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Luxury South Beach Home, Heated Pool, Cabana with Fireplace

Luxury gambrel home with heated pool, large patio and pool cabana. This custom designed home sits equidistance between Edgartown Village area and South Beach, bike paths at the end of the driveway...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$16,000 - $17,000
June 2019
SuMoTuWeThFrSaWeek
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 $16,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$16,000 /wk
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$16,000 /wk
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$16,000 /wk
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$16,000 /wk
28
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 $16,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
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$16,000 /wk
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$17,000 /wk
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$17,000 /wk
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$17,000 /wk
25
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$17,000 /wk
September 2019
SuMoTuWeThFrSa
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Clean Fee: 
$250 per week
Tax: State & Local: 
9.7

Pool heated to 80 degrees in July and August included. Pool heated to 80 degrees June and September additional $250 per week. 

 
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CHAP2

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Edgartown Compound with Main and Guest Cottage, Heated Pool, Village Area Location

Newly renovated, cottage styling, professionally decorated, chef's kitchen, multiple living areas and luxury amenities throughout.  While the the house fronts  Main Street and Canon Ball Park the featured outdoor living...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
4
Bathrooms: 
5
Price Range:
$6,500 - $19,500
June 2019
SuMoTuWeThFrSaWeek
 1
$8,500 /wk
2
3
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$8,500 /wk
9
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$12,500 /wk
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$17,500 /wk
23
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25
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28
29
$18,500 /wk
30
 $18,500 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$18,500 /wk
7
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$18,500 /wk
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$18,500 /wk
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$19,500 /wk
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30
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 $19,500 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
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$19,500 /wk
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$19,500 /wk
11
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$19,500 /wk
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23
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$19,500 /wk
25
26
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30
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$12,500 /wk
September 2019
SuMoTuWeThFrSaWeek
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$8,500 /wk
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$8,500 /wk
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$6,500 /wk
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$6,500 /wk
29
30
 $6,500 /wk
Clean Fee: 
$650 weekly
Tax: State & Local: 
9.7

Auto Ferry Tickets Available, please inquire! (mv)

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ROSBP

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Water Haven- Spectacular Waterfront Luxury Vacation Home, Infinity Pool

This magnificent waterfront estate sits on 1 acre of land and is surrounded by 160 acres of conservation land.  Elegantly designed and situated, this home takes advantage of its location...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
6
Bathrooms: 
6
Price Range:
$25,000 - $60,000
June 2019
SuMoTuWeThFrSaWeek
 1
$25,000 /wk
2
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$35,000 /wk
9
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$35,000 /wk
16
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21
22
$35,000 /wk
23
24
25
26
27
28
29
$35,000 /wk
30
 $45,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$45,000 /wk
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$45,000 /wk
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$45,000 /wk
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$45,000 /wk
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 $60,000 /wk
August 2019
SuMoTuWeThFrSaWeek
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$60,000 /wk
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$60,000 /wk
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$60,000 /wk
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$60,000 /wk
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$55,000 /wk
September 2019
SuMoTuWeThFrSaWeek
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$35,000 /wk
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$35,000 /wk
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$35,000 /wk
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$35,000 /wk
29
30
 $25,000 /wk
Clean Fee: 
Additional: Please Inquire
Tax: State & Local: 
9.7
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ROSSR

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Chilmark, Waterview, Private Pool

High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$8,250 - $8,250
June 2019
SuMoTuWeThFrSaWeek
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30
 $8,250 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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 $8,250 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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30
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$8,250 /wk
September 2019
SuMoTuWeThFrSaWeek
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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$8,250 /wk
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 $8,250 /wk
Clean Fee: 
$250 per week
Tax: State & Local: 
9.7
 
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GOLDF

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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 2019
SuMoTuWeThFrSaWeek
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 $8,500 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$8,500 /wk
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$8,500 /wk
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$8,500 /wk
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$9,000 /wk
28
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30
31
 $9,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$9,000 /wk
4
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$9,000 /wk
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$9,000 /wk
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$9,000 /wk
25
26
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30
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$8,500 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
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7
$5,500 /wk
8
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$4,900 /wk
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21
$4,900 /wk
22
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25
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27
28
$4,900 /wk
29
30
 $4,900 /wk
Clean Fee: 
$475 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. Please inquire with agent for details

 
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FINNM

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Luxury Retreat, Heart of Edgartown Village, Heated Salt Water Pool, 500 yards to Fuller St Beach, Two Blocks to Lighthouse Beach, 5 minute Walk to Village Center

