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Modern, Light filled Home, Located at end of Quiet Street, 1.5 Miles to Oak Bluffs center, Harbor Area and one of many Public Beaches

Perfect Oak Bluffs vacation home.  Located just 1.5 miles to the village center, town beach, and centrally located to the towns of Vineyard Haven, Edgartown, and multiple public beaches.  This...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,300 - $2,800
June 2026
SuMoTuWeThFrSaWeek
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$3,600
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29
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 $3,600
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$3,600
5
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$3,600
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$3,600
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$3,600
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30
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 $3,600
August 2026
SuMoTuWeThFrSaWeek
 1
$3,600
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$3,600
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$3,600
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$3,600
23
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27
28
29
$3,300
30
31
 $3,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
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$2,800
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$2,800
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21
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26
$2,800
27
28
29
30
 $2,300
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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GOLLB

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Property Details
Waterfront, Private Beach, Gorgeous Water Views, Room AC, Wifi

MVVR EXCLUSIVE:  Classic, beach cottage with spectacular views across the sound, calm water swimming, and a great area for kayaking. The open kitchen, dining, and living areas are enhanced by the wall of windows...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
3
Baths: 
1
Price Range:
$1,900 - $2,700
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
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$2,250
7
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13
$2,300
14
15
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$2,700
21
22
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24
25
26
27
$2,900
28
29
30
 $3,200
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$3,200
5
6
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$3,200
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$3,200
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$3,200
26
27
28
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30
31
 $3,300
August 2026
SuMoTuWeThFrSaWeek
 1
$3,300
2
3
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$3,300
9
10
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15
$3,300
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17
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21
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$3,300
23
24
25
26
27
28
29
$2,900
30
31
 $2,000
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$2,000
6
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$2,000
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$2,000
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$2,000
27
28
29
30
 $1,900
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7

Cottage books Tuesday to Tuesday July & August weeks

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ADELC

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Property Details
Cozy Sunny 3 Bedroom Contemporary, Spacious Deck, Situated in a Quiet Neighborhood just on the outskirts of Vineyard Haven Village Center

Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling.  New natural travertine...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $2,500
June 2026
SuMoTuWeThFrSaWeek
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26
27
$2,400
28
29
30
 $2,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$2,500
5
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$2,500
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$2,500
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$2,500
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30
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 $2,500
August 2026
SuMoTuWeThFrSaWeek
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$2,500
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September 2026
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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STANJ

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Property Details
Sengekontacket - Waterfront Cottage, Panoramic Views and Amazing Sunrises

Charming Vintage Summer Cottage on Sengekontacket Pond

Experience the beauty of this vintage cottage perched on the shores of Sengekontacket Pond, offering stunning water views across the pond to North...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$2,500 - $2,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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$1,900
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$1,900
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$1,900
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22
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27
$1,900
28
29
30
 $3,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$3,900
5
6
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$3,900
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$3,900
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21
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23
24
25
$3,900
26
27
28
29
30
31
 $3,900
August 2026
SuMoTuWeThFrSaWeek
 1
$3,900
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$3,900
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$3,900
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$3,900
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$3,900
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
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2
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$2,500
6
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$2,500
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$2,500
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21
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23
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25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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WATTL

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Property Details
Cottage with Screened Porch, Close to Menemsha Village Area and just a Short Drive to Lucy Vincent Beacn

Menemsha Crossroads sweet cottage in a private wooded area, perfect for a family of four. Features 2 bedrooms, a primary with bath, and the 2nd bedroom uses a hall bath. The...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,500 - $2,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
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$2,500
7
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$2,500
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$2,500
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$2,500
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29
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 $3,000
July 2026
SuMoTuWeThFrSaWeek
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2
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$3,000
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$3,000
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$3,000
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$3,000
26
27
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30
31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
 1
$3,000
2
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$3,500
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$3,500
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$3,500
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$3,500
30
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 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$2,500
6
7
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$2,500
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$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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MAYOJ

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Property Details
Central Location with Ease of Access to Village Centers and Multiple Beaches

Lovely vacation home budget-friendly in a quiet residential area and centrally located with a short drive to town centers of Oak Bluffs, Edgartown, and Vineyard Haven. Multiple Beaches 10 to 15-minute drive...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,200 - $2,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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10
11
12
13
14
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18
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29
30
 $2,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,700
5
6
7
8
9
10
11
$2,900
12
13
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15
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17
18
$2,900
19
20
21
22
23
24
25
$2,900
26
27
28
29
30
31
 $2,900
August 2026
SuMoTuWeThFrSaWeek
 1
$2,900
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,000
16
17
18
19
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21
22
$3,000
23
24
25
26
27
28
29
$3,000
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
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$2,500
13
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$2,400
20
21
22
23
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25
26
$2,400
27
28
29
30
 $2,200
Clean Fee: 
Included
Tax: State & Local: 
11.7
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KOEOB

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Property Details
Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach

If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
1
Price Range:
$2,500 - $2,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$2,500
14
15
16
17
18
19
20
$2,700
21
22
23
24
25
26
27
$2,700
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,800
5
6
7
8
9
10
11
$3,800
12
13
14
15
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17
18
$3,800
19
20
21
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23
24
25
$3,800
26
27
28
29
30
31
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
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$4,500
9
10
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15
$4,500
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17
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$4,500
23
24
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28
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$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
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12
$2,500
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19
$2,500
20
21
22
23
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25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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DRAPG

