Top Rentals on Martha's Vineyard

Welcome to the Finest Selection of Martha’s Vineyard Rentals. We offer over 450 of Martha’s Vineyard’s most spectacular homes. Our properties range from classic Victorian homes in Edgartown, to Luxury Ocean View Rentals in West Tisbury. Every home has island character and New England charm.

Discover the Best Rentals on the Vineyard

 

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Show Rate Quote
Luxury Retreat Chilmark, Key to Quansoo Private Association Beach, Set on 7.5 private acres

Note: New for 2019,  Living area has been expanded, fireplace removed along with walls on either side as displayed in current photos The living area has been bumped out and...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$8,500 - $11,000
June 2021
SuMoTuWeThFrSaWeek
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 $9,500 /wk
July 2021
SuMoTuWeThFrSaWeek
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$9,500 /wk
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$9,500 /wk
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$9,500 /wk
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$9,500 /wk
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$11,000 /wk
August 2021
SuMoTuWeThFrSaWeek
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
29
30
31
 $8,500 /wk
September 2021
SuMoTuWeThFrSaWeek
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$8,500 /wk
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$8,500 /wk
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29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
Beautiful Edgartown Village Home, 3 minute walk to Fuller Street Beach and 5 min walk to Main Street

Pristine, charming, spacious cape style home in one of the most desirable areas of Edgartown Village.  Just walk out the driveway and to the end of the street and you...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
4
Price Range:
$11,000 - $11,000
June 2021
SuMoTuWeThFrSaWeek
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 $11,000 /wk
July 2021
SuMoTuWeThFrSaWeek
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
August 2021
SuMoTuWeThFrSaWeek
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$11,000 /wk
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$11,000 /wk
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$11,000 /wk
22
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$11,000 /wk
29
30
31
 
September 2021
SuMoTuWeThFrSa
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Clean Fee: 
$400 per week
Tax: State & Local: 
9.7
Show Rate Quote
Heron's Nest, Thoughtful Architectual Design set Amidst an Estate Property, Bordered by Stonewalls, Beautiful Vistas from all Areas of the House, Elegant yet Casual interior, Sensational Chef's Kitchen

Privately situated on 3.5 acres of rolling and manicured landscape on the south side of Chilmark with distant water views, this luxury home is set on a high ridge in...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
5
Bathrooms: 
4
Price Range:
$7,000 - $10,500
June 2021
SuMoTuWeThFrSaWeek
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$7,000 /wk
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$7,000 /wk
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$7,500 /wk
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$7,500 /wk
27
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29
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 $10,500 /wk
July 2021
SuMoTuWeThFrSaWeek
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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30
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$10,500 /wk
August 2021
SuMoTuWeThFrSaWeek
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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30
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 $10,500 /wk
September 2021
SuMoTuWeThFrSaWeek
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$10,500 /wk
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$10,500 /wk
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$10,000 /wk
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$10,000 /wk
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29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
West Chop Area. Perfect Home for Extended Families, Huge Wrap Around Porch for Dining & Relaxing, Walk to Town & Nearby Harbor Beach

A special home for generational gatherings, this expansive home has been updated to accommodate the needs of today's families while still maintaining much of it's vintage charm. The current owners...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
6
Bathrooms: 
5
Price Range:
$4,500 - $10,500
June 2021
SuMoTuWeThFrSaWeek
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$4,500 /wk
6
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$4,500 /wk
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$4,500 /wk
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21
22
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25
26
$5,500 /wk
27
28
29
30
 $9,000 /wk
July 2021
SuMoTuWeThFrSaWeek
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2
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$9,000 /wk
4
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9
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$9,500 /wk
11
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$9,500 /wk
18
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$9,500 /wk
25
26
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30
31
$10,500 /wk
August 2021
SuMoTuWeThFrSaWeek
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2
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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$10,500 /wk
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 $6,000 /wk
September 2021
SuMoTuWeThFrSaWeek
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$6,000 /wk
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$5,000 /wk
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$5,000 /wk
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$5,000 /wk
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 $5,000 /wk
Clean Fee: 
$650
Tax: State & Local: 
11.7
Show Rate Quote
Outstanding In-town Home, Gorgeous Professionally Landscaped Yard, 5 Min walk to Main Street Shops & Restaurants

