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Wondeful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$3,850 - $6,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,800
8
9
10
11
12
13
14
$4,800
15
16
17
18
19
20
21
$4,800
22
23
24
25
26
27
28
$6,500
29
30
 $7,700
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,700
6
7
8
9
10
11
12
$7,700
13
14
15
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18
19
$7,700
20
21
22
23
24
25
26
$7,700
27
28
29
30
31
 $7,700
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,700
3
4
5
6
7
8
9
$8,750
10
11
12
13
14
15
16
$8,750
17
18
19
20
21
22
23
$8,750
24
25
26
27
28
29
30
$8,750
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$3,850
28
29
30
 $3,850
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring

Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$20,000 - $20,000
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
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25
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$20,000
27
28
29
30
31
 $20,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$20,000
3
4
5
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September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner provides a key to a beautiful  private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. 

 

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Waterview, Walk to the Beach and Town Center, Impeccably Maintained 4 bedroom Home set in the Heart of Oak Bluffs.
Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,400 - $6,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,400
8
9
10
11
12
13
14
$4,400
15
16
17
18
19
20
21
$4,900
22
23
24
25
26
27
28
$4,900
29
30
 $6,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$9,000
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$12,000
24
25
26
27
28
29
30
$8,500
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700
7
8
9
10
11
12
13
$5,700
14
15
16
17
18
19
20
$5,700
21
22
23
24
25
26
27
$5,700
28
29
30
 $5,600
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Vineyard Meadow Farms Home, Close to Gorgeous Long Point Beach, Contemporary Styling, Central AC, Wi-Fi, Private Yard and Deck

 

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Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,400 - $4,800
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,400
8
9
10
11
12
13
14
$4,400
15
16
17
18
19
20
21
$4,600
22
23
24
25
26
27
28
$4,600
29
30
 $4,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
$4,800
27
28
29
30
31
 $5,100
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,100
3
4
5
6
7
8
9
$5,100
10
11
12
13
14
15
16
$5,100
17
18
19
20
21
22
23
$5,100
24
25
26
27
28
29
30
$4,600
31
 $4,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,600
7
8
9
10
11
12
13
$4,600
14
15
16
17
18
19
20
$4,400
21
22
23
24
25
26
27
$4,400
28
29
30
 $3,400
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

Ferry Tickets available 6/28-7/5, 7/12-7/19, 7/19-7/26, 8/23-8/30 - please inquire

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Chic, Meticulously Maintained Cape Style Home. Walk to Oak Bluffs Town Center and Beaches, Tucked on a Large Beautifully Landscaped Lot

Nestled in a beautifully landscaped lot in a serene and private neighborhood, this meticulously maintained cottage in Oak Bluffs, Martha's Vineyard, offers a perfect retreat for rental guests. With chic...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
3
Price Range:
$3,750 - $6,350
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,750
8
9
10
11
12
13
14
$3,750
15
16
17
18
19
20
21
$4,350
22
23
24
25
26
27
28
$4,600
29
30
 $5,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
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9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,600
20
21
22
23
24
25
26
$5,600
27
28
29
30
31
 $5,600
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,600
3
4
5
6
7
8
9
$6,350
10
11
12
13
14
15
16
$6,350
17
18
19
20
21
22
23
$6,350
24
25
26
27
28
29
30
$6,350
31
 $3,750
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,750
7
8
9
10
11
12
13
$3,750
14
15
16
17
18
19
20
$3,750
21
22
23
24
25
26
27
$3,750
28
29
30
 $3,750
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Lovely In-Town Home, Ideally located 5 Minute Walk to Main St, Bike Paths to South Beach in Front of House, A/C

