations on the island, it's an easy walk to the...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
4
Price Range:
$6,500 - $11,000
June 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$8,500
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29
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 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$10,500
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$10,500
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$11,000
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$11,000
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27
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30
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 $11,000
August 2026
SuMoTuWeThFrSaWeek
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$11,000
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$11,000
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$11,000
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$11,000
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$11,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
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5
$10,000
6
7
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9
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12
$9,500
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$9,000
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21
22
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25
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$9,000
27
28
29
30
 $9,000
Clean Fee: 
$500
Tax: State & Local: 
11.7
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MCCAM

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Property Details
Stylish New Home, In Village Location, Patio Area with Outdoor Living and Dining, Walk to town!

This beautiful four-bedroom home boasts an open-concept living space, including a large kitchen and dining area, as well as a sitting area with a wet bar, beverage cooler and large...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,000 - $11,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$8,000
7
8
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10
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$9,000
14
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19
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$9,000
21
22
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27
$11,000
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
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$11,000
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$11,000
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$11,000
26
27
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29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
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7
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$14,000
9
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$14,000
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$14,000
23
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28
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$11,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
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$7,000
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$7,000
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$7,000
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21
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25
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$7,000
27
28
29
30
 $7,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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WEI33

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Property Details
Stunning, Charming, Historic Luxury Home in Edgartown Village Center, Newly Remodeled

This beautifully remodeled historic home is nestled in the heart of Edgartown Village and boasts 4 bedrooms and 4.5 luxurious baths, complete with an array of inviting indoor and outdoor...Read more

Location: 
Edgartown
Bedrooms: 
5
Baths: 
4
Price Range:
$11,000 - $11,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
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5
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14
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23
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27
28
29
30
 $19,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$19,000
5
6
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10
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$19,000
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$19,000
19
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21
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$19,000
26
27
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30
31
 $19,000
August 2026
SuMoTuWeThFrSaWeek
 1
$19,000
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September 2026
SuMoTuWeThFrSaWeek
 1
2
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$14,000
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$11,000
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21
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23
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$11,000
27
28
29
30
 $11,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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RAOMA

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Property Details
Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury, a family-friendly community of lovely homes, and only minutes away...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,500 - $10,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$9,500
14
15
16
17
18
19
20
$9,500
21
22
23
24
25
26
27
$10,000
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
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7
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$10,500
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$10,500
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22
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$10,500
26
27
28
29
30
31
 $10,500
August 2026
SuMoTuWeThFrSaWeek
 1
$10,500
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$10,500
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$10,500
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$10,500
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$10,500
30
31
 $9,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,500
6
7
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9
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12
$9,500
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated by aqua-solar panels throughout the rental period.  Specific request for 82 degrees by use of propane heat incurs a $400 per week surcharge.

 

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KOR30

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Property Details
Sophisticated New Contemporary Home, Walk to Lambert's Cove Beach, Multiple Indoor Outdoor Living Spaces, Privately Tucked in Longview Area of West Tisbury

Discover a stunning &captivating modern vacation retreat in the heart of West Tisbury, Martha's Vineyard. This newly built home features a striking modern design that combines architectural elegance with contemporary...Read more

Location: 
West Tisbury
Sleeps: 
7
Bedrooms: 
3
Baths: 
3
Price Range:
$4,000 - $10,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
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13
$6,000
14
15
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20
$6,000
21
22
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24
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26
27
$7,000
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$10,500
5
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9
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$10,500
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$10,500
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$10,500
26
27
28
29
30
31
 $10,500
August 2026
SuMoTuWeThFrSaWeek
 1
$10,500
2
3
4
5
6
7
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$10,500
9
10
11
12
13
14
15
$12,500
16
17
18
19
20
21
22
$12,500
23
24
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27
28
29
$10,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
9
10
11
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$8,000
13
14
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16
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$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
 $7,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Ferry tickets available for purchase, 7/5-7/12, 7/12-7/19, 7/19-7/26, & 7/26-8/2  - please inquire  (mv)

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ANGE5

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Property Details
Classic Edgartown Village Home with Lovely Water View, Walk to Beach

Sophisticated charm, gorgeous two bedroom, two bath home set on a quiet lane with water views and beautifully landscaped yard. Located just a short walk to Fuller St Beach. Modern design...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$6,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,500
9
10
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12
13
14
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$10,500
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17
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21
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$10,500
23
24
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27
28
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$10,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $8,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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LEMAA

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Property Details
Katama Luxury Home - Private Heated Pool with Pool Bar & Patio, Private Landscaped Yard, Screened Porch with Dining Area and Outdoor Living Room, Spacious Deck overlooks Yard & Pool, A/C

Outstanding Katama home set on two private acres and featuring summer living at its best.  Families will enjoy the beautifully furnished, large screened porch opening onto the deck overlooking the pool...Read more

Location: 
Katama
Sleeps: 
14
Bedrooms: 
6
Baths: 
4
Price Range:
$4,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$13,500
28
29
30
 $14,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$14,000
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
$16,000
26
27
28
29
30
31
 $16,000
August 2026
SuMoTuWeThFrSaWeek
 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
$16,000
23
24
25
26
27
28
29
$16,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $5,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool heated to 81 July & August included in the rental rate.

