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Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $6,800
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,500
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$4,500
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$6,000
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29
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 $6,000
July 2026
SuMoTuWeThFrSaWeek
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2
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$6,000
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$6,000
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$6,000
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$7,000
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 $7,000
August 2026
SuMoTuWeThFrSaWeek
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$7,000
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$7,500
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$8,500
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$8,500
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$6,800
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$3,500
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$3,500
27
28
29
30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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NORTO

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Property Details
In-Town, Water View, Waterfront

Enjoy expansive harbor views and passing tall-masted schooners from the breezy wrap-around porch of this delightful five-bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,500 - $6,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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$5,500
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8
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$5,500
14
15
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$5,500
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22
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27
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29
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 $6,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,750
5
6
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$6,750
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$6,750
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$6,750
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27
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29
30
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 $6,750
August 2026
SuMoTuWeThFrSaWeek
 1
$6,750
2
3
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$6,750
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$6,750
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$6,750
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$6,750
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,500
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$5,500
27
28
29
30
 $5,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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QUINJ

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Property Details
Newly Refurbished Contemporary Home, Beautifully Furnished, Privately Situated with Large Yard and Wraparound Farmer’s Porch, Dodger’s Hole Area

A great vacation begins with a great vacation home. This spacious home set on a private, large landscaped lot is sure to please. The summer wrap around porch is the perfect...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$6,550 - $6,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,750
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$6,750
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15
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$6,750
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22
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$6,750
28
29
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 $6,950
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,950
5
6
7
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11
$6,950
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$6,950
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21
22
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$6,950
26
27
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29
30
31
 $7,150
August 2026
SuMoTuWeThFrSaWeek
 1
$7,150
2
3
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$7,150
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$7,150
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$7,150
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$7,150
30
31
 $6,550
September 2026
SuMoTuWeThFrSaWeek
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2
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$6,550
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$6,550
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$6,550
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26
$6,550
27
28
29
30
 $6,550
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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HOD28

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Property Details
Beautiful Oak Bluffs home just blocks from the Center of Town, Ocean Park and Inkwell Beach.

Note: the kitchen is being completely remodeled for summer 2024 and will have all new high-end appliances, Subzero, Thermador, and new cabinets, and counters. 

Summer Joy!  Set in the heart of...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,750 - $6,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,750
7
8
9
10
11
12
13
$5,750
14
15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$7,850
28
29
30
 $8,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,100
5
6
7
8
9
10
11
$8,250
12
13
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15
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18
$8,250
19
20
21
22
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24
25
$8,250
26
27
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29
30
31
 $8,250
August 2026
SuMoTuWeThFrSaWeek
 1
$8,250
2
3
4
5
6
7
8
$9,000
9
10
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12
13
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15
$9,000
16
17
18
19
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21
22
$9,000
23
24
25
26
27
28
29
$9,000
30
31
 $6,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$6,750
6
7
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$6,750
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$6,750
20
21
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23
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25
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$6,750
27
28
29
30
 $5,750
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

8-minute walk from the ferry dock in Oak Bluffs and 5 minute walk to the Ink Well Beach, and Oak Bluffs Center from the house. 

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ARMSA

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Property Details
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
 1
2
3
4
5
6
$5,600
7
8
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$5,600
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15
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$5,600
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22
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$5,600
28
29
30
 $6,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,700
5
6
7
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$6,700
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$6,700
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$6,700
26
27
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29
30
31
 $6,700
August 2026
SuMoTuWeThFrSaWeek
 1
$6,700
2
3
4
5
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$6,700
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$6,700
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$6,700
23
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27
28
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$6,700
30
31
 $5,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$5,600
6
7
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$5,600
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14
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$5,600
20
21
22
23
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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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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
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10
11
12
13
14
15
16
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29
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 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
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$5,500
19
20
21
22
23
24
25
$6,500
26
27
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29
30
31
 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
6
7
8
$11,000
9
10
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14
15
$13,000
16
17
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19
20
21
22
$11,000
23
24
25
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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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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 7/12-7/19, 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

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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
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
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

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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
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
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

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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
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$5,000
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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BELJA

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Property Details
Captain Swain House, Elegant Main & Guest House, 4 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard

In-Town Vacation Retreat in the William Street Historic District
Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$6,000
28
29
30
 $6,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
16
17
18
$8,500
19
20
21
22
23
24
25
$8,500
26
27
28
29
30
31
 $8,500
August 2026
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
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
 $6,000
Clean Fee: 
$875 per week
Tax: State & Local: 
11.7
Add Favorite
 
