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Cozy Newly updated Seashore Cottage, East Chop Highlands Area, Farmers Porch and Deck

If you are looking for an immaculate, charming, cottage-style, yet modern home close to Oak Bluffs center, look no further. This recently updated 3 bedroom, 2 bath home features sunny open...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $6,700
June 2026
SuMoTuWeThFrSaWeek
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$5,600
28
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 $6,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,700
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$6,700
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$6,700
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$6,700
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30
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 $6,700
August 2026
SuMoTuWeThFrSaWeek
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$6,700
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$6,700
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$6,700
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$6,700
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28
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$6,700
30
31
 $5,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$5,600
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$5,600
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$5,600
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21
22
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25
26
$5,600
27
28
29
30
 $5,600
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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LIJOY

Inquire
Property Details
Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, Bike Paths at Entrance to Neighborhood, Multiple Beaches Near By

Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,700 - $6,700
June 2026
SuMoTuWeThFrSaWeek
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$5,700
28
29
30
 $6,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,400
5
6
7
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10
11
$6,400
12
13
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18
$6,400
19
20
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$6,400
26
27
28
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30
31
 $6,600
August 2026
SuMoTuWeThFrSaWeek
 1
$6,600
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3
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$7,000
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$7,000
16
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$7,000
23
24
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28
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$6,400
30
31
 $6,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,700
6
7
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$5,500
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$4,700
20
21
22
23
24
25
26
$4,700
27
28
29
30
 $4,700
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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DHANM

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Property Details
Adorable Oak Bluffs Cottage Just Over a Mile to the Village Center and Town Beaches, Porch, Deck, 4 Bedrooms, 2 Baths

Nestled on a quiet street, this recently updated residence boasts delightful indoor and outdoor living areas. The entrance porch offers cozy seating with wicker chairs and a small dining table that...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,950 - $6,700
June 2026
SuMoTuWeThFrSaWeek
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$4,200
28
29
30
 
July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$5,000
9
10
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14
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$5,500
16
17
18
19
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21
22
$5,700
23
24
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28
29
$4,000
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
6
7
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$3,000
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$3,000
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21
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25
26
$3,000
27
28
29
30
 $2,300
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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THORB

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Property Details
Contemporary 4 Bedroom, 4 Bath, Multiple Living Spaces, Walk to Oak Bluffs Center and Inkwell Beach-10 minutes

Perfect for extended families and friends, this spacious tri-level contemporary home offers multiple gathering spaces, comfortable accommodations, and an ideal location just a short stroll from the heart of Oak Bluffs....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,500 - $6,500
June 2026
SuMoTuWeThFrSa
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2
3
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July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
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$5,500
12
13
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$5,500
19
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25
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27
28
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30
31
 
August 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
6
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$6,500
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$6,500
30
31
 
September 2026
SuMoTuWeThFrSa
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21
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23
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25
26
27
28
29
30
 
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in July - see calendar for adjusted rates

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MILLD

Inquire
Property Details
Green Home, Private Location, AC, Screened Porch with dining for 8, Patio, Short Drive to Gorgeous West Tisbury Beaches

Contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families....Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$3,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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12
13
14
15
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21
22
23
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25
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27
28
29
30
 $4,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
5
6
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8
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$5,500
12
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18
$5,500
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20
21
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23
24
25
$5,500
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
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7
8
$6,500
9
10
11
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14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
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28
29
$6,500
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
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12
$3,500
13
14
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17
18
19
$3,500
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
Add Favorite
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BURBS

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Property Details
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 - $6,500
June 2026
SuMoTuWeThFrSa
 1
2
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July 2026
SuMoTuWeThFrSaWeek
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5
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9
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13
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21
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23
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$6,000
26
27
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29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
2
3
4
5
6
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$7,000
9
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12
13
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16
17
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$6,500
30
31
 $6,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
6
7
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9
10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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CLARA

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Property Details
Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$4,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
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20
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22
23
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25
26
27
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$6,500
26
27
28
29
30
31
 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
6
7
8
$11,000
9
10
11
12
13
14
15
$13,000
16
17
18
19
20
21
22
$9,900
23
24
25
26
27
28
29
$6,500
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
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16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $6,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Ferry Tickets available for purchase 7/19-7/26, 8/16-8/23 (2 tickets), 8/23-8/30, 8/30-9/6 - please inquire

 

 

Sheets & Towels are not provided. Rental guests need to bring sheets & towels or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com

 

 

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LECAY

Inquire
Property Details
Boutique Sweet with Designer Interior, Large Screened Porch, AC all Bedrooms, 15 Minute Walk to Oak Bluffs Center and Inkwell Beach

All newly remodeled and furnished and tucked away on a quiet Oak Bluffs lane for the perfect reprieve after a day at the beach and shopping in town, all just a...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 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
$4,500
28
29
30
 $6,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
6
7
8
9
10
11
$6,500
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,500
26
27
28
29
30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$8,000
9
10
11
12
13
14
15
$8,000
16
17
18
19
20
21
22
$8,000
23
24
25
26
27
28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SET66