Newly completed and welcoming renters for the 2015 Season. Custom tri-level home with designer touches throughout.  Features open concept main level with French doors leading to the pool and patio areas...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
5
Price Range:
$13,900 - $29,000
June 2019
SuMoTuWeThFrSaWeek
 1
$13,900 /wk
2
3
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$18,000 /wk
9
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$18,000 /wk
16
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21
22
$25,000 /wk
23
24
25
26
27
28
29
$25,750 /wk
30
 $26,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
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6
$26,000 /wk
7
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$26,000 /wk
14
15
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20
$26,000 /wk
21
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25
26
27
$26,000 /wk
28
29
30
31
 $27,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$27,000 /wk
4
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10
$29,000 /wk
11
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$29,000 /wk
18
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24
$29,000 /wk
25
26
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29
30
31
$29,000 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
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7
$25,000 /wk
8
9
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14
$16,900 /wk
15
16
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21
$16,900 /wk
22
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25
26
27
28
$16,900 /wk
29
30
 $13,900 /wk
Clean Fee: 
$600 per week
Tax: State & Local: 
9.7
 
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WESTD

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

Upgrades for Summer 2016, - newly painted throughout and all new carpteting.Custom crafted contemporary home set on lush professionally landscaped grounds. The pool and patio area overlook the large yard with...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
6
Bathrooms: 
4
Price Range:
$7,500 - $11,000
June 2019
SuMoTuWeThFrSaWeek
 1
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7
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$7,500 /wk
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$7,500 /wk
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$7,500 /wk
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$7,500 /wk
30
 $10,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
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$10,000 /wk
7
8
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$11,000 /wk
14
15
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19
20
$11,000 /wk
21
22
23
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25
26
27
$11,000 /wk
28
29
30
31
 $11,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$11,000 /wk
4
5
6
7
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9
10
$11,000 /wk
11
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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
September 2019
SuMoTuWeThFrSaWeek
1
2
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5
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7
$11,000 /wk
8
9
10
11
12
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14
$11,000 /wk
15
16
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21
$11,000 /wk
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25
26
27
28
$11,000 /wk
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
5.7

New upgrades for 2018 include all newly painted and all new carpeting throughout the house.  Upgrades  not shown in photos. 

 

Pool Heated to 81.  If renter desires increase in temperature it is $200 per week.

 
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WALSB

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New Contemporary Luxury Home, Heated Pool 18 x 40, Luxury Amenities, Screened Porch, Patio and Private Yard

This beautiful new luxury home with an 18 x 40 heated pool which is located a quick bike ride to Morning Glory Farm and close to historic Edgartown Village, is...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Bathrooms: 
4
Price Range:
$4,000 - $16,500
June 2019
SuMoTuWeThFrSaWeek
 1
$5,600 /wk
2
3
4
5
6
7
8
$5,800 /wk
9
10
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14
15
$8,750 /wk
16
17
18
19
20
21
22
$10,000 /wk
23
24
25
26
27
28
29
$14,000 /wk
30
 $15,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000 /wk
7
8
9
10
11
12
13
$15,000 /wk
14
15
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19
20
$15,000 /wk
21
22
23
24
25
26
27
$16,000 /wk
28
29
30
31
 $16,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$16,000 /wk
4
5
6
7
8
9
10
$16,500 /wk
11
12
13
14
15
16
17
$16,500 /wk
18
19
20
21
22
23
24
$15,750 /wk
25
26
27
28
29
30
31
$15,000 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,750 /wk
8
9
10
11
12
13
14
$7,200 /wk
15
16
17
18
19
20
21
$6,750 /wk
22
23
24
25
26
27
28
$4,750 /wk
29
30
 $4,000 /wk
Clean Fee: 
$550 per week
Tax: State & Local: 
9.7

Pool is heated to 82 degrees in July and August.  Additional heating charges ($200 per week) will apply for May, June, September and October.

