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Sprawling Contemporary Home Perfect for Large Families, Summer at its best with Screened Gazebo, Hot Tub and Multiple Patio Areas. Hot Tub, Private Quiet Location yet just 10 minutes to all three town Centers

This amazing residence can be your personal family resort!  The first floor includes an impressive two story living room, full kitchen with ample dining space, family room, separate prep kitchen off...Read more

Location: 
Oak Bluffs
Sleeps: 
12
Bedrooms: 
6
Bathrooms: 
4
Price Range:
$6,500 - $8,500
June 2018
SuMoTuWeThFrSaWeek
 1
2
$6,500 /wk
3
4
5
6
7
8
9
$6,500 /wk
10
11
12
13
14
15
16
$6,500 /wk
17
18
19
20
21
22
23
$7,500 /wk
24
25
26
27
28
29
30
$7,500 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,500 /wk
8
9
10
11
12
13
14
$8,500 /wk
15
16
17
18
19
20
21
$8,500 /wk
22
23
24
25
26
27
28
$8,500 /wk
29
30
31
 $8,500 /wk
August 2018
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
$8,500 /wk
19
20
21
22
23
24
25
$8,500 /wk
26
27
28
29
30
31
 $8,500 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$8,500 /wk
2
3
4
5
6
7
8
$8,500 /wk
9
10
11
12
13
14
15
$7,500 /wk
16
17
18
19
20
21
22
$7,000 /wk
23
24
25
26
27
28
29
$7,000 /wk
30
 $7,000 /wk
Clean Fee: 
$500 per week
Outstanding Contemporary Chappaquidick Home, Gorgeous Waterviews, Walk to Bay Beach 500 yards, Under a Mile to Trustees of The Reservations South Shore Beach, Please Inquire for details! s
Location: 
Chappaquiddick
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
2
Price Range:
$3,500 - $6,000
June 2018
SuMoTuWeThFrSaWeek
 1
2
$4,000 /wk
3
4
5
6
7
8
9
$3,500 /wk
10
11
12
13
14
15
16
$3,500 /wk
17
18
19
20
21
22
23
$4,000 /wk
24
25
26
27
28
29
30
$4,000 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,500 /wk
8
9
10
11
12
13
14
$5,500 /wk
15
16
17
18
19
20
21
$5,500 /wk
22
23
24
25
26
27
28
$6,000 /wk
29
30
31
 $6,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
7
8
9
10
11
$6,000 /wk
12
13
14
15
16
17
18
$6,000 /wk
19
20
21
22
23
24
25
$5,500 /wk
26
27
28
29
30
31
 $5,000 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$5,000 /wk
2
3
4
5
6
7
8
$4,500 /wk
9
10
11
12
13
14
15
$4,500 /wk
16
17
18
19
20
21
22
$4,500 /wk
23
24
25
26
27
28
29
$4,500 /wk
30
 $4,500 /wk
Clean Fee: 
$500 per week
Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights 1.5 miles from House

The Zaccheus Mayhew House (1713) has been described as “the largest and most stately of the early houses on the South Road.”  It recently (2016-17) underwent a complete gut renovation. ...Read more

Location: 
Chilmark
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$5,000 - $12,000
June 2018
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 2018
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
$12,000 /wk
29
30
31
 $12,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,000 /wk
5
6
7
8
9
10
11
$12,000 /wk
12
13
14
15
16
17
18
$12,000 /wk
19
20
21
22
23
24
25
$12,000 /wk
26
27
28
29
30
31
 $10,000 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$10,000 /wk
2
3
4
5
6
7
8
$7,000 /wk
9
10
11
12
13
14
15
$6,000 /wk
16
17
18
19
20
21
22
$6,000 /wk
23
24
25
26
27
28
29
$6,000 /wk
30
 $5,000 /wk
Clean Fee: 
$600 per week

This house has a Two week Minimum August weeks.  Owner will discount for more than two week stay!  Please inquire with Agent.

 

Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.

Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy on lagoon beach, private dock for boaters. Owner provides 2 kayaks! Larger boats, skiffs, paddle boards and...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Bathrooms: 
4
Price Range:
$5,000 - $15,000
June 2018
SuMoTuWeThFrSaWeek
 1
2
$5,000 /wk
3
4
5
6
7
8
9
$7,500 /wk
10
11
12
13
14
15
16
$7,500 /wk
17
18
19
20
21
22
23
$8,000 /wk
24
25
26
27
28
29
30
$10,000 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$13,000 /wk
8
9
10
11
12
13
14
$13,000 /wk
15
16
17
18
19
20
21
$13,000 /wk
22
23
24
25
26
27
28
$14,000 /wk
29
30
31
 $14,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$14,000 /wk
5
6
7
8
9
10
11
$15,000 /wk
12
13
14
15
16
17
18
$15,000 /wk
19
20
21
22
23
24
25
$15,000 /wk
26
27
28
29
30
31
 $13,000 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$13,000 /wk
2
3
4
5
6
7
8
$10,000 /wk
9
10
11
12
13
14
15
$7,500 /wk
16
17
18
19
20
21
22
$7,500 /wk
23
24
25
26
27
28
29
$7,500 /wk
30
 $6,000 /wk
Clean Fee: 
$600 per week
Lovely Katama Home, 1 Mile to South Beach, Bike Paths to Beach and Village Center

This charming and well-maintained home is located in the heart of the Katama, South Beach area of Edgartown.  Surrounded by a large landscaped yard and featuring a lovely spacious bluestone patio area,...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
1
Price Range:
$3,500 - $3,500
June 2018
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 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500 /wk
8
9
10
11
12
13
14
$3,500 /wk
15
16
17
18
19
20
21
$3,500 /wk
22
23
24
25
26
27
28
$3,500 /wk
29
30
31
 $3,500 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500 /wk
5
6
7
8
9
10
11
$3,500 /wk
12
13
14
15
16
17
18
$3,500 /wk
19
20
21
22
23
24
25
$3,500 /wk
26
27
28
29
30
31
 $3,500 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$3,500 /wk
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: 
$275 per week

This quaint 3 bedroom traditional 2 floor Cape is located 10 minute walk from Edgartown Village Center and conveniently near bus route and bike path to South Beach.  Three full...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
3
Price Range:
$5,000 - $6,000
June 2018
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 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,000 /wk
8
9
10
11
12
13
14
$6,000 /wk
15
16
17
18
19
20
21
$6,000 /wk
22
23
24
25
26
27
28
$6,000 /wk
29
30
31
 $6,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
7
8
9
10
11
$6,000 /wk
12
13
14
15
16
17
18
$6,000 /wk
19
20
21
22
23
24
25
$6,000 /wk
26
27
28
29
30
31
 $6,000 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$6,000 /wk
2
3
4
5
6
7
8
$5,000 /wk
9
10
11
12
13
14
15
$5,000 /wk
16
17
18
19
20
21
22
$5,000 /wk
23
24
25
26
27
28
29
$5,000 /wk
30
 $5,000 /wk
Clean Fee: 
$350 per week
Outstanding Katama Home, Heated Pool, Bike Paths lead directly to South Beach and Edgartown Village Area

From the second you turn into the driveway you are treated to a special vacation oasis perfectly situated equidistance to the beach and town and with bike paths leading to each at...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$15,000 - $15,000
June 2018
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 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$15,000 /wk
8
9
10
11
12
13
14
$15,000 /wk
15
16
17
18
19
20
21
$15,000 /wk
22
23
24
25
26
27
28
$15,000 /wk
29
30
31
 $15,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,000 /wk
5
6
7
8
9
10
11
$15,000 /wk
12
13
14
15
16
17
18
$15,000 /wk
19
20
21
22
23
24
25
$15,000 /wk
26
27
28
29
30
31
 $15,000 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$15,000 /wk
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
Merry Farm Summer Estate, Heated Pool, Set on 28 Acres, Open Meadows and Private Pond Views

Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with...Read more

Location: 
West Tisbury
Sleeps: 
12
Bedrooms: 
7
Bathrooms: 
5
Price Range:
$9,000 - $15,000
June 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
$9,000 /wk
10
11
12
13
14
15
16
$9,000 /wk
17
18
19
20
21
22
23
$10,000 /wk
24
25
26
27
28
29
30
$11,000 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$13,500 /wk
8
9
10
11
12
13
14
$13,500 /wk
15
16
17
18
19
20
21
$13,500 /wk
22
23
24
25
26
27
28
$15,000 /wk
29
30
31
 $15,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,000 /wk
5
6
7
8
9
10
11
$15,000 /wk
12
13
14
15
16
17
18
$15,000 /wk
19
20
21
22
23
24
25
$15,000 /wk
26
27
28
29
30
31
 $13,500 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$13,500 /wk
2
3
4
5
6
7
8
$10,000 /wk
9
10
11
12
13
14
15
$9,000 /wk
16
17
18
19
20
21
22
$9,000 /wk
23
24
25
26
27
28
29
$9,000 /wk
30
 
Clean Fee: 
$800 per week
Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully Landsacped, Newly Painted and Furnished for 2017

Outstanding vacation home, centrally located to all three down island town centers and multiple public beaches. Set in the Iron Hill Farm Community of homes this lovely home overlooks picturesque,-  Little Duarte...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$3,000 - $6,300
June 2018
SuMoTuWeThFrSaWeek
 1
2
$3,000 /wk
3
4
5
6
7
8
9
$3,000 /wk
10
11
12
13
14
15
16
$3,000 /wk
17
18
19
20
21
22
23
$3,000 /wk
24
25
26
27
28
29
30
$3,600 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,300 /wk
8
9
10
11
12
13
14
$5,300 /wk
15
16
17
18
19
20
21
$5,300 /wk
22
23
24
25
26
27
28
$5,500 /wk
29
30
31
 $6,000 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
7
8
9
10
11
$6,000 /wk
12
13
14
15
16
17
18
$6,300 /wk
19
20
21
22
23
24
25
$6,000 /wk
26
27
28
29
30
31
 $5,300 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$5,300 /wk
2
3
4
5
6
7
8
$5,300 /wk
9
10
11
12
13
14
15
$3,600 /wk
16
17
18
19
20
21
22
$3,000 /wk
23
24
25
26
27
28
29
$3,000 /wk
30
 $3,000 /wk
Clean Fee: 
$350 per week
Beautiful Newly Updated Cape Style Home, Association Tennis Courts 2 min Walk, Biking & Hiking Trails, Beaches 10 minutes from House

This lovely three bedroom 2.5 bath home features sun filled rooms, open floor plan throughout, screened porch set up as a summer living room with sectional sofa and a large...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$2,500 - $4,200
June 2018
SuMoTuWeThFrSaWeek
 1
2
$2,900 /wk
3
4
5
6
7
8
9
$2,900 /wk
10
11
12
13
14
15
16
$2,900 /wk
17
18
19
20
21
22
23
$2,900 /wk
24
25
26
27
28
29
30
$3,800 /wk
July 2018
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,800 /wk
8
9
10
11
12
13
14
$3,800 /wk
15
16
17
18
19
20
21
$3,800 /wk
22
23
24
25
26
27
28
$3,800 /wk
29
30
31
 $4,200 /wk
August 2018
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200 /wk
5
6
7
8
9
10
11
$4,200 /wk
12
13
14
15
16
17
18
$4,200 /wk
19
20
21
22
23
24
25
$4,200 /wk
26
27
28
29
30
31
 $4,200 /wk
September 2018
SuMoTuWeThFrSaWeek
 1
$4,200 /wk
2
3
4
5
6
7
8
$4,200 /wk
9
10
11
12
13
14
15
$2,900 /wk
16
17
18
19
20
21
22
$2,900 /wk
23
24
25
26
27
28
29
$2,900 /wk
30
 $2,900 /wk
Clean Fee: 
$300 per week

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