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
Stunning vacation retreat in heart of Katama. Perfectly manicured yard.
Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$10,000 - $12,500
June 2021
SuMoTuWeThFrSaWeek
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13
14
15
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19
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21
22
23
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25
26
27
28
29
30
 $10,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$10,000 /wk
4
5
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10
$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
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$10,000 /wk
August 2021
SuMoTuWeThFrSaWeek
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$12,500 /wk
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$12,500 /wk
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21
$12,500 /wk
22
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28
$12,500 /wk
29
30
31
 
September 2021
SuMoTuWeThFrSa
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Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
Front & Center on Ocean Park, Water Views, Walk across the Park to Beach, Walk around the corner to Town and Harbor!

Ocean Park Location, beautiful views across the park to the Vineyard Sound.

Set in the heart of town this ideal location provides endless possibilities for families, walk to the beach,...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
6
Bathrooms: 
3
Price Range:
$8,500 - $12,500
June 2021
SuMoTuWeThFrSaWeek
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2
3
4
5
$8,500
6
7
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$8,500
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18
19
$8,500
20
21
22
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24
25
26
$8,500 /wk
27
28
29
30
 $8,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,500 /wk
4
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$10,000 /wk
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$10,000 /wk
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24
$10,000 /wk
25
26
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29
30
31
$10,000 /wk
August 2021
SuMoTuWeThFrSaWeek
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2
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4
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$12,500 /wk
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14
$12,500 /wk
15
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20
21
$12,500 /wk
22
23
24
25
26
27
28
$12,500 /wk
29
30
31
 $12,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,500 /wk
5
6
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11
$9,000 /wk
12
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$9,000 /wk
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22
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25
$9,000 /wk
26
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29
30
 $9,000 /wk
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
Luxury Modern Farm House Design, Waterfront Pear Tree Cove on the Tisbury Great Pond, Rental Boat Access to South Shore Beach, Spectacular Area for Kayak Enthusiasts

New exquisite contemporary farmhouse design! Waterfront on the Tisbury Great Pond with access via boat rentals to gorgeous South Shore Beach. The beach area on the pond provides a great play space...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$7,500 - $12,500
June 2021
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$9,500
20
21
22
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25
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$9,500 /wk
27
28
29
30
 $11,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$11,000 /wk
4
5
6
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$11,500 /wk
11
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$11,500 /wk
18
19
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21
22
23
24
$11,500 /wk
25
26
27
28
29
30
31
$11,500 /wk
August 2021
SuMoTuWeThFrSaWeek
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2
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$12,500 /wk
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14
$12,500 /wk
15
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20
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$12,500 /wk
22
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25
26
27
28
$12,500 /wk
29
30
31
 $11,000 /wk
September 2021
SuMoTuWeThFrSaWeek
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$11,000 /wk
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$9,500 /wk
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$8,500 /wk
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$8,500 /wk
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 $7,500 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Show Rate Quote
Historic South Water St Home, 2 minute walk to Main St.

Elegant, restored 1825 home set just 2 blocks from Main St on a corner lot, front-facing on S Water St and with off-street parking for one large vehicle or two...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$12,500 - $12,500
June 2021
SuMoTuWeThFrSaWeek
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25
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$12,500 /wk
27
28
29
30
 $12,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$12,500 /wk
4
5
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10
$12,500 /wk
11
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$12,500 /wk
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$12,500 /wk
25
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30
31
$12,500 /wk
August 2021
SuMoTuWeThFrSaWeek
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$12,500 /wk
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$12,500 /wk
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$12,500 /wk
22
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28
$12,500 /wk
29
30
31
 $12,500 /wk
September 2021
SuMoTuWeThFrSaWeek
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$12,500 /wk
5
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$12,500 /wk
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28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Waterfront Luxury, Spectacular Views, Recently Renovated, Close Proximity to Edgartown Center, Central A/C

Gracious home with spectacular views only steps from the waters edge.  One hundred feet of shoreline with small private beach on Sengekontacket provides an ideal area for families to explore...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$4,200 - $12,000
June 2021
SuMoTuWeThFrSaWeek
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2
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$6,500
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$8,500
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$10,500
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$10,500 /wk
27
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29
30
 $12,000 /wk
July 2021
SuMoTuWeThFrSaWeek
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2
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$12,000 /wk
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$12,000 /wk
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$12,000 /wk
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$12,000 /wk
25
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30
31
$12,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
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$12,000 /wk
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$12,000 /wk
15
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20
21
$12,000 /wk
22
23
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25
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27
28
$12,000 /wk
29
30
31
 $8,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500 /wk
5
6
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$8,500 /wk
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$8,500 /wk
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20
21
22
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25
$8,500 /wk
26
27
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29
30
 $8,500 /wk
Clean Fee: 
$400 per week
Tax: State & Local: 
9.7
Show Rate Quote
Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights, Hancock Beach 1.5 miles from House