Traditional home with large fenced-in yard and great location. Extended families seeking walking distance to in-town activities will find this comfortable and attractively furnished home ideally suited. A bike path...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
5
Baths: 
2
Price Range:
$4,000 - $6,800
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,700
8
9
10
11
12
13
14
$4,700
15
16
17
18
19
20
21
$6,800
22
23
24
25
26
27
28
$6,800
29
30
 $6,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,800
6
7
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10
11
12
$6,800
13
14
15
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18
19
$6,800
20
21
22
23
24
25
26
$6,800
27
28
29
30
31
 $6,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,800
3
4
5
6
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8
9
$6,800
10
11
12
13
14
15
16
$6,800
17
18
19
20
21
22
23
$6,800
24
25
26
27
28
29
30
$6,800
31
 $4,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,700
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
 $4,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Spectacular Waterfront Views in exclusive Makonikey area, Ocean Views and Breathtaking Sunsets, Private Beach, Private Location

This serene waterfront retreat offers sweeping water views in an exceptionally private setting, yet is just a 10-minute drive from town, with access to fine dining, shopping, galleries, and entertainment....Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$11,000 - $12,000
June 2025
SuMoTuWeThFrSa
1
2
3
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July 2025
SuMoTuWeThFrSaWeek
 1
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31
 $11,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$11,000
3
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$12,000
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September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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La Mar, A Lovely Reverse Beach House in the Long Point Area, Newly updated, Spacious Decks, 2 Screened Porches, Sleeps 8

La Mar is a Beautifully Renovated 4-Bedroom Home with Expansive Outdoor Living & Prime Beach Access

This thoughtfully renovated 4-bedroom, 3-bath home offers a unique reverse floor plan, placing the...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $8,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
$5,500
22
23
24
25
26
27
28
$7,000
29
30
 $7,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
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10
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12
$7,000
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$7,000
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21
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25
26
$8,000
27
28
29
30
31
 $8,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,000
3
4
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6
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$8,500
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11
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$8,500
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18
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$8,000
24
25
26
27
28
29
30
$7,000
31
 $7,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,000
7
8
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10
11
12
13
$6,500
14
15
16
17
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19
20
$6,000
21
22
23
24
25
26
27
$5,500
28
29
30
 $5,000
Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
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Perfect Katama Location. 4 bedrooms, Spacious Deck overlooking Yard Area

Situated in the heart of the Katama area of Edgartown this lovely home is just 2 miles to South Beach and 2 miles to the heart of Edgartown village area. ...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,250 - $6,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,900
15
16
17
18
19
20
21
$5,900
22
23
24
25
26
27
28
$5,900
29
30
 $6,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,200
6
7
8
9
10
11
12
$6,200
13
14
15
16
17
18
19
$6,200
20
21
22
23
24
25
26
$6,500
27
28
29
30
31
 $6,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,500
3
4
5
6
7
8
9
$6,800
10
11
12
13
14
15
16
$6,800
17
18
19
20
21
22
23
$6,800
24
25
26
27
28
29
30
$6,800
31
 $6,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$5,900
14
15
16
17
18
19
20
$5,900
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$425
Tax: State & Local: 
11.7
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South Beach Contemporary, Light Filled Interior, Screened Porch and Sunny Deck, Conveniently located to Beach and Five minute drive to Edgartown Village Center

Cute contemporary 3 bedroom, 2 bath beach house located on a quiet lane in the heart of Katama. Just a 5-minute drive to South Beach and 2.5 miles from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,850 - $5,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,400
8
9
10
11
12
13
14
$4,400
15
16
17
18
19
20
21
$4,700
22
23
24
25
26
27
28
$4,700
29
30
 $5,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,100
6
7
8
9
10
11
12
$5,100
13
14
15
16
17
18
19
$5,100
20
21
22
23
24
25
26
$5,100
27
28
29
30
31
 $5,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,200
3
4
5
6
7
8
9
$5,200
10
11
12
13
14
15
16
$5,200
17
18
19
20
21
22
23
$5,200
24
25
26
27
28
29
30
$5,200
31
 $5,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,200
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: 
$375 per week
Tax: State & Local: 
11.7

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