 

Pool heated to 81 degrees May, June, September & October an additional $300 propane surcharge.

 

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DONAK

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Property Details
Stunning Luxury Home, Complete Renovation in Main House, Sweet Updated Guest House, Walk to Oak Bluffs Center

Gorgeous Luxury Home, Newly Renovated with Stylish Updates, Walking Distance to Oak Bluffs Center

This stunning bungalow-style home has undergone a complete renovation, blending luxury designer decor with the original...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$7,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$17,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
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
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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NMAKO

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Property Details
Split Rock House - Waterfront Makonikey, Private Association Beach, Private Tennis Court, WiFi

Beautiful beachfront summer house with breathtaking views. 

Welcome to your opportunity to experience what Martha's Vineyard vacations are all about.  Beautiful beachfront living with expansive views of Martha's Vineyard Sound...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$10,000 - $10,000
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
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21
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29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$9,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$10,000
30
31
 
September 2026
SuMoTuWeThFrSa
 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
 
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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GLEDE

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Property Details
Stunning New Custom Luxury Home, Oak Bluffs, 18 x 36 Heated Saltwater Pool, Bluestone Patio, 4 Bedrooms 3.5 baths

Tucked just beyond the heart of downtown Oak Bluffs, this spacious, architect-designed retreat offers families and friends an exceptional Vineyard vacation experience.

Thoughtfully crafted by a noted architect, the home...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,500 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$11,000
21
22
23
24
25
26
27
$14,000
28
29
30
 $16,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$16,500
5
6
7
8
9
10
11
$16,500
12
13
14
15
16
17
18
$18,000
19
20
21
22
23
24
25
$18,000
26
27
28
29
30
31
 $20,000
August 2026
SuMoTuWeThFrSaWeek
 1
$20,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$21,000
16
17
18
19
20
21
22
$21,500
23
24
25
26
27
28
29
$18,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
26
$9,000
27
28
29
30
 $9,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

1st Two Weeks of July 2026 being offered at $16,500 per week

 

Pool Heated to 81 degrees July & August included in Rental Rate

Pool Heated to 81 degrees June & September additional $300 Propane Surcharge

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MCCMA

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Property Details
Exquisite New Luxury Home, Katama Area of Edgartown, Waterviews

Nestled on a private knoll in the heart of Katama, this spacious contemporary home provides vacationing families with deluxe accommodations. The property features multiple living spaces and an open layout,...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
 $15,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,000
5
6
7
8
9
10
11
$15,000
12
13
14
15
16
17
18
$15,000
19
20
21
22
23
24
25
$15,000
26
27
28
29
30
31
 $16,000
August 2026
SuMoTuWeThFrSaWeek
 1
$16,000
2
3
4
5
6
7
8
$16,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$17,000
23
24
25
26
27
28
29
$14,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
26
$10,000
27
28
29
30
 $8,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MILKE

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Property Details
Edgartown, Katama Area, Beautiful, Contemporary 3 Bedroom Sleeps 7, 4.5 Baths, Private Deck with Outdoor Dining Area, Large Yard Area

Stylish & Spacious Katama Vacation Home – Close to South Beach and Edgartown Village

This beautifully designed Edgartown vacation home is privately tucked away on a large lot in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
4
Price Range:
$5,500 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$8,500
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$10,000
30
31
 $8,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,500
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

Ferry tickets available for purchase  7/4-7/11, 7/11 - 7/18, 7/18-7/25,  - please inquire  (mv)

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WILSL

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Property Details
New Gorgeous Contemporary Colonial Home, 4 bedrooms, 4.5 Baths, Sleeps 8, Spacious Yard Area, Deck Dining & Patio Area

Please note exterior photos to follow within 2 weeks. Tucked away on a half-acre at the end of a quiet lane just outside Edgartown, this exquisite coastal contemporary Colonial offers a...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$70 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
 $12,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$12,000
19
20
21
22
23
24
25
$12,000
26
27
28
29
30
31
 $14,000
August 2026
SuMoTuWeThFrSaWeek
 1
$14,000
2
3
4
5
6
7
8
$14,000
9
10
11
12
13
14
15
$16,000
16
17
18
19
20
21
22
$14,000
23
24
25
26
27
28
29
$14,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
26
$10,000
27
28
29
30
 $10,000
Clean Fee: 
$620
Tax: State & Local: 
11.7

Ferry tickets for purchase, 7/12-7/19  - please inquire  (mv)

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WEI81

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Property Details
Lovely Oak Bluffs Escape, 3 Bedrooms in Main House, 2 Bedrooms over Garage, 3.5 Baths Multiple Living Spaces, Walk to Oak Bluffs Center, 1 Mile

Nestled on a tranquil cul-de-sac in the heart of Oak Bluffs, this meticulously renovated Modern Colonial offers a special Martha's Vineyard experience. Thoughtfully reimagined in 2025, the property encompasses a...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$70 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 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
$8,400
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$9,000
12
13
14
15
16
17
18
$9,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$10,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
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
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KNOXA

(0)Inquire/Share
Property Details
Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,600 - $9,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,600
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
$3,600
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,100
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,100
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$9,950
16
17
18
19
20
21
22
$9,950
23
24
25
26
27
28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$3,850
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,600
27
28
29
30
 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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