Located on a quiet street in the Village area, this lovely 5 bedroom, 3 bath Home has been all newly updated and newly added in 2018 is the detached Guest...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$3,850 - $10,350
June 2021
SuMoTuWeThFrSaWeek
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$3,850 /wk
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$3,850 /wk
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$6,500 /wk
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$6,500 /wk
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 $7,400 /wk
July 2021
SuMoTuWeThFrSaWeek
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$7,400 /wk
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$7,600 /wk
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$7,100 /wk
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$7,150 /wk
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$7,150 /wk
August 2021
SuMoTuWeThFrSaWeek
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$8,100 /wk
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$10,350 /wk
15
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20
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$8,250 /wk
22
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28
$7,150 /wk
29
30
31
 $7,250 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,250 /wk
5
6
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$4,500 /wk
12
13
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$4,500 /wk
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20
21
22
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24
25
$4,500 /wk
26
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29
30
 $4,500 /wk
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7

3 Night Min $800 per night off season

Show Rate Quote
Hilltop in Aquinah, Heated Pool, Spectacular Views, Expansive Decks, Perfect Family Retreat, Short Drive to Gorgeous Beaches

Open, airy contemporary set high on a hilltop with expansive waterviews. Relax and enjoy the views from the large deck or spend time with family and friends at the pool and...Read more

Location: 
Aquinnah
Sleeps: 
9
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$10,000 - $10,000
June 2021
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July 2021
SuMoTuWeThFrSa
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August 2021
SuMoTuWeThFrSaWeek
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$10,000 /wk
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$10,000 /wk
15
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31
 
September 2021
SuMoTuWeThFrSa
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Clean Fee: 
$250 per week
Tax: State & Local: 
9.7

 

 

Show Rate Quote
Oyster Pond House, Exquisite Luxury Home Set on 11 Private Acres, 4 miles to Edgartown Village Center. Kayak and Paddle Board On the Pond .5 mi from the House.

This lovely private retreat is serenely tucked away on eleven acres of rolling fields and wildflower meadows in the prestigious Oyster Pond area. Newly updated with Central AC in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$7,000 - $10,000
June 2021
SuMoTuWeThFrSaWeek
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3
4
5
$7,000 /wk
6
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$7,000 /wk
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$8,000 /wk
20
21
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26
$9,000 /wk
27
28
29
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 $9,500 /wk
July 2021
SuMoTuWeThFrSaWeek
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2
3
$9,500 /wk
4
5
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$10,000 /wk
11
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$10,000 /wk
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$10,000 /wk
25
26
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30
31
$10,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
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$10,000 /wk
8
9
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11
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$10,000 /wk
15
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20
21
$10,000 /wk
22
23
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25
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27
28
$10,000 /wk
29
30
31
 $9,000 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
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4
$9,000 /wk
5
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$9,000 /wk
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$9,000 /wk
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$9,000 /wk
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 $9,000 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Located in the Heart of West Chop, Newly Updated. 12 min Walk to the Village Center, Spacious Patio, Modern Interior