 
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LEMAA

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Katama Luxury Home - Private Heated Pool with Pool Bar & Patio, Private Landscaped Yard, Screened Porch with Dining Area and Outdoor Living Room, Spacious Deck overlooks Yard & Pool, A/C

Outstanding Katama home set on two private acres and featuring summer living at its best.  Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the...Read more

Location: 
Katama
Sleeps: 
14
Bedrooms: 
6
Bathrooms: 
4
Price Range:
$4,500 - $15,000
June 2019
SuMoTuWeThFrSaWeek
 1
$7,000 /wk
2
3
4
5
6
7
8
$8,000 /wk
9
10
11
12
13
14
15
$9,000 /wk
16
17
18
19
20
21
22
$10,000 /wk
23
24
25
26
27
28
29
$12,500 /wk
30
 $13,500 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$13,500 /wk
7
8
9
10
11
12
13
$13,500 /wk
14
15
16
17
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19
20
$13,500 /wk
21
22
23
24
25
26
27
$13,500 /wk
28
29
30
31
 $15,000 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$15,000 /wk
4
5
6
7
8
9
10
$15,000 /wk
11
12
13
14
15
16
17
$15,000 /wk
18
19
20
21
22
23
24
$15,000 /wk
25
26
27
28
29
30
31
$15,000 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$13,500 /wk
8
9
10
11
12
13
14
$9,000 /wk
15
16
17
18
19
20
21
$8,000 /wk
22
23
24
25
26
27
28
$7,000 /wk
29
30
 $6,000 /wk
Clean Fee: 
$600 per week
Tax: State & Local: 
9.7

Owner will rent long weekends in early June and September - please inquire

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WOODJ

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Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Home Gym, 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 assure that you will relax before after...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$4,600 - $8,800
June 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$5,100 /wk
9
10
11
12
13
14
15
$6,100 /wk
16
17
18
19
20
21
22
$6,100 /wk
23
24
25
26
27
28
29
$7,000 /wk
30
 $7,800 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,800 /wk
7
8
9
10
11
12
13
$8,300 /wk
14
15
16
17
18
19
20
$8,300 /wk
21
22
23
24
25
26
27
$8,800 /wk
28
29
30
31
 $8,800 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$8,800 /wk
4
5
6
7
8
9
10
$8,800 /wk
11
12
13
14
15
16
17
$8,800 /wk
18
19
20
21
22
23
24
$8,800 /wk
25
26
27
28
29
30
31
$7,500 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,100 /wk
8
9
10
11
12
13
14
$6,100 /wk
15
16
17
18
19
20
21
$6,100 /wk
22
23
24
25
26
27
28
$6,100 /wk
29
30
 $4,600 /wk
Clean Fee: 
$550 per week
Tax: State & Local: 
5.7

Ferry ticket available for weeks 7/14-7/21, 7/21-7/28, 8/25-9/1 - please inquire

 
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WEINP

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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:
$9,000 - $9,000
June 2019
SuMoTuWeThFrSa
 1
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9
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29
30
 
July 2019
SuMoTuWeThFrSa
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30
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August 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
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$9,000 /wk
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12
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$9,000 /wk
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23
24
25
26
27
28
29
30
31
September 2019
SuMoTuWeThFrSa
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Clean Fee: 
$250 per week
Tax: State & Local: 
9.7

Ferry Tickets Available: Please inquire for details!

 

Pool heated to 82 degrees and included in the rental rate in July & August

 

 
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OCONS

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Ferry Tickets open weeks, Luxury Main & Guest House, Heated Pool, A/C, Located in Village Area, Walk to Light House Beach

Stylish luxury,  recently renovated  in town home with separate guest house and heated pool.  Walk to Lighthouse Beach, Fuller Street Beach, shops, fine dining at one of the many establishments in-town, galleries...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
7
Bathrooms: 
4
Price Range:
$9,500 - $18,500
June 2019
SuMoTuWeThFrSaWeek
 1
$9,500 /wk
2
3
4
5
6
7
8
$12,500 /wk
9
10
11
12
13
14
15
$12,500 /wk
16
17
18
19
20
21
22
$12,500 /wk
23
24
25
26
27
28
29
$17,995 /wk
30
 $17,995 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,995 /wk
7
8
9
10
11
12
13
$17,995 /wk
14
15
16
17
18
19
20
$17,995 /wk
21
22
23
24
25
26
27
$17,995 /wk
28
29
30
31
 $18,500 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$18,500 /wk
4
5
6
7
8
9
10
$18,500 /wk
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12
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15
16
17
$18,500 /wk
18
19
20
21
22
23
24
$18,500 /wk
25
26
27
28
29
30
31
$18,500 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,500 /wk
8
9
10
11
12
13
14
$12,500 /wk
15
16
17
18
19
20
21
$12,500 /wk
22
23
24
25
26
27
28
$12,500 /wk
29
30
 $12,500 /wk
Clean Fee: 
$350 per week
Tax: State & Local: 
9.7
 
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MONEN

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Vacation Retreat, Heated Pool, AC, WiFi, Close Proximitity to Towns and Beaches , Perfect Home for Extended Families.

