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Charming Post & Beam Home, Tucked on a Private Lot in the Desirable Makonikey Community of Homes, Walk to Private Association Beach, Multiple Indoor/Outdoor Living Spaces .

The essence of summer vacation living shines in this beautiful custom post-and-beam home, nestled in the private Makonikey community of Vineyard Haven, Martha’s Vineyard. Just a short quarter-mile walk to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$7,300 - $8,500
June 2026
SuMoTuWeThFrSaWeek
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 $7,300
July 2026
SuMoTuWeThFrSaWeek
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$7,300
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$7,300
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$7,300
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$7,300
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 $7,300
August 2026
SuMoTuWeThFrSaWeek
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$7,300
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$8,500
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$8,500
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$8,500
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$8,500
30
31
 
September 2026
SuMoTuWeThFrSa
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Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

 

 

 

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Outer Harbor Waterfront, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch, and patio areas. The wide, sandy private beach...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $8,400
June 2026
SuMoTuWeThFrSaWeek
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2
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$4,700
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$5,100
14
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$5,100
21
22
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$8,100
28
29
30
 $8,400
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$8,400
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$8,400
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$8,400
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$9,250
26
27
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30
31
 $9,300
August 2026
SuMoTuWeThFrSaWeek
 1
$9,300
2
3
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$9,350
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$9,400
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$9,400
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$8,400
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
27
28
29
30
 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Beautiful Upscale Contemporary Home, Designer Details Throughout, 4 Bedrooms, 4.5 Baths, Muliple Living Areas

Discover this stunning tri-level vacation home nestled in a peaceful community just on the outskirts of Oak Bluffs and minutes away from Oak Bluffs center, Edgartown Village, downtown Vineyard Haven, and several...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
4
Price Range:
$7,950 - $8,250
June 2026
SuMoTuWeThFrSaWeek
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 $7,950
July 2026
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
26
27
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29
30
31
 $8,250
August 2026
SuMoTuWeThFrSaWeek
 1
$8,250
2
3
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5
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$8,500
9
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$8,500
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$8,500
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$8,250
30
31
 
September 2026
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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Beautiful Oak Bluffs home just blocks from the Center of Town, Ocean Park and Inkwell Beach.

Note: the kitchen is being completely remodeled for summer 2024 and will have all new high-end appliances, Subzero, Thermador, and new cabinets, and counters. 

Summer Joy!  Set in the heart of...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,000 - $8,250
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
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$5,750
7
8
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13
$5,750
14
15
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$5,750
21
22
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24
25
26
27
$7,850
28
29
30
 $8,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,100
5
6
7
8
9
10
11
$8,250
12
13
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15
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18
$8,250
19
20
21
22
23
24
25
$8,250
26
27
28
29
30
31
 $8,250
August 2026
SuMoTuWeThFrSaWeek
 1
$8,250
2
3
4
5
6
7
8
$9,000
9
10
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14
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$9,000
16
17
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22
$9,000
23
24
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28
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$9,000
30
31
 $6,750
September 2026
SuMoTuWeThFrSaWeek
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2
3
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$6,750
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$6,750
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$6,750
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$6,750
27
28
29
30
 $5,750
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

8-minute walk from the ferry dock in Oak Bluffs and 5 minute walk to the Ink Well Beach, and Oak Bluffs Center from the house. 

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Lovely updated Home , Village Area Edgartown, 7 minute Walk to Main St. Bike Paths at end of Street.

Minutes from downtown Edgartown's shops & restaurants, this cape style home features open concept living, air conditioning, a mini-split in the main living area, window units in all but 1st level...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,850 - $8,050
June 2026
SuMoTuWeThFrSaWeek
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2
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$6,650
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$6,650
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$6,650
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$6,650
28
29
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 $7,350
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$7,350
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$7,350
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$7,350
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$7,350
26
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 $7,350
August 2026
SuMoTuWeThFrSaWeek
 1
$7,350
2
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$8,050
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$8,050
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$8,050
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$8,050
30
31
 $6,650
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$6,650
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$6,650
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$6,650
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$6,650
27
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29
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 $6,650
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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Waterfront on the Lagoon, Spectacular Views, Tri-Level Home, Multiple Living Spaces

MVVR EXCLUSIVE:  Wonderful family-friendly waterfront on the lagoon home! This home is tucked on quiet Hines Point, a finger peninsula that stretches into the lagoon.  Impeccably maintained, this 4 bedroom, 4 bath home...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $8,000
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Boutique Sweet with Designer Interior, Large Screened Porch, AC all Bedrooms, 15 Minute Walk to Oak Bluffs Center and Inkwell Beach

All newly remodeled and furnished and tucked away on a quiet Oak Bluffs lane for the perfect reprieve after a day at the beach and shopping in town, all just a...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $8,000
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$4,500
7
8
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13
$4,500
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$4,500
21
22
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27
$4,500
28
29
30
 $6,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
6
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11
$6,500
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$6,500
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$6,500
26
27
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30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
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$8,000
2
3
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$8,000
9
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$8,000
16
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$8,000
23
24
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28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
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$4,500
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$4,500
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$4,500
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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The Boathouse, East Chop Location, Gorgeous Water and Sunset Views, Architect Designed Gem

Designed by a renowned island architect and custom-crafted,  The Boathouse underwent construction and total renovation in 2016 and is now a terrific year-round home.  The exterior of the house maintains...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$4,400 - $8,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,400
7
8
9
10
11
12
13
$4,400
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$8,000
28
29
30
 $8,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
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17
18
$8,500
19
20
21
22
23
24
25
$8,500
26
27
28
29
30
31
 $9,000
August 2026
SuMoTuWeThFrSaWeek
 1
$9,000
2
3
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5
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$9,000
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10
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14
15
$9,000
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$9,000
23
24
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27
28
29
$9,000
30
31
 $8,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$6,500
13
14
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18
19
$6,500
20
21
22
23
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25
26
$6,500
27
28
29
30
 $6,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Two-week minimum stay per owner! 

