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Located in the Heart of Oak Bluffs, 5 Minute Walk to OB Center and 2 Blocks to the Beach
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
2
Price Range:
$2,000 - $4,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,900
7
8
9
10
11
12
13
$3,900
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,300
28
29
30
 $4,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,700
5
6
7
8
9
10
11
$4,700
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,700
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
2
3
4
5
6
7
8
$4,700
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,100
13
14
15
16
17
18
19
$3,900
20
21
22
23
24
25
26
$3,300
27
28
29
30
 $2,700
Clean Fee: 
$260 per week
Tax: State & Local: 
11.7
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GREJN

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Property Details
Stunning New Custom Home, Heated Pool, 20' x 36', 5 Bedrooms, 5 Bath, West Chop Area of Vineyard Haven

Welcome to this exceptional contemporary executive retreat, nestled within a newly developed enclave in the highly sought-after West Chop area of Vineyard Haven. Thoughtfully custom-built and offering nearly 4,200 square...Read more

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

Ferry Tickets Available for Purchase, Some Weeks in July & August. (mv) Please Inquire for details!

 

Pool Heated to 82 Degrees, included in Rental Rate July & August Rates

 

Pool Heated to 82. Degrees, June, September, and October, Additional Charge.  Please Inquire with an Agent for Details!

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GRILJ

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Property Details
Lovely Custom Post & Beam Home, Tucked on Gorgeous Private Acreage, 1.5 Miles from the Center of Vineyard Haven.

Martha’s Vineyard Vacation Rental – Private Vineyard Haven Retreat

This lovely and spacious Martha’s Vineyard vacation rental offers all the comforts of home in a serene, private setting. Set on...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,500
28
29
30
 $4,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$4,800
12
13
14
15
16
17
18
$4,800
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$5,200
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7

Ferry Tickets available 7/4 - 7/11, 7/11- 7/18, 7/18- 7/25  (mv) 7/25-8/1, 8/22-8/29 (ow) - please inquire. 

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GRUNM

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Property Details
Waterfront & Beachfront

The Beach House  There are few homes anywhere on the island directly on a sandy swimming beach like Beach House. If you love a sunset, and water views that seemingly never...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,500
7
8
9
10
11
12
13
$14,500
14
15
16
17
18
19
20
$14,500
21
22
23
24
25
26
27
$16,000
28
29
30
 $16,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$16,000
5
6
7
8
9
10
11
$16,000
12
13
14
15
16
17
18
$16,000
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
$15,000
30
31
 $15,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$15,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$13,500
27
28
29
30
 $13,500
Clean Fee: 
$600
Tax: State & Local: 
11.7
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HALLL

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Property Details
Makonikey, Water View, Walk to Private Association Beach, Large Yard Area.

Located in Makonikey,  a private enclave of homes on the North Shore.

Beautifully maintained four-bedroom vacation home with water views. Just a short walk or drive to private Makonikey association beach,  This...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$4,600 - $4,600
June 2026
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
 $4,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,600
5
6
7
8
9
10
11
$4,600
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 
August 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
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: 
$270 per week
Tax: State & Local: 
11.7
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HANRJ

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Property Details
Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes

Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,500 - $5,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,800
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
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
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$5,500
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $3,500
Clean Fee: 
$575
Tax: State & Local: 
11.7

Rates reduced for available weeks June - September - see calendar for adjusted rates

 

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HARSY

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Property Details
Exquisite New Home with Heated Pool, 18 x 38, 4 Bedrooms, 3.5 Baths, Multiple Living Areas

Luxury Edgartown Vacation Rental with Heated Pool & Spa

This stunning Edgartown vacation home is tucked within a serene community and offers the perfect Martha’s Vineyard getaway. Featuring 4 spacious...Read more

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

Pool Heated to 81 degrees, included in the rental rate July & August weeks.

 

Pool Heated to 81 degrees, June & September weeks, additional propane surcharge $300 per week.

 

Pool Spa will be heated to 101 degrees, 4 hours per day 6-10 pm, included in the rental rate July & August weeks. 

 

Pool Spa heated to 101 degrees June & September weeks, 4 hours per day 6-10 pm, additional $200 per week. 

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HARTM

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Property Details
Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street, Close to Town & Beach

Note: Newly completed, not seen in photos, a 250 square foot deck has been added to the back of the house. The deck will have a patio dining table, and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,250 - $5,150
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,850
7
8
9
10
11
12
13
$3,850
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,850
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,850
5
6
7
8
9
10
11
$4,850
12
13
14
15
16
17
18
$4,850
19
20
21
22
23
24
25
$4,850
26
27
28
29
30
31
 $5,150
August 2026
SuMoTuWeThFrSaWeek
 1
$5,150
2
3
4
5
6
7
8
$5,150
9
10
11
12
13
14
15
$5,150
16
17
18
19
20
21
22
$5,150
23
24
25
26
27
28
29
$5,150
30
31
 $5,150
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,150
6
7
8
9
10
11
12
$3,250
13
14
15
16
17
18
19
$3,250
20
21
22
23
24
25
26
$3,250
27
28
29
30
 $3,250
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Ferry Tickets Available 8/22-8/29 - please inquire

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HAZAM

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Property Details
The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area

Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,350 - $6,350
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,450
7
8
9
10
11
12
13
$5,950
14
15
16
17
18
19
20
$7,350
21
22
23
24
25
26
27
$6,350
28
29
30
 $7,350
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,350
5
6
7
8
9
10
11
$6,350
12
13
14
15
16
17
18
$6,350
19
20
21
22
23
24
25
$7,350
26
27
28
29
30
31
 $7,800
August 2026
SuMoTuWeThFrSaWeek
 1
$7,800
2
3
4
5
6
7
8
$8,650
9
10
11
12
13
14
15
$9,050
16
17
18
19
20
21
22
$9,050
23
24
25
26
27
28
29
$7,350
30
31
 $5,850
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,850
6
7
8
9
10
11
12
$5,550
13
14
15
16
17
18
19
$4,550
20
21
22
23
24
25
26
$4,350
27
28
29
30
 $4,350
Clean Fee: 
$500
Tax: State & Local: 
11.7
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HERGT

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Property Details
Luxury Retreat Chilmark, Key to Quansoo Private Association Beach, Heated Pool, Spacious Stone Patio, Pool Pavilion, Propane Fire Pit, Professionally Landscaped Grounds and Gardens

Tucked on 7.25 private acres in the coveted seaside community of Chilmark, this exceptional retreat includes coveted access to Quansoo Beach—one of Martha’s Vineyard’s most stunning and private association shorelines. Offering...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$15,000 - $18,500
June 2026
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
 $22,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$22,500
5
6
7
8
9
10
11
$22,500
12
13
14
15
16
17
18
$22,500
19
20
21
22
23
24
25
$22,500
26
27
28
29
30
31
 $25,000
August 2026
SuMoTuWeThFrSaWeek
 1
$25,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$18,000
23
24
25
26
27
28
29
$18,000
30
31
 $18,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$18,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$850 per week ($650 interim clean)
Tax: State & Local: 
11.7

Rates reduced for available weeks in August - see calendar for adjusted rates

Ferry tickets available for purchase, 8/1-8/8 or 8/2 -8/9  - please inquire  (mv)

 

Pool will be heated to 82 degrees July and August included in rental rate.

 

Pool Heated to 82 degrees June & Sept weeks $300/week 

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