This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach!  The house lies between West Tisbury (Alley’s General Store, 7A...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$4,000 - $12,000
June 2021
SuMoTuWeThFrSaWeek
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2
3
4
5
$6,000
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$6,000
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$6,000
20
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$6,000 /wk
27
28
29
30
 $9,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$9,500 /wk
4
5
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10
$9,500 /wk
11
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$9,500 /wk
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$9,500 /wk
25
26
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29
30
31
$9,500 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,000 /wk
8
9
10
11
12
13
14
$12,000 /wk
15
16
17
18
19
20
21
$12,000 /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
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8
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10
11
$6,000 /wk
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$6,000 /wk
19
20
21
22
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25
$6,000 /wk
26
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30
 $4,000 /wk
Clean Fee: 
$350 per week
Tax: State & Local: 
9.7
Show Rate Quote
In Town 5 Bedroom Home, Beautiful Light Filled Interior, Large Landscaped Yard, Located on Quiet Side St, 5 min Walk to Main St.

Tradtional Edgartown Village Home! Features multiple living areas, 5 bedrooms and 3.5 baths all meticulously maintained. Lush landscaped yard  borders the house.

The main level hosts a beautifully furnished living...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$3,500 - $12,000
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$5,250
13
14
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18
19
$6,000
20
21
22
23
24
25
26
$8,000 /wk
27
28
29
30
 $10,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$10,000 /wk
4
5
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9
10
$10,000 /wk
11
12
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$10,000 /wk
18
19
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23
24
$10,000 /wk
25
26
27
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29
30
31
$10,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,000 /wk
8
9
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13
14
$12,000 /wk
15
16
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20
21
$12,000 /wk
22
23
24
25
26
27
28
$12,000 /wk
29
30
31
 $7,000 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,000 /wk
5
6
7
8
9
10
11
$5,500 /wk
12
13
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18
$5,000 /wk
19
20
21
22
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24
25
$4,500 /wk
26
27
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29
30
 $3,500 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Deep Bottom Pond, Private Heated Pool, Central Air, WiFi, Gorgeous Views

Contemporary home in Deep Bottom area of West Tisbury. This gracious home with pool and patio overlooks the open meadow land that is deep bottom. The home is professionally landscaped...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Bathrooms: 
4
Price Range:
$5,000 - $11,800
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,250
6
7
8
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12
$6,250
13
14
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19
$6,250
20
21
22
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24
25
26
$6,850 /wk
27
28
29
30
 $11,800 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$11,800 /wk
4
5
6
7
8
9
10
$11,800 /wk
11
12
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$11,800 /wk
18
19
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22
23
24
$11,800 /wk
25
26
27
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30
31
$11,800 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,800 /wk
8
9
10
11
12
13
14
$11,800 /wk
15
16
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20
21
$11,800 /wk
22
23
24
25
26
27
28
$11,800 /wk
29
30
31
 $7,100 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,100 /wk
5
6
7
8
9
10
11
$6,100 /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
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees mid June to mid Sept, pool heat costs included in rental rate.

Show Rate Quote
Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Mulitiple Living Spaces

Luxurious new home featuring a heated pool, lovely outdoor living area with patio dining, and landscaped yard! The interior hosts multiple living spaces and all en suite bedrooms. This lovely vacation home...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$5,500 - $11,500
June 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$6,500 /wk
27
28
29
30
 $7,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$7,500 /wk
4
5
6
7
8
9
10
$11,000 /wk
11
12
13
14
15
16
17
$11,000 /wk
18
19
20
21
22
23
24
$11,000 /wk
25
26
27
28
29
30
31
$11,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,500 /wk
8
9
10
11
12
13
14
$11,500 /wk
15
16
17
18
19
20
21
$11,500 /wk
22
23
24
25
26
27
28
$11,500 /wk
29
30
31
 $8,000 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,000 /wk
5
6
7
8
9
10
11
$6,500 /wk
12
13
14
15
16
17
18
$5,500 /wk
19
20
21
22
23
24
25
$5,500 /wk
26
27
28
29
30
 $5,500 /wk
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heated to  81 degrees included in rental rate last Sat in June to first Sat in September.