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THORB

(0)Inquire/Share
Property Details
Contemporary 5 Bedroom 4 Bath, Multiple Living Spaces, Walk to Oak Bluffs Center and Inkwell Beach-10 minutes

Extended families are sure to enjoy this tri-level home featuring an open floor plan on the main level, a large main living room, and three den/TV areas, one on the first level...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,800 - $6,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,800
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,300
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSa
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Clean Fee: 
$575 per week
Tax: State & Local: 
11.7
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CURRM

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Property Details
Outstanding Designer Home, 15 Min Walk to Oak Bluffs Center, 4 Bedrooms each en suite with TV, Occupancy Limit 9

Stylish Dreamy Home on Dreamer's Way, less than a mile from the town center and beach area! The owners have left nothing out in the way of design and comfort in...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
4
Baths: 
4
Price Range:
$3,500 - $6,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,300
7
8
9
10
11
12
13
$6,900
14
15
16
17
18
19
20
$7,400
21
22
23
24
25
26
27
$7,900
28
29
30
 $8,700
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$8,700
5
6
7
8
9
10
11
$8,700
12
13
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15
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$8,900
19
20
21
22
23
24
25
$9,200
26
27
28
29
30
31
 $9,400
August 2026
SuMoTuWeThFrSaWeek
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$9,400
2
3
4
5
6
7
8
$10,700
9
10
11
12
13
14
15
$11,200
16
17
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21
22
$10,700
23
24
25
26
27
28
29
$9,500
30
31
 $8,200
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$8,200
6
7
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10
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12
$6,600
13
14
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16
17
18
19
$5,600
20
21
22
23
24
25
26
$4,600
27
28
29
30
 $4,300
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner ACCEPTS 3 NIGHT MINIMUM STAYS, MEMORIAL DAY WEEKEND TO JUNE 16TH, AND SEPT 7TH TO THE END OF OCTOBER.

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CENCR

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Property Details
Oak Bluffs Summer Retreat, Large Private Deck, Lagoon Beach Rights -Great Area for Kayaking.

Spacious sun-filled home features open living spaces, hardwood floors throughout, 4 bedrooms and sleeps 8.

Exterior features include two decks, one sunny deck at the front of the house, and a large private...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $6,200
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$3,000
7
8
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$4,000
14
15
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18
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$4,000
21
22
23
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25
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$4,000
28
29
30
 $5,800
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$5,800
5
6
7
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10
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$5,800
12
13
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$6,200
19
20
21
22
23
24
25
$6,200
26
27
28
29
30
31
 $6,200
August 2026
SuMoTuWeThFrSaWeek
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$6,200
2
3
4
5
6
7
8
$10,500
9
10
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12
13
14
15
$11,800
16
17
18
19
20
21
22
$11,800
23
24
25
26
27
28
29
$6,200
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$5,000
6
7
8
9
10
11
12
$4,000
13
14
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16
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18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
Clean Fee: 
$480 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
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2
3
4
5
6
$3,400
7
8
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10
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$3,400
14
15
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17
18
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20
$4,000
21
22
23
24
25
26
27
$5,100
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$5,400
5
6
7
8
9
10
11
$5,800
12
13
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15
16
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18
$6,000
19
20
21
22
23
24
25
$6,200
26
27
28
29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
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$6,500
2
3
4
5
6
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8
$6,500
9
10
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12
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15
$6,500
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17
18
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21
22
$6,500
23
24
25
26
27
28
29
$5,200
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,800
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7
8
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10
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12
$3,400
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$3,000
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$3,000
27
28
29
30
 $3,000
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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NORMD

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Property Details
Lovely Newly Renovated Waterfront Home on the Lagoon!

Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,800 - $6,100
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$4,100
7
8
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10
11
12
13
$4,300
14
15
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17
18
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$4,600
21
22
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$6,100
28
29
30
 $7,550
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$7,550
5
6
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8
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$7,550
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$7,950
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25
$7,950
26
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30
31
 $8,950
August 2026
SuMoTuWeThFrSaWeek
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$8,950
2
3
4
5
6
7
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$8,950
9
10
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14
15
$8,950
16
17
18
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21
22
$8,950
23
24
25
26
27
28
29
$7,200
30
31
 $5,200
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$5,200
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $4,500
Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

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