 

 

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Gracious Village Area 5 Bedroom Home, Light Filled Interior, Mulitple Living Spaces, Large Landscaped Yard, Located on Quiet Side St, 5 min Walk to Main St.

Stunning Edgartown Village Home! This meticulously maintained and newly updated property offers multiple living areas, 5 bedrooms, and 3.5 baths, surrounded by a lushly landscaped yard. Just a 5-minute walk...Read more

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

 

Parking for 3 cars, no on street parking

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Ideally located just 1 mile to OB Center, Many Updates, Enclosed Private Back Yard, Deck Nicely outfitted with Dining and new Living Area Grouping., Central AC

This cozy recently updated vacation home is tucked on a quiet street just on the outskirts of Oak Bluffs Center. Bike or walk to the town center, Inkwell Beach, and the picturesque Harbor...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $8,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
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20
$4,500
21
22
23
24
25
26
27
$4,500
28
29
30
 $6,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
6
7
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10
11
$7,000
12
13
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15
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$7,000
19
20
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25
$7,000
26
27
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29
30
31
 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
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$8,000
9
10
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$8,000
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17
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$8,000
23
24
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28
29
$8,000
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
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10
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12
$3,500
13
14
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18
19
$3,500
20
21
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24
25
26
$3,500
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Note: Owner maintains security camera on front of house

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Stunning Oak Bluffs Luxury Home with Heated Pool, Multiple Living Areas, Walk to Town 8/10ths mile from house.

This charming tri-level home is nestled on a peaceful street in the heart of Oak Bluffs, just a 10 to 15-minute walk from the town center, Inkwell Beach, Town Beaches,...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$8,000 - $8,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$13,500
7
8
9
10
11
12
13
$13,500
14
15
16
17
18
19
20
$13,500
21
22
23
24
25
26
27
$13,500
28
29
30
 $13,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$13,500
19
20
21
22
23
24
25
$13,500
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$15,000
9
10
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12
13
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15
$15,000
16
17
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22
$15,000
23
24
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27
28
29
$13,500
30
31
 $13,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$13,500
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
 
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees, included in the rental rate!

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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 spaces on the upper and lower level decks, and screened porches on the 2nd level and off the lower level bedrooms....Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,500 - $8,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$6,000
14
15
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20
$6,000
21
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24
25
26
27
$7,000
28
29
30
 $7,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
7
8
9
10
11
$7,500
12
13
14
15
16
17
18
$7,500
19
20
21
22
23
24
25
$8,000
26
27
28
29
30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,000
23
24
25
26
27
28
29
$8,000
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
 $6,000
Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
Add Favorite
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WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C

In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,250 - $7,990
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,990
7
8
9
10
11
12
13
$7,990
14
15
16
17
18
19
20
$7,990
21
22
23
24
25
26
27
$7,990
28
29
30
 $9,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,650
5
6
7
8
9
10
11
$9,650
12
13
14
15
16
17
18
$9,650
19
20
21
22
23
24
25
$9,650
26
27
28
29
30
31
 $9,650
August 2026
SuMoTuWeThFrSaWeek
 1
$9,650
2
3
4
5
6
7
8
$9,650
9
10
11
12
13
14
15
$9,650
16
17
18
19
20
21
22
$9,650
23
24
25
26
27
28
29
$9,650
30
31
 $7,990
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,990
6
7
8
9
10
11
12
$7,990
13
14
15
16
17
18
19
$7,990
20
21
22
23
24
25
26
$6,990
27
28
29
30
 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
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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:
$7,350 - $7,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,950
7
8
9
10
11
12
13
$7,950
14
15
16
17
18
19
20
$7,950
21
22
23
24
25
26
27
$7,950
28
29
30
 $7,950
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,950
5
6
7
8
9
10
11
$7,950
12
13
14
15
16
17
18
$7,950
19
20
21
22
23
24
25
$7,950
26
27
28
29
30
31
 $7,950
August 2026
SuMoTuWeThFrSaWeek
 1
$7,950
2
3
4
5
6
7
8
$7,950
9
10
11
12
13
14
15
$7,950
16
17
18
19
20
21
22
$7,950
23
24
25
26
27
28
29
$7,950
30
31
 $7,950
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,950
6
7
8
9
10
11
12
$7,950
13
14
15
16
17
18
19
$7,950
20
21
22
23
24
25
26
$7,950
27
28
29
30
 $7,950
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
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Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House

Beautiful home in Mink Meadows area of West Chop.  Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $7,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,200
21
22
23
24
25
26
27
$5,200
28
29
30
 $7,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,750
5
6
7
8
9
10
11
$7,750
12
13
14
15
16
17
18
$7,750
19
20
21
22
23
24
25
$7,750
26
27
28
29
30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

 

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