Stately, classic home, located in the West Chop Area of Vineyard Haven, Lovingly updated with state of the art kitchen, comfortable furnishings this vacation retreat is perfect for extended families....Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$6,000 - $10,000
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000 /wk
6
7
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9
10
11
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$6,000 /wk
13
14
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$6,000 /wk
20
21
22
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24
25
26
$6,000 /wk
27
28
29
30
 $7,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$7,000 /wk
4
5
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$7,000 /wk
11
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$7,000 /wk
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$7,000 /wk
25
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30
31
$7,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
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$10,000 /wk
8
9
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14
$10,000 /wk
15
16
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20
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$10,000 /wk
22
23
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25
26
27
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$10,000 /wk
29
30
31
 $6,000 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
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$6,000 /wk
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$6,000 /wk
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$6,000 /wk
26
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 $6,000 /wk
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote
Berkshire House, Elegant in Town Greek Revival, Recently Update Throughout, Location - Historic William St, Walk to Village Center
Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$4,900 - $9,900
June 2021
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,900 /wk
6
7
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$6,900 /wk
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14
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19
$6,900 /wk
20
21
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24
25
26
$6,900 /wk
27
28
29
30
 $8,900 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,900 /wk
4
5
6
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8
9
10
$8,900 /wk
11
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$8,900 /wk
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19
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24
$8,900 /wk
25
26
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30
31
$8,900 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,900 /wk
8
9
10
11
12
13
14
$9,900 /wk
15
16
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20
21
$9,900 /wk
22
23
24
25
26
27
28
$9,900 /wk
29
30
31
 $5,900 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,900 /wk
5
6
7
8
9
10
11
$5,900 /wk
12
13
14
15
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18
$5,900 /wk
19
20
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22
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25
$5,900 /wk
26
27
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29
30
 $5,900 /wk
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote
Waterfront, Private Beach Frontage, Large Yard to Ocean's Edge, World Class Views , A/C

Prime waterfront residence on bluff with unsurpassed panoramic view of the Vineyard Sound. Single story spacious 2 bedroom main house and 2 bedroom guest house.  Guest House being renovated for...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$6,500 - $9,500
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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8
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$9,000 /wk
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21
22
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25
26
$9,000 /wk
27
28
29
30
 $9,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$9,500 /wk
4
5
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9
10
$9,500 /wk
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$9,500 /wk
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$9,500 /wk
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26
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31
$9,500 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
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7
$9,500 /wk
8
9
10
11
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14
$9,500 /wk
15
16
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20
21
$9,500 /wk
22
23
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25
26
27
28
$9,000 /wk
29
30
31
 $8,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500 /wk
5
6
7
8
9
10
11
$8,000 /wk
12
13
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15
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18
$7,500 /wk
19
20
21
22
23
24
25
$6,500 /wk
26
27
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29
30
 $6,500 /wk
Clean Fee: 
$270 per week
Tax: State & Local: 
11.7
Show Rate Quote
Chic Contemporary Luxury Home, Privately Situated on Large Acreage off of Lambert's Cove Rd. Lambert’s Cove Beach 1 mile.

Lambert’s Cove Area: Beautiful new modern architectural farm house, features open living spaces with soaring cathedral ceiling and walls of glass opening out to the patio and yard areas.  Privacy and...Read more

Location: 
West Tisbury
Sleeps: 
7
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$4,750 - $9,500
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000 /wk
6
7
8
9
10
11
12
$6,000 /wk
13
14
15
16
17
18
19
$6,000 /wk
20
21
22
23
24
25
26
$6,000 /wk
27
28
29
30
 $8,600 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,600 /wk
4
5
6
7
8
9
10
$8,600 /wk
11
12
13
14
15
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17
$8,600 /wk
18
19
20
21
22
23
24
$8,600 /wk
25
26
27
28
29
30
31
$9,500 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500 /wk
8
9
10
11
12
13
14
$9,500 /wk
15
16
17
18
19
20
21
$9,500 /wk
22
23
24
25
26
27
28
$9,500 /wk
29
30
31
 $9,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,500 /wk
5
6
7
8
9
10
11
$5,500 /wk
12
13
14
15
16
17
18
$5,000 /wk
19
20
21
22
23
24
25
$5,000 /wk
26
27
28
29
30
 $5,000 /wk
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
Show Rate Quote
Newly Remodeled Contemporary Farm House, 12 x 26 Saltwate Heated Pool, Walk to Town, Bike to the Beach

