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West Chop Area, Central Air

Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. The interior layout features four bedrooms, 2.5 baths, a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $3,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
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$3,500
6
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$3,500
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$3,500
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25
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$4,000
27
28
29
30
 $5,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$5,800
4
5
6
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10
$5,800
11
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$5,800
18
19
20
21
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23
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$5,800
25
26
27
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29
30
31
$5,800
August 2027
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
15
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$6,000
22
23
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25
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27
28
$6,000
29
30
31
 $4,250
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,250
5
6
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10
11
$3,500
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$3,500
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25
$3,500
26
27
28
29
30
 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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ARNOS

Inquire
Property Details
Wonderful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$4,200 - $9,450
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,700
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
 $8,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,400
4
5
6
7
8
9
10
$8,400
11
12
13
14
15
16
17
$8,400
18
19
20
21
22
23
24
$8,400
25
26
27
28
29
30
31
$8,400
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,450
8
9
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11
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13
14
$9,450
15
16
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18
19
20
21
$9,450
22
23
24
25
26
27
28
$9,450
29
30
31
 $8,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,100
5
6
7
8
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10
11
$6,300
12
13
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18
$6,300
19
20
21
22
23
24
25
$6,300
26
27
28
29
30
 $6,300
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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ARONA

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Property Details
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:
$11,000 - $11,000
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$20,000
25
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$20,000
August 2027
SuMoTuWeThFrSaWeek
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$20,000
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$22,500
15
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$22,500
22
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29
30
31
 
September 2027
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. Worth the drive!

 

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BAKE7

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Property Details
Waterview, Walk to the Beach and Town Center, Impeccably Maintained 4 bedroom Home set in the Heart of Oak Bluffs.

This restored historic J.A. Norton Main and Guest Suite Quarters seamlessly blends 1870s character with the modern comforts today’s travelers appreciate. Nestled in a peaceful  Oak Bluffs neighborhood, the property is just...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,500 - $15,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
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$7,000
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$7,000
20
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$7,000
27
28
29
30
 $7,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$7,000
4
5
6
7
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$13,000
11
12
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$13,000
18
19
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21
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24
$13,000
25
26
27
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29
30
31
$13,000
August 2027
SuMoTuWeThFrSaWeek
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2
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$15,000
8
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$15,000
15
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$15,000
22
23
24
25
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27
28
$15,000
29
30
31
 $10,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
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$6,500
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$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
 $5,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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BALAR

Inquire
Property Details
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 - $6,490
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
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$4,700
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19
$4,700
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21
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25
26
$4,700
27
28
29
30
 $4,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,700
4
5
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$5,490
11
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$5,490
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19
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$5,490
25
26
27
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29
30
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$5,490
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
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$6,490
8
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13
14
$6,490
15
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20
21
$6,300
22
23
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25
26
27
28
$5,790
29
30
31
 $5,790
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,790
5
6
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$5,790
12
13
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$4,900
19
20
21
22
23
24
25
$4,900
26
27
28
29
30
 $4,900
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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BARNJ

Inquire
Property Details
Chic, Meticulously Maintained Cape Style Home, 3 bedrooms, 3 Baths, Sleeps 6, Walk to Oak Bluffs Town Center and Beaches, Tucked on a Large Beautifully Landscaped Lot

Nestled on a beautifully landscaped lot in a serene and private neighborhood, this meticulously maintained home in Oak Bluffs offers a perfect retreat for rental guests, with chic luxury amenities, and mulitiple...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$3,220 - $7,350
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,220
6
7
8
9
10
11
12
$3,220
13
14
15
16
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18
19
$5,510
20
21
22
23
24
25
26
$5,510
27
28
29
30
 $6,610
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,610
4
5
6
7
8
9
10
$6,610
11
12
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$7,350
18
19
20
21
22
23
24
$7,350
25
26
27
28
29
30
31
$7,350
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
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$7,350
8
9
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14
$7,350
15
16
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20
21
$7,350
22
23
24
25
26
27
28
$6,610
29
30
31
 $6,610
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,610
5
6
7
8
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10
11
$6,610
12
13
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15
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18
$3,220
19
20
21
22
23
24
25
$3,220
26
27
28
29
30
 $3,220
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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BARTE

Inquire
Property Details
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 - $6,950
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,850
6
7
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$4,850
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$4,850
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25
26
$6,950
27
28
29
30
 $6,950
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,950
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5
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10
$6,950
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$6,950
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$6,950
25
26
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31
$6,950
August 2027
SuMoTuWeThFrSaWeek
1
2
3
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$6,950
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$6,950
15
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20
21
$6,950
22
23
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25
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27
28
$6,950
29
30
31
 $6,950
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,950
5
6
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$4,000
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$4,000
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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BASTS

Inquire
Property Details
Historic 5 Bedroom Home, Newly Updated, Tucked in Historic Center of West Tisbury

Historic Charm in the Heart of Beautiful West Tisbury. This thoughtfully renovated home blends classic character with modern comfort, featuring a beautifully updated kitchen, three stylish baths, and five inviting...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$3,000 - $11,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
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18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $7,750
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,750
4
5
6
7
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9
10
$7,750
11
12
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$7,750
18
19
20
21
22
23
24
$7,750
25
26
27
28
29
30
31
$7,750
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,000
8
9
10
11
12
13
14
$11,000
15
16
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18
19
20
21
$11,000
22
23
24
25
26
27
28
$7,750
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
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10
11
$3,500
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$3,500
19
20
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25
$3,500
26
27
28
29
30
 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owners are also open to weekday arrivals and departures to meet the need for auto ferry tickets. Please inquire to discuss! 

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BAYLM

Inquire
Property Details
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:
$12,000 - $12,000
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSaWeek
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$12,000
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$12,000
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$12,000
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September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BEAT2

Inquire
Property Details
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:
$4,750 - $7,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
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
$6,500
27
28
29
30
 $7,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,000
4
5
6
7
8
9
10
$7,000
11
12
13
14
15
16
17
$7,000
18
19
20
21
22
23
24
$7,250
25
26
27
28
29
30
31
$7,250
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
8
9
10
11
12
13
14
$7,500
15
16
17
18
19
20
21
$7,500
22
23
24
25
26
27
28
$7,500
29
30
31
 $7,250
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,250
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
26
27
28
29
30
 
Clean Fee: 
$500
Tax: State & Local: 
11.7

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