Pool Heated to 81 degrees June and September weeks additional $275 per week  

marca13-01-exterior.jpg
Show Rate Quote
Long Point Beach, Gunite Pool 17 x 34 & Patio, Beautiful Contemporary Farm House with Large Porch, Deck

Note: Delux outdoor living area to be completed by May of 2021. Features a 17' x 34' heated gunite pool,  expansive patio area with built-in sofa seating for up to 7 to...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$11,000 - $11,000
June 2021
SuMoTuWeThFrSa
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July 2021
SuMoTuWeThFrSa
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31
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,000 /wk
8
9
10
11
12
13
14
$11,000 /wk
15
16
17
18
19
20
21
$11,000 /wk
22
23
24
25
26
27
28
$11,000 /wk
29
30
31
 
September 2021
SuMoTuWeThFrSa
 1
2
3
4
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6
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9
10
11
12
13
14
15
16
17
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21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heated to 81 degrees July & August included in rental RAte,  Spa will only be heated to Pool temp

Fire pit available for Renter use extra $125 per week.

Show Rate Quote
Deep Bottom Custom Contemporary, Heated Pool, Association Tennis Courts, Features Multiple Living Spaces on 3 Levels, A/C WiFi

Custom crafted contemporary home set on lush professionally landscaped grounds. The pool and patio area overlook the large yard with expansive views of the common meadows. There are private association...Read more

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

Pool heated to 81 July & August included in rental rate.

Pool heated to 81 June & September additional $275 per week 

hergt-02exterior.jpg
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
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
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18
19
20
21
22
23
24
25
26
27
28
29
30
 $9,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$9,500 /wk
4
5
6
7
8
9
10
$9,500 /wk
11
12
13
14
15
16
17
$9,500 /wk
18
19
20
21
22
23
24
$9,500 /wk
25
26
27
28
29
30
31
$11,000 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,000 /wk
8
9
10
11
12
13
14
$11,000 /wk
15
16
17
18
19
20
21
$11,000 /wk
22
23
24
25
26
27
28
$11,000 /wk
29
30
31
 $8,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500 /wk
5
6
7
8
9
10
11
$8,500 /wk
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
Chilmark, Charming Updated Menemsha Home. Waterviews & Sunset Views, Quintessential Beach House. Now Booking for 2022

On a hilltop overlooking the ocean, in Menemsha, sits this authentic Vineyard home. From one of the most desirable locations on the island, it's an easy walk to the...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Price Range:
$10,500 - $11,000
June 2021
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
 
July 2021
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 2021
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 2021
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: 
$350 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
 1
2
3
4
5
$8,000
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 /wk
27
28
29
30
 $8,000 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,000 /wk
4
5
6
7
8
9
10
$10,500 /wk
11
12
13
14
15
16
17
$10,500 /wk
18
19
20
21
22
23
24
$10,500 /wk
25
26
27
28
29
30
31
$10,500 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,500 /wk
8
9
10
11
12
13
14
$10,500 /wk
15
16
17
18
19
20
21
$10,500 /wk
22
23
24
25
26
27
28
$10,500 /wk
29
30
31
 $10,500 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500 /wk
5
6
7
8
9
10
11
$10,500 /wk
12
13
14
15
16
17
18
$10,000 /wk
19
20
21
22
23
24
25
$10,000 /wk
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7

2 week mimimum stay in June

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
 1
2
3
4
5
$3,850
6
7
8
9
10
11
12
$3,850
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500 /wk
27
28
29
30
 $8,500 /wk
July 2021
SuMoTuWeThFrSaWeek
 1
2
3
$8,500 /wk
4
5
6
7
8
9
10
$7,600 /wk
11
12
13
14
15
16
17
$7,100 /wk
18
19
20
21
22
23
24
$7,150 /wk
25
26
27
28
29
30
31
$7,150 /wk
August 2021
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,100 /wk
8
9
10
11
12
13
14
$10,350 /wk
15
16
17
18
19
20
21
$8,250 /wk
22
23
24
25
26
27
28
$7,150 /wk
29
30
31
 $7,250 /wk
September 2021
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,250 /wk
5
6
7
8
9
10
11
$7,000 /wk
12
13
14
15
16
17
18
$7,000 /wk
19
20
21
22
23
24
25
$7,000 /wk
26
27
28
29
30
 $7,000 /wk
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7

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