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Property Details
Mink Meadow Guest Cottage, Overlooks Golf Course, Walk to Beach 5 min walk from House, Mink Meadows Golf Course, 1 mile to Clubhouse

Cozy guest cottage with designer touches throughout. As the guest cottage to the main house, this adorable cottage is private from the main house and has its own drive and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,900 - $1,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,900
7
8
9
10
11
12
13
$1,900
14
15
16
17
18
19
20
$1,900
21
22
23
24
25
26
27
$1,900
28
29
30
 $2,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,100
5
6
7
8
9
10
11
$2,100
12
13
14
15
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18
$2,100
19
20
21
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23
24
25
$2,100
26
27
28
29
30
31
 $2,100
August 2026
SuMoTuWeThFrSaWeek
 1
$2,100
2
3
4
5
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8
$2,100
9
10
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15
$2,100
16
17
18
19
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21
22
$2,100
23
24
25
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27
28
29
$2,100
30
31
 $1,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$1,900
6
7
8
9
10
11
12
$1,900
13
14
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19
$1,900
20
21
22
23
24
25
26
$1,900
27
28
29
30
 $1,900
Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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BROWL

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Property Details
Stunning Tri-Level Home, Heated Pool, Screened Porch, Beautifully Landscaped, Walk to Association Tennis Courts

Featured MVVR Listing:

Beautiful Coastal Inspired Retreat features multiple living spaces, a pool, a bluestone patio area, and a deck with an outdoor dining and grill area.  This beautiful home is...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$70 - $70
June 2026
SuMoTuWeThFrSa
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool Heated to 80 degrees included in rental rate last Saturday in June to the first Saturday in September. 

 

Pool Heated to 80 degrees, June & September weeks additional $300 propane surcharge per week. 

   

 

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HUN24

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Property Details
Gorgeous Waterfront Home, Stunning Views, Spacious Vacation Home, Perfect for Extended Family & Friends
Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$70 - $70
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSa
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August 2026
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September 2026
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29
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Clean Fee: 
Tax: State & Local: 
11.7
Add Favorite
 
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JOHNT

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Property Details
Perfect Katama Location, Heated Pool 20 X 40, Beautiful Private Yard, 1 Mile to South Beach

MVVR Exclusive! Katama Vacation Home * South Beach * Central Air * Pristine 3 bedroom 3 bath home with private heated pool.  A large bluestone patio surrounds the pool with 4 chaise lounge...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
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9
10
11
12
13
14
15
16
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20
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25
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30
 $9,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,500
5
6
7
8
9
10
11
$9,500
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13
14
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17
18
$9,500
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20
21
22
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25
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
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7
8
9
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$10,000
16
17
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19
20
21
22
$9,500
23
24
25
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27
28
29
$9,500
30
31
 
September 2026
SuMoTuWeThFrSa
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21
22
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25
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27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Pool Heated to 80 July and August weeks included in rental rate.  Pool heated to 80 June and September weeks additional $275 per week. 

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ALVEN

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Property Details
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 2026
SuMoTuWeThFrSa
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July 2026
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 $14,000
August 2026
SuMoTuWeThFrSaWeek
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$14,000
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$14,000
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$14,000
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$14,000
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September 2026
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Clean Fee: 
$550
Tax: State & Local: 
11.7

Two week minimum stay required, house can be rented Sat 8/8 to 8/22 or 8/9 to 8/23

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CASHK

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Property Details
Lovely Home, Centrally Located, Bike Paths, AC all Rooms

This lovely 3 bedroom home features an open floor plan on the living level, colorful decor, window AC in all rooms, and a well-equipped modern kitchen. The home is nicely situated...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$200 per week
Tax: State & Local: 
11.7
Add Favorite
tothg13-03-exterior.jpg
 
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TOTHG

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Property Details
Adorable Updated Vineyard Cottage, Lovely Landscaped Yard, Central A/C, Flat Screen TV, Bike Paths at end of Drive, One Mile to Oak Bluffs Center

Bright and classic summer cottage. Conveniently located just one mile from Oak Bluffs town center, Inkwell Beach, shops, fine and family dining, historic Flying Horses Carousel, public tennis courts, Ocean...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
Add Favorite
 
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GRUNM

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Property Details
Waterfront & Beachfront

The Beach House  There are few homes anywhere on the island directly on a sandy swimming beach like Beach House. If you love a sunset, and water views that seemingly never...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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$9,500
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$14,500
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$14,500
21
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$16,000
28
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 $16,000
July 2026
SuMoTuWeThFrSaWeek
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$16,000
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$16,000
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$16,000
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$16,000
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 $16,000
August 2026
SuMoTuWeThFrSaWeek
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$16,000
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$16,000
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$16,000
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$16,000
23
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$15,000
30
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 $15,000
September 2026
SuMoTuWeThFrSaWeek
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$15,000
6
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$15,000
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$15,000
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$13,500
27
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 $13,500
Clean Fee: 
$600
Tax: State & Local: 
11.7

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