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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 2027
SuMoTuWeThFrSaWeek
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$18,000
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$18,000
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$18,000
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$20,000
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29
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 $20,000
July 2027
SuMoTuWeThFrSaWeek
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2
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$20,000
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5
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$20,000
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$25,000
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$25,000
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30
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$25,000
August 2027
SuMoTuWeThFrSaWeek
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$30,000
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$30,000
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$30,000
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$25,000
29
30
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 $25,000
September 2027
SuMoTuWeThFrSaWeek
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$25,000
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$20,000
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$20,000
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$20,000
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29
30
 $18,000
Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

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

Pool Heated to 82. Degrees, June, September,  Additional Charge $250 per week.  May & October weeks additional cost, please inquire! 

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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 - $6,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$3,000
6
7
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10
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12
$3,000
13
14
15
16
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18
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$3,000
20
21
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25
26
27
28
29
30
 $4,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,800
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5
6
7
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9
10
$4,800
11
12
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$4,800
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19
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21
22
23
24
$4,800
25
26
27
28
29
30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
15
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$6,000
22
23
24
25
26
27
28
$5,200
29
30
31
 $3,500
September 2027
SuMoTuWeThFrSaWeek
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2
3
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$3,500
5
6
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$3,000
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$3,000
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20
21
22
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25
$3,000
26
27
28
29
30
 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7
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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 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$600
Tax: State & Local: 
11.7
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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:
$4,800 - $4,800
June 2027
SuMoTuWeThFrSaWeek
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30
 $4,800
July 2027
SuMoTuWeThFrSaWeek
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2
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$4,800
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$4,800
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$4,800
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$4,800
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$4,800
August 2027
SuMoTuWeThFrSaWeek
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$4,800
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$4,800
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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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 - $4,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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$3,500
6
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12
$3,500
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$3,500
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21
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25
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$3,800
27
28
29
30
 $4,500
July 2027
SuMoTuWeThFrSaWeek
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2
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$4,500
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$5,500
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$5,500
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$5,500
25
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30
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$6,000
August 2027
SuMoTuWeThFrSaWeek
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$7,000
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$7,000
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$7,000
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$5,500
29
30
31
 $4,000
September 2027
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
26
27
28
29
30
 $3,500
Clean Fee: 
$575
Tax: State & Local: 
11.7

 

 

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

Luxury Edgartown Vacation Rental with Heated Pool

This stunning Edgartown vacation home is tucked within a serene community and offers the perfect Martha’s Vineyard getaway. Featuring 4 spacious bedrooms, 3...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$7,500 - $23,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$14,000
6
7
8
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10
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12
$14,000
13
14
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18
19
$15,000
20
21
22
23
24
25
26
$17,500
27
28
29
30
 $19,000
July 2027
SuMoTuWeThFrSaWeek
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2
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$19,000
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$20,000
11
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$20,000
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$20,000
25
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30
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$20,000
August 2027
SuMoTuWeThFrSaWeek
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$25,000
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$25,000
15
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$25,000
22
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28
$23,000
29
30
31
 $20,000
September 2027
SuMoTuWeThFrSaWeek
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$20,000
5
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$20,000
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$15,000
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$12,500
26
27
28
29
30
 $10,000
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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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 - $5,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,750
6
7
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12
$4,750
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$4,950
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$4,950
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28
29
30
 $5,150
July 2027
SuMoTuWeThFrSaWeek
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2
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$5,150
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$5,150
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$5,150
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$5,500
25
26
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30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
15
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$5,500
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$5,500
29
30
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 $5,500
September 2027
SuMoTuWeThFrSaWeek
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$5,500
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$4,900
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$4,900
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$4,900
26
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29
30
 $4,900
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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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 - $4,350
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$500
Tax: State & Local: 
11.7
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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:
$10,000 - $23,000
June 2027
SuMoTuWeThFrSaWeek
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30
 $20,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$20,000
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$20,000
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$20,000
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$20,000
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$23,000
August 2027
SuMoTuWeThFrSaWeek
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$23,000
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$23,000
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$23,000
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$23,000
29
30
31
 $18,000
September 2027
SuMoTuWeThFrSaWeek
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4
$18,000
5
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$18,000
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$18,000
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25
$18,000
26
27
28
29
30
 $18,000
Clean Fee: 
$850 per week ($650 interim clean)
Tax: State & Local: 
11.7

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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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:
$5,750 - $8,250
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$5,900
13
14
15
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18
19
$5,900
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $8,250
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,250
4
5
6
7
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9
10
$8,400
11
12
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$8,500
18
19
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21
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23
24
$8,500
25
26
27
28
29
30
31
$8,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
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7
$9,150
8
9
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13
14
$9,150
15
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20
21
$9,150
22
23
24
25
26
27
28
$9,150
29
30
31
 $6,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,900
5
6
7
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10
11
$6,900
12
13
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$6,900
19
20
21
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25
$6,900
26
27
28
29
30
 $6,900
Clean Fee: 
$700 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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