Contemporary design, this spacious home has just been updated and features two spacious living areas, 5 bedrooms and 3.5 bath. Designed to accommodate two families the lower level features a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$3,500 - $8,000
June 2019
SuMoTuWeThFrSaWeek
 1
$3,500 /wk
2
3
4
5
6
7
8
$5,500 /wk
9
10
11
12
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15
$5,500 /wk
16
17
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22
$5,500 /wk
23
24
25
26
27
28
29
$5,500 /wk
30
 $6,500 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500 /wk
7
8
9
10
11
12
13
$6,500 /wk
14
15
16
17
18
19
20
$6,500 /wk
21
22
23
24
25
26
27
$7,500 /wk
28
29
30
31
 $7,500 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$7,500 /wk
4
5
6
7
8
9
10
$7,500 /wk
11
12
13
14
15
16
17
$8,000 /wk
18
19
20
21
22
23
24
$7,500 /wk
25
26
27
28
29
30
31
$7,500 /wk
September 2019
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
$5,500 /wk
29
30
 $3,500 /wk
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Ferry Ticket available for week 7/14-7/21 - please inquire

POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE, POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK

297.JPG
 
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KENN5

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Main & Guest House, Pool, A/C
Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
5
Bathrooms: 
5
Price Range:
$6,250 - $13,000
June 2019
SuMoTuWeThFrSaWeek
 1
$6,250 /wk
2
3
4
5
6
7
8
$8,750 /wk
9
10
11
12
13
14
15
$8,750 /wk
16
17
18
19
20
21
22
$8,750 /wk
23
24
25
26
27
28
29
$8,750 /wk
30
 $12,250 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,250 /wk
7
8
9
10
11
12
13
$12,250 /wk
14
15
16
17
18
19
20
$12,250 /wk
21
22
23
24
25
26
27
$12,250 /wk
28
29
30
31
 $13,000 /wk
August 2019
SuMoTuWeThFrSaWeek
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2
3
$13,000 /wk
4
5
6
7
8
9
10
$13,000 /wk
11
12
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15
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$13,000 /wk
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19
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23
24
$13,000 /wk
25
26
27
28
29
30
31
$12,500 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
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$8,750 /wk
8
9
10
11
12
13
14
$8,750 /wk
15
16
17
18
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20
21
$8,750 /wk
22
23
24
25
26
27
28
$8,750 /wk
29
30
 $6,250 /wk
Clean Fee: 
$350 per week
Tax: State & Local: 
9.7

POOL USAGE IS RESERVED FOR RENTERS OF PROPERTY ONLY

0870542821.jpg
 
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KENNW

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Watcha Path, A/C, Hot Tub, Pool - shared with main house

This elegant contemporary home is surrounded by pastoral fields. Private, yet just an eight minute drive to Edgartown Village. Wonderful sun porch for relaxing or dining. Flagstone patio is the...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
2
Bathrooms: 
2
Price Range:
$2,250 - $5,000
June 2019
SuMoTuWeThFrSaWeek
 1
$2,250 /wk
2
3
4
5
6
7
8
$3,250 /wk
9
10
11
12
13
14
15
$3,250 /wk
16
17
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20
21
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$3,250 /wk
23
24
25
26
27
28
29
$4,000 /wk
30
 $4,000 /wk
July 2019
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000 /wk
7
8
9
10
11
12
13
$4,750 /wk
14
15
16
17
18
19
20
$4,750 /wk
21
22
23
24
25
26
27
$4,750 /wk
28
29
30
31
 $4,750 /wk
August 2019
SuMoTuWeThFrSaWeek
 1
2
3
$4,750 /wk
4
5
6
7
8
9
10
$5,000 /wk
11
12
13
14
15
16
17
$5,000 /wk
18
19
20
21
22
23
24
$5,000 /wk
25
26
27
28
29
30
31
$5,000 /wk
September 2019
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,250 /wk
8
9
10
11
12
13
14
$3,250 /wk
15
16
17
18
19
20
21
$3,250 /wk
22
23
24
25
26
27
28
$3,250 /wk
29
30
 $2,250 /wk
Clean Fee: 
$150 per week
Tax: State & Local: 
9.7

POOL USAGE FOR RENTERS IN MAIN AND GUEST HOUSE ONLY.  NO ADDITIONAL DAY GUESTS PERMITTED.

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