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Pristine Contemporary Saltbox Home set in a quiet area on the outskirts of Edgartown, 4 Bedrooms, 3 baths, Landscaped Yard with a Bluestone Patio with outdoor Dining and Grill area

This lovely home features open living, dining & kitchen areas on the first level. Additional living space in the sunny TV room features sofa & chair seating and opens via...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $8,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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$5,500
6
7
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10
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12
$5,500
13
14
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$5,500
20
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$5,900
27
28
29
30
 $6,250
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,250
4
5
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7
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10
$6,250
11
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$6,250
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$6,250
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$6,400
August 2027
SuMoTuWeThFrSaWeek
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7
$8,000
8
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$8,000
15
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$7,500
22
23
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27
28
$6,250
29
30
31
 $6,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
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$6,000
5
6
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$6,000
12
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$5,500
19
20
21
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25
$5,500
26
27
28
29
30
 $5,500
Clean Fee: 
$460 per week
Tax: State & Local: 
11.7
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BURBR

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Property Details
Perfect Retreat for Large Families, 1.5 miles to Oak Bluffs Town Center & Beach, Bike Path at end of Street

Spacious and perfect for extended families, featuring multiple attractively furnished living areas, and sleeps 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more

Location: 
Oak Bluffs
Sleeps: 
11
Bedrooms: 
5
Baths: 
3
Price Range:
$7,950 - $7,950
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$7,950
25
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$7,950
August 2027
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
22
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25
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27
28
$7,950
29
30
31
 $7,950
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,950
5
6
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$7,950
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$7,950
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25
$7,950
26
27
28
29
30
 $7,950
Clean Fee: 
$450 per week
Tax: State & Local: 
14.45
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FERGN

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Property Details
5 minute walk to town center.

Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc... The Captain Henry Stevenson house has been renovated to include a...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$7,900 - $7,900
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSaWeek
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8
9
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11
12
13
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21
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25
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27
28
$7,900
29
30
31
 $7,900
September 2027
SuMoTuWeThFrSaWeek
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2
3
4
$7,900
5
6
7
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12
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14
15
16
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21
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24
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28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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QUINJ~

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Property Details
Newly Refurbished Contemporary Home, Beautifully Furnished, Privately Situated with Large Yard and Wraparound Farmer’s Porch, Dodger’s Hole Area

A great vacation begins with a great vacation home. This spacious home set on a private, large landscaped lot is sure to please. The summer wrap around porch is the perfect...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,300 - $7,900
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,500
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
 $7,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,700
4
5
6
7
8
9
10
$7,700
11
12
13
14
15
16
17
$7,700
18
19
20
21
22
23
24
$7,700
25
26
27
28
29
30
31
$7,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,900
8
9
10
11
12
13
14
$7,900
15
16
17
18
19
20
21
$7,900
22
23
24
25
26
27
28
$7,900
29
30
31
 $7,300
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
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11
$7,300
12
13
14
15
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17
18
$7,300
19
20
21
22
23
24
25
$7,300
26
27
28
29
30
 $7,300
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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CASHK~

Inquire
Property Details
Lovely Home, Centrally Located, Bike Paths, AC all Rooms

This lovely 3 bedroom home features an open floor plan on the living level, colorful decor, window AC in all rooms, and a well-equipped modern kitchen. The home is nicely situated...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$7,500 - $7,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
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10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
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29
30
 $7,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,500
4
5
6
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8
9
10
$7,500
11
12
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$7,500
18
19
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$7,500
25
26
27
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29
30
31
$7,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
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5
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$7,800
8
9
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11
12
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14
$7,800
15
16
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18
19
20
21
$7,800
22
23
24
25
26
27
28
$7,800
29
30
31
 
September 2027
SuMoTuWeThFrSa
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3
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25
26
27
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29
30
 
Clean Fee: 
$325 per week
Tax: State & Local: 
14.45
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VANAL

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Property Details
Classic Updated Gingerbread Cottage, 5 Minute Stroll Along Harbor to Beach and Town Center,

Classic Vineyard Oak Bluffs Cottage, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. The main living level features a lovely kitchen, very well stocked with...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $7,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
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25
26
$3,500
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
4
5
6
7
8
9
10
$5,000
11
12
13
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15
16
17
$4,500
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$5,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
8
9
10
11
12
13
14
$7,500
15
16
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18
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20
21
$7,500
22
23
24
25
26
27
28
$7,500
29
30
31
 $4,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,500
5
6
7
8
9
10
11
$4,500
12
13
14
15
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18
$3,500
19
20
21
22
23
24
25
$3,500
26
27
28
29
30
 $3,500
Clean Fee: 
$350 ($275 for interim cleaning on multiple week rentals)
Tax: State & Local: 
14.45
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BEAT2~

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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
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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
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11
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$7,500
15
16
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18
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20
21
$7,500
22
23
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25
26
27
28
$7,500
29
30
31
 $7,250
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,250
5
6
7
8
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10
11
$6,500
12
13
14
15
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17
18
$6,500
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500
Tax: State & Local: 
11.7
Add Favorite
 
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VANA2~

Inquire
Property Details
Charming , Modern In-Town Oak Bluffs Vacation Home. Walk to Town, Parks, Beach. 4 Bedrooms, Sleeps 8, 3 Baths