Inquire
Property Details
Pristine Contemporary Saltbox Home set in a quiet area on the outskirts of Edgartown, 4 Bedrooms, 3 baths, Landscaped Yard with a Bluestone Patio with outdoor Dining and Grill area

This lovely home features open living, dining & kitchen areas on the first level. Additional living space in the sunny TV room features sofa & chair seating and opens via...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
$5,500
28
29
30
 $6,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
2
3
4
5
6
7
8
$7,400
9
10
11
12
13
14
15
$7,400
16
17
18
19
20
21
22
$7,400
23
24
25
26
27
28
29
$6,250
30
31
 $6,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
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
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MACFC

Inquire
Property Details
Beautiful Newly Renovated Katama Area Home. Multiple Indoor, Outdoor Living Spaces, Sleeps 8.

Nestled within the scenic Katama area of Edgartown, this home boasts a spacious layout and exquisite renovations, complemented by professional decor. Its prime location offers easy access to both Edgartown...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 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
$6,500
28
29
30
 $8,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,800
5
6
7
8
9
10
11
$6,500
12
13
14
15
16
17
18
$7,000
19
20
21
22
23
24
25
$7,500
26
27
28
29
30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$8,500
30
31
 $6,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $4,500
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

 

 

 

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SWEEC

Inquire
Property Details
Lovely Updated Cape Style Home, Beautifully Landscaped Yard, Deck & Patio with Multiple Seating Areas & Outdoor Dining

Nestled in a peaceful lane in Edgartown's desirable Dodger’s Hole Area, this charming Cape-style home offers a central location with easy access to Edgartown, Oak Bluffs, Vineyard Haven, and several...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 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
$3,500
28
29
30
 $4,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
5
6
7
8
9
10
11
$4,000
12
13
14
15
16
17
18
$4,000
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$4,300
30
31
 $4,300
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,300
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in June - see calendar for adjusted rates

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NAKAJ

Inquire
Property Details
Waterfront & View on Edgartown Great Pond, Association Private Beach and Tennis, Central A/C

Waterfront Retreat on Edgartown Great Pond with Private Beach Access & Tennis

MVVR EXCLUSIVE:
Set in a peaceful waterfront location within the desirable Boldwater area, this beautiful contemporary 4-bedroom,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,200 - $6,400
June 2026
SuMoTuWeThFrSaWeek
 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
$6,000
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,800
12
13
14
15
16
17
18
$8,200
19
20
21
22
23
24
25
$6,400
26
27
28
29
30
31
 $8,800
August 2026
SuMoTuWeThFrSaWeek
 1
$8,800
2
3
4
5
6
7
8
$8,800
9
10
11
12
13
14
15
$8,800
16
17
18
19
20
21
22
$8,800
23
24
25
26
27
28
29
$6,400
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $3,200
Clean Fee: 
$625 per week
Tax: State & Local: 
11.7

Ferry Tickets available for purchase: 7/18 to 7/25, Please inquire (mv)

 

Owner reduced rates for available weeks in July see calendar for adjust rates

 

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CLEME

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Property Details
Sweetened Water Farm, 1 Mile from Village Center, Bike or Walk to Town

Lovely 4 bedroom, 2 bath home.  Located just on the outskirts of Edgartown village center on Sweetened Water Farm (an 87-acre horse farm located near Morning Glory Farm).  This spacious...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,500 - $6,200
June 2026
SuMoTuWeThFrSaWeek
 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
$4,000
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,200
9
10
11
12
13
14
15
$6,200
16
17
18
19
20
21
22
$6,200
23
24
25
26
27
28
29
$6,200
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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PIZZD

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Property Details
KATAMA AREA, SET ON PRIVATE ACREAGE, SHORT DRIVE TO SOUTH BEACH AND EDGARTOWN VILLAGE CENTER

Extended family will enjoy the comfort and private setting of this large 5 bedroom home in the Katama area of Edgartown.   Spacious for extended family, the kitchen with custom cabinetry and...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$2,400 - $6,200
June 2026
SuMoTuWeThFrSaWeek
 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
$5,100
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,400
5
6
7
8
9
10
11
$5,800
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,200
26
27
28
29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$5,200
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$3,400
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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CLARO

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Property Details
Contemporary Farmhouse Design, Multiple Living Areas, Screened Porch & Farmers Porch, Deck, Lovely Yard Area, Bike or Walk to Oak Bluffs Center.

Contemporary Farmhouse Design | Multiple Living Areas | Screened Porch, Farmer’s Porch & Deck | Walk or Bike to Oak Bluffs Center

Located just on the outskirts of Oak Bluffs,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,100 - $6,100
June 2026
SuMoTuWeThFrSaWeek
 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
$4,300
28
29
30
 $5,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,300
5
6
7
8
9
10
11
$5,300
12
13
14
15
16
17
18
$5,300
19
20
21
22
23
24
25
$5,300
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,100
9
10
11
12
13
14
15
$6,100
16
17
18
19
20
21
22
$5,900
23
24
25
26
27
28
29
$5,900
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Ferry. Ticket available for Purchase 8/22-8/29, Please inquire!

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