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Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, Ideal Central Location

New cape style home, glistening with attention to detail!  Not all homes have to be large to feature quality, luxury decor.  This is a custom-built cape, where the owners have...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,300 - $5,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,400
6
7
8
9
10
11
12
$3,400
13
14
15
16
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18
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$3,600
20
21
22
23
24
25
26
$4,100
27
28
29
30
 $4,100
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,100
4
5
6
7
8
9
10
$4,100
11
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$4,100
18
19
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23
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$5,300
25
26
27
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29
30
31
$5,300
August 2027
SuMoTuWeThFrSaWeek
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3
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5
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7
$5,300
8
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$5,800
15
16
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20
21
$5,800
22
23
24
25
26
27
28
$5,350
29
30
31
 $4,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,100
5
6
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10
11
$4,100
12
13
14
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$3,400
19
20
21
22
23
24
25
$3,400
26
27
28
29
30
 
Clean Fee: 
$485
Tax: State & Local: 
11.7
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Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Multiple Living Spaces, Screened Porch, Spacious Deck, AC, Wifi, Beautifully Furnished, Bike Paths at the head of the Road

Spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. . The main living level features an open concept and hosts a family...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,700 - $14,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,900
20
21
22
23
24
25
26
$5,900
27
28
29
30
 $6,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,500
4
5
6
7
8
9
10
$6,500
11
12
13
14
15
16
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$6,500
18
19
20
21
22
23
24
$7,000
25
26
27
28
29
30
31
$7,900
August 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
6
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$14,500
8
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14
$15,500
15
16
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21
$15,500
22
23
24
25
26
27
28
$9,000
29
30
31
 $8,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,000
5
6
7
8
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10
11
$6,900
12
13
14
15
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17
18
$6,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
 $5,700
Clean Fee: 
$550 per week ($375 for interim cleaning on multiple week rentals)
Tax: State & Local: 
11.7
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Stunning 6 Bedroom, 5.5 Bath Home, Heated Pool, Multiple Indoor, Outdoor Entertainment Areas

Luxury Edgartown Retreat with Heated Pool & Expansive Grounds

This beautifully appointed vacation home offers the perfect blend of luxury, comfort, and space, ideal for extended families and friends. Featuring a...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$7,500 - $26,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$12,500
20
21
22
23
24
25
26
$12,500
27
28
29
30
 $24,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$24,000
4
5
6
7
8
9
10
$24,000
11
12
13
14
15
16
17
$24,000
18
19
20
21
22
23
24
$24,000
25
26
27
28
29
30
31
$24,000
August 2027
SuMoTuWeThFrSaWeek
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2
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5
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$26,500
8
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13
14
$26,500
15
16
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18
19
20
21
$26,500
22
23
24
25
26
27
28
$20,000
29
30
31
 $17,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$17,500
5
6
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$17,500
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13
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$10,500
19
20
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22
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24
25
$10,500
26
27
28
29
30
 $10,500
Clean Fee: 
$725
Tax: State & Local: 
11.7

Pool Heated to 82 degrees, July & August weeks included in rental rate.

Pool Heated 82 degrees, July & September weeks, additional $350 propane surcharge per week. 

May & October Pool Heat, additional $450 propane surcharge per week

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Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths

Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,500 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
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9
10
11
12
$5,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
 $7,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,900
4
5
6
7
8
9
10
$7,900
11
12
13
14
15
16
17
$7,900
18
19
20
21
22
23
24
$7,900
25
26
27
28
29
30
31
$7,900
August 2027
SuMoTuWeThFrSaWeek
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2
3
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$7,900
8
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14
$7,900
15
16
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18
19
20
21
$7,900
22
23
24
25
26
27
28
$7,900
29
30
31
 $4,370
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,370
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
$4,500
26
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Heated Pool, 10 x 16. Edgartown Village Center, Walk to Town, Sleeps 6, South and State Beaches 10 to 12 minute drive.

Beautiful new in-town home with heated pool,screened porch, a lovely, landscaped yard with expansive lawn area and nicely tucked on a quiet street just a 10-minute walk from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$10,000 - $15,000
June 2027
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSa
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September 2027
SuMoTuWeThFrSaWeek
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$15,000
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$15,000
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21
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24
25
$15,000
26
27
28
29
30
 $15,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Stylish Main & Guest House with Heated Pool, 10 x 16 Plunge Pool,Landscaped Yard, Walk to Village Center, Sleeps 8-10 2026- Owner will rent Main House Only in June for $10,000 per week, and $15,000 open July weeks.Inquire for Details!

This inviting 5-bedroom, 3.5-bath compound is perfect for extended families and friends. It features a Main House and separate Guest House, both offering a heated plunge pool, 10 x 16...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
5
Baths: 
3
Price Range:
$15,000 - $20,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
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5
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29
30
 $18,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$18,000
4
5
6
7
8
9
10
$20,000
11
12
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16
17
$18,000
18
19
20
21
22
23
24
$18,000
25
26
27
28
29
30
31
$18,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
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7
$20,000
8
9
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13
14
$20,000
15
16
17
18
19
20
21
$20,000
22
23
24
25
26
27
28
$15,000
29
30
31
 
September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Pool Heated to 82 included in rental rate July & August weeks.

Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.

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Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area

Charming Historic Home in the Heart of Edgartown Village

Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,500 - $12,900
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$9,000
20
21
22
23
24
25
26
$9,000
27
28
29
30
 $12,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$12,900
4
5
6
7
8
9
10
$12,900
11
12
13
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15
16
17
$12,900
18
19
20
21
22
23
24
$12,900
25
26
27
28
29
30
31
$12,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,900
8
9
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11
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13
14
$12,900
15
16
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18
19
20
21
$12,900
22
23
24
25
26
27
28
$12,900
29
30
31
 $12,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,900
5
6
7
8
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10
11
$9,000
12
13
14
15
16
17
18
$9,000
19
20
21
22
23
24
25
$9,000
26
27
28
29
30
 $9,000
Clean Fee: 
$500
Tax: State & Local: 
11.7

 

 

 

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Perfect Retreat for Large Families, 1.5 miles to Oak Bluffs Town Center & Beach, Bike Path at end of Street

Spacious and perfect for extended families, featuring multiple attractively furnished living areas, and sleeps 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more

Location: 
Oak Bluffs
Sleeps: 
11
Bedrooms: 
5
Baths: 
3
Price Range:
$7,950 - $7,950
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
August 2027
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
29
30
31
 $7,950
September 2027
SuMoTuWeThFrSaWeek
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2
3
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$7,950
5
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$7,950
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$7,950
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25
$7,950
26
27
28
29
30
 $7,950
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Set Just on the ouskirts of Oak Bluffs. Central AC, Screened Porch

Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs center and beach area.  Fully furnished screen porch and shady porch.  This lovely home sleeps families of 8 comfortably.

The main...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$6,500 - $7,100
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$6,500
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$6,500
August 2027
SuMoTuWeThFrSaWeek
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$7,100
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$7,100
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September 2027
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Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8

The perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by woodlands.  Bold Meadow is a lovely private enclave of homes on the outskirts of...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$525 per week
Tax: State & Local: 
11.7

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