This charming Oak Bluffs home is tucked away in a peaceful neighborhood, yet conveniently located just a 10-minute walk to the heart of town, the harbor, and the beach. Meticulously...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $7,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,000
4
5
6
7
8
9
10
$6,500
11
12
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14
15
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17
$6,000
18
19
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21
22
23
24
$6,500
25
26
27
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29
30
31
$7,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500
8
9
10
11
12
13
14
$9,500
15
16
17
18
19
20
21
$9,500
22
23
24
25
26
27
28
$6,500
29
30
31
 $5,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $4,500
Clean Fee: 
$450 per week
Tax: State & Local: 
14.45
Add Favorite
 
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PE585~

Inquire
Property Details
Perfect Beach Front Cottage. Expansive Water Views, Gorgeous Sunsets, Pristine Modern Interior

Privately nestled atop a dune with breathtaking views and just steps from a private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun-filled rooms...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,040 - $7,450
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,810
6
7
8
9
10
11
12
$5,810
13
14
15
16
17
18
19
$5,810
20
21
22
23
24
25
26
$5,810
27
28
29
30
 $7,450
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,450
4
5
6
7
8
9
10
$7,450
11
12
13
14
15
16
17
$7,450
18
19
20
21
22
23
24
$7,450
25
26
27
28
29
30
31
$7,450
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,450
8
9
10
11
12
13
14
$7,450
15
16
17
18
19
20
21
$7,450
22
23
24
25
26
27
28
$6,890
29
30
31
 $6,350
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,350
5
6
7
8
9
10
11
$5,790
12
13
14
15
16
17
18
$5,240
19
20
21
22
23
24
25
$5,240
26
27
28
29
30
 $4,690
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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
17
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
13
14
15
16
17
$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
6
7
$7,350
8
9
10
11
12
13
14
$7,350
15
16
17
18
19
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
9
10
11
$6,610
12
13
14
15
16
17
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: 
14.45
Add Favorite
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WEINS~

Inquire
Property Details
Charming and Pristine Hilltop Restored Farm House, Water views, Spectacular Sunsets, Set on Large Private Acreage

Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful water views beyond. Acres of undisturbed privacy and a...Read more

Location: 
Aquinnah
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$7,300 - $7,300
June 2027
SuMoTuWeThFrSaWeek
 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
 $7,300
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,300
4
5
6
7
8
9
10
$7,300
11
12
13
14
15
16
17
$7,300
18
19
20
21
22
23
24
$7,300
25
26
27
28
29
30
31
$7,300
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,300
8
9
10
11
12
13
14
$7,300
15
16
17
18
19
20
21
$7,300
22
23
24
25
26
27
28
$7,300
29
30
31
 $7,300
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
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: 
$350 per week
Tax: State & Local: 
11.7

 

Add Favorite
 
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KINOL~

Inquire
Property Details
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,800 - $7,300
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,300
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
27
28
29
30
 
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
$6,300
11
12
13
14
15
16
17
$6,300
18
19
20
21
22
23
24
$6,300
25
26
27
28
29
30
31
$7,300
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,200
8
9
10
11
12
13
14
$8,800
15
16
17
18
19
20
21
$8,800
22
23
24
25
26
27
28
$8,800
29
30
31
 $7,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,100
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
 $3,800
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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LONGK

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Property Details
Bayes Hill Beauty - Stunning Landscaping, Privately Situated Deck & Patio Association Tennis

Note: Caretaker lives in apartment above the garage. Renter's privacy respected.  Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,600 - $7,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,100
6
7
8
9
10
11
12
$5,200
13
14
15
16
17
18
19
$5,400
20
21
22
23
24
25
26
$5,400
27
28
29
30
 $7,200
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,200
4
5
6
7
8
9
10
$7,200
11
12
13
14
15
16
17
$7,200
18
19
20
21
22
23
24
$7,200
25
26
27
28
29
30
31
$7,200
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,200
8
9
10
11
12
13
14
$7,200
15
16
17
18
19
20
21
$7,200
22
23
24
25
26
27
28
$7,200
29
30
31
 $7,200
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,200
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
 $6,000
Clean Fee: 
$450 per week
Tax: State & Local: 
14.45
Add Favorite
 
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NORMD~

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Property Details
Lovely Newly Renovated Waterfront Home on the Lagoon!

Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,800 - $7,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,100
6
7
8
9
10
11
12
$4,300
13
14
15
16
17
18
19
$4,600
20
21
22
23
24
25
26
$6,100
27
28
29
30
 $7,540
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,540
4
5
6
7
8
9
10
$7,540
11
12
13
14
15
16
17
$7,950
18
19
20
21
22
23
24
$7,950
25
26
27
28
29
30
31
$8,950
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,950
8
9
10
11
12
13
14
$8,950
15
16
17
18
19
20
21
$8,950
22
23
24
25
26
27
28
$7,200
29
30
31
 $5,200
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,200
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
 $4,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

 

 

 

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BICKE

Inquire
Property Details
East Chop Area, Tri-Level Home with Distant Water views, Located just 1.5 Mi to Oak Bluffs Center

East Chop Escape with lovely Distant Water Views
Light-Filled Tri-Level Home, 4 Bedrooms, & 3 baths, 1.5 Miles to Oak Bluffs Center

Set in the highly sought-after East Chop neighborhood,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $7,150
June 2027
SuMoTuWeThFrSaWeek
 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
 $7,150
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,150
4
5
6
7
8
9
10
$7,150
11
12
13
14
15
16
17
$7,150
18
19
20
21
22
23
24
$7,150
25
26
27
28
29
30
31
$7,150
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,150
8
9
10
11
12
13
14
$7,150
15
16
17
18
19
20
21
$7,150
22
23
24
25
26
27
28
$7,150
29
30
31
 $7,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,000
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
$6,500
26
27
28
29
30
 $6,500
Clean Fee: 
$600 per week
Tax: State & Local: 
14.45

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