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Mink Meadows Family Compound, Private Heated Pool, Walk or Drive to Private Association Beach, Beautifully Landscaped Yard, Deck and Patio, Golf 1 Mile from House

Spacious 4 Bedroom, 3.5 bath family compound with 28 x 14  heated pool, multiple indoor/outdoor living spaces situated in Mink Meadows Association. 

Mink Meadows Public Golf Course is just a short drive...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,400 - $8,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,400
6
7
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9
10
11
12
$4,400
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
 $7,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,800
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5
6
7
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9
10
$7,800
11
12
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$7,800
18
19
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24
$7,800
25
26
27
28
29
30
31
$8,500
August 2027
SuMoTuWeThFrSaWeek
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2
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$8,500
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$8,500
15
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21
$8,500
22
23
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25
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27
28
$8,500
29
30
31
 $6,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
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11
$6,500
12
13
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$6,500
19
20
21
22
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24
25
$6,500
26
27
28
29
30
 $6,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

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

 

Pool heated to 81 degrees June & September additional $250 per week. Requests for higher temperature, please contact your agent for details. 

 

Pool heated to 81 degrees May & October additional $350 per week. Requests for higher temperature, please contact your agent for details.

 

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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

Custom tri-level home with designer touches throughout.  Features open concept main level with French doors leading to the pool and patio areas and to the portico with fireplace.  Several living entertainment ...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$25,000 - $40,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$28,000
6
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$28,000
13
14
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$28,000
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21
22
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25
26
$28,000
27
28
29
30
 $38,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$38,500
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5
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10
$38,500
11
12
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$38,500
18
19
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22
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24
$38,500
25
26
27
28
29
30
31
$38,500
August 2027
SuMoTuWeThFrSaWeek
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2
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$40,000
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9
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13
14
$40,000
15
16
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20
21
$40,000
22
23
24
25
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27
28
$40,000
29
30
31
 $25,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
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$25,000
12
13
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18
$25,000
19
20
21
22
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25
$25,000
26
27
28
29
30
 $25,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heat included in Rental Rate.

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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
Baths: 
4
Price Range:
$8,500 - $12,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,500
6
7
8
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10
11
12
$8,500
13
14
15
16
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18
19
$8,500
20
21
22
23
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25
26
$11,000
27
28
29
30
 $12,100
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$12,100
4
5
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10
$12,100
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12
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$12,100
18
19
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24
$12,100
25
26
27
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29
30
31
$12,500
August 2027
SuMoTuWeThFrSaWeek
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7
$12,500
8
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14
$12,500
15
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20
21
$12,500
22
23
24
25
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27
28
$11,500
29
30
31
 $9,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,000
5
6
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$9,000
12
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$9,000
19
20
21
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25
$9,000
26
27
28
29
30
 $9,000
Clean Fee: 
$600 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 

Pool is 18 x 38 with a deep end, no diving board

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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 beautifully furnished, large screened porch opening onto the deck overlooking the pool...Read more

Location: 
Katama
Sleeps: 
14
Bedrooms: 
6
Baths: 
4
Price Range:
$4,000 - $16,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$10,000
13
14
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18
19
$12,000
20
21
22
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25
26
$13,500
27
28
29
30
 $14,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$14,000
4
5
6
7
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10
$14,500
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12
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$14,500
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24
$16,000
25
26
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30
31
$16,000
August 2027
SuMoTuWeThFrSaWeek
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$16,000
8
9
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14
$16,000
15
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20
21
$16,000
22
23
24
25
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27
28
$16,000
29
30
31
 $7,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,000
5
6
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$7,000
12
13
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$6,000
19
20
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25
$6,000
26
27
28
29
30
 $5,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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

 

Pool heated to 81 degrees May, June, September & October an additional $300 propane surcharge.

 

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Spacious Oak Bluffs Home, Heated Pool 16 x 32, 4 bedrooms & 3.5 baths sleeps 8

This charming and spacious 4-bedroom, 3.5-bath home offers multiple living areas, including a main living room with TV, a cozy sitting room, and a lower-level family room featuring a TV,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$14,000
August 2027
SuMoTuWeThFrSaWeek
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$14,000
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$14,000
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$14,000
22
23
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29
30
31
 
September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$550
Tax: State & Local: 
11.7
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Deep Bottom Pond, Private Heated Pool, Central Air, WiFi, Gorgeous Views

Contemporary home in the Deep Bottom area of West Tisbury. This gracious home with a pool and patio overlooks the open meadowland that is the Deep Bottom. The home is...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$13,500 - $13,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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10
11
12
13
14
15
16
17
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19
20
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25
26
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29
30
 $13,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$13,500
4
5
6
7
8
9
10
$13,500
11
12
13
14
15
16
17
$13,500
18
19
20
21
22
23
24
$13,500
25
26
27
28
29
30
31
$13,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$13,500
8
9
10
11
12
13
14
$13,500
15
16
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18
19
20
21
$13,500
22
23
24
25
26
27
28
$13,500
29
30
31
 $13,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,500
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: 
$475 per week
Tax: State & Local: 
11.7

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

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