Exquisite newly remodeled home with just the right touch of coastal decor and modern styling. This perfectly situated picturesque home allows guests to walk to the village area and is an easy no...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$4,000 - $9,500
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500 /wk
6
7
8
9
10
11
12
$5,000 /wk
13
14
15
16
17
18
19
$6,000 /wk
20
21
22
23
24
25
26
$8,000 /wk
27
28
29
30
 $8,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,500 /wk
4
5
6
7
8
9
10
$8,500 /wk
11
12
13
14
15
16
17
$8,500 /wk
18
19
20
21
22
23
24
$9,000 /wk
25
26
27
28
29
30
31
$9,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500 /wk
8
9
10
11
12
13
14
$9,500 /wk
15
16
17
18
19
20
21
$9,500 /wk
22
23
24
25
26
27
28
$8,000 /wk
29
30
31
 $6,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500 /wk
5
6
7
8
9
10
11
$6,000 /wk
12
13
14
15
16
17
18
$5,500 /wk
19
20
21
22
23
24
25
$4,500 /wk
26
27
28
29
30
 $4,000 /wk
Clean Fee: 
$400 per week
Tax: State & Local: 
9.7

Pool heated to 81 in July & August included in rental rate.  Additional $250 per week in off season.

Show Rate Quote
Newly refurbished Tri Level, Gorgeous Waterviews of North Shore in Exlcusive Makonikey Area
Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$4,500 - $9,500
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500 /wk
6
7
8
9
10
11
12
$4,500 /wk
13
14
15
16
17
18
19
$4,500 /wk
20
21
22
23
24
25
26
$6,000 /wk
27
28
29
30
 $9,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$9,000 /wk
4
5
6
7
8
9
10
$9,000 /wk
11
12
13
14
15
16
17
$9,000 /wk
18
19
20
21
22
23
24
$9,000 /wk
25
26
27
28
29
30
31
$9,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500 /wk
8
9
10
11
12
13
14
$9,500 /wk
15
16
17
18
19
20
21
$9,500 /wk
22
23
24
25
26
27
28
$9,500 /wk
29
30
31
 $6,000 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
7
8
9
10
11
$4,500 /wk
12
13
14
15
16
17
18
$4,500 /wk
19
20
21
22
23
24
25
$4,500 /wk
26
27
28
29
30
 $4,500 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
woodj14-01-exterior.jpg
Show Rate Quote
Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Lambert's Cove Beach 1/2 mile

Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort like outdoor amenities include pool, stone patio surround,large deck with outdoor...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$4,600 - $9,100
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,100 /wk
6
7
8
9
10
11
12
$6,100 /wk
13
14
15
16
17
18
19
$7,000 /wk
20
21
22
23
24
25
26
$7,800 /wk
27
28
29
30
 $7,800 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$7,800 /wk
4
5
6
7
8
9
10
$8,300 /wk
11
12
13
14
15
16
17
$8,300 /wk
18
19
20
21
22
23
24
$8,800 /wk
25
26
27
28
29
30
31
$9,100 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,100 /wk
8
9
10
11
12
13
14
$9,100 /wk
15
16
17
18
19
20
21
$9,100 /wk
22
23
24
25
26
27
28
$9,100 /wk
29
30
31
 $8,400 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,400 /wk
5
6
7
8
9
10
11
$7,500 /wk
12
13
14
15
16
17
18
$6,100 /wk
19
20
21
22
23
24
25
$6,100 /wk
26
27
28
29
30
 $4,600 /wk
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
Show Rate Quote
Outstanding Summer Home with Pool, Screened Porch, & Patio Area, Association Tennis Courts.

Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful get away yet is just a short drive to town center and...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$4,900 - $9,000
June 2021
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
 $8,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,500 /wk
4
5
6
7
8
9
10
$8,500 /wk
11
12
13
14
15
16
17
$8,500 /wk
18
19
20
21
22
23
24
$9,000 /wk
25
26
27
28
29
30
31
$9,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,000 /wk
8
9
10
11
12
13
14
$9,000 /wk
15
16
17
18
19
20
21
$9,000 /wk
22
23
24
25
26
27
28
$8,500 /wk
29
30
31
 $7,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500 /wk
5
6
7
8
9
10
11
$4,900 /wk
12
13
14
15
16
17
18
$4,900 /wk
19
20
21
22
23
24
25
$4,900 /wk
26
27
28
29
30
 $4,900 /wk
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool Heat, July & August pool heated to 80 degrees included in rental rate!

Pool Heat, June & September weeks at additional cost ($300). Please inquire with agent for details

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