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Tashmoo Cove Townhouse, Association Pool, Association Tennis Courts.

MVVR Exclusive: Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance, and Pottery Barn, and original artwork, this highly desirable townhouse provides a luxurious...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$2,200 - $3,220
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,220
7
8
9
10
11
12
13
$3,220
14
15
16
17
18
19
20
$3,220
21
22
23
24
25
26
27
$3,220
28
29
30
 $4,350
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,350
5
6
7
8
9
10
11
$4,350
12
13
14
15
16
17
18
$4,350
19
20
21
22
23
24
25
$4,350
26
27
28
29
30
31
 $4,750
August 2026
SuMoTuWeThFrSaWeek
 1
$4,750
2
3
4
5
6
7
8
$4,850
9
10
11
12
13
14
15
$4,850
16
17
18
19
20
21
22
$4,850
23
24
25
26
27
28
29
$4,400
30
31
 $3,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
8
9
10
11
12
$3,100
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,200
27
28
29
30
 $2,200
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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FENNB

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Property Details
Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,950 - $3,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,950
7
8
9
10
11
12
13
$1,950
14
15
16
17
18
19
20
$1,950
21
22
23
24
25
26
27
$1,950
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,200
August 2026
SuMoTuWeThFrSaWeek
 1
$3,200
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
28
29
30
31
 $1,950
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$1,950
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: 
$200 per week
Tax: State & Local: 
11.7
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KOGAD

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Property Details
Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $3,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,100
7
8
9
10
11
12
13
$3,100
14
15
16
17
18
19
20
$3,100
21
22
23
24
25
26
27
$3,100
28
29
30
 $3,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,100
5
6
7
8
9
10
11
$3,100
12
13
14
15
16
17
18
$3,100
19
20
21
22
23
24
25
$3,100
26
27
28
29
30
31
 $3,100
August 2026
SuMoTuWeThFrSaWeek
 1
$3,100
2
3
4
5
6
7
8
$3,100
9
10
11
12
13
14
15
$3,400
16
17
18
19
20
21
22
$3,400
23
24
25
26
27
28
29
$3,100
30
31
 $3,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
8
9
10
11
12
$3,100
13
14
15
16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 $3,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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LODGJ

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Property Details
Meadow View Farms, Out of Town, Association Tennis, Hi Speed Internet
Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$2,900
21
22
23
24
25
26
27
$2,900
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,000
16
17
18
19
20
21
22
$3,000
23
24
25
26
27
28
29
$3,000
30
31
 $2,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
10
11
12
$2,900
13
14
15
16
17
18
19
$2,900
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$360 per week
Tax: State & Local: 
11.7
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MILLD

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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:
$3,000 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $4,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
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
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
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
$6,500
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
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
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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 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$4,500
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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KEANM

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Property Details
Lovely Oak Bluffs Home, 3 Bedrooms, 2.5 Baths, Sleeps 7. Set just on the Outskirts of Oak Bluffs Center

Lovely 3 bedroom, 2.5 bath home that sleeps 7. This sweet home is bordered by a large yard and is located just on the outskirts of Oak Bluffs. The patio...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $3,000
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
$3,000
28
29
30
 $4,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,600
5
6
7
8
9
10
11
$4,600
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 $4,600
August 2026
SuMoTuWeThFrSaWeek
 1
$4,600
2
3
4
5
6
7
8
$4,700
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
$4,700
23
24
25
26
27
28
29
$4,700
30
31
 $3,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,900
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
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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ROBER

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Property Details
Cozy, newly updated Vineyard Haven Cottage, 2 Bedrooms, 1 Bath, Sleeps 4. Spacious Deck with Dining Area & Grill

Nestled on the outskirts of Vineyard Haven, this charming cottage is ideal for small families or two couples seeking a serene retreat. Just a leisurely 15-minute stroll from Main St,...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,000 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,700
7
8
9
10
11
12
13
$2,700
14
15
16
17
18
19
20
$2,700
21
22
23
24
25
26
27
$3,000
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$3,500
19
20
21
22
23
24
25
$3,500
26
27
28
29
30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
 1
$3,500
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$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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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
 1
2
3
4
5
6
$2,250
7
8
9
10
11
12
13
$2,300
14
15
16
17
18
19
20
$2,700
21
22
23
24
25
26
27
$2,900
28
29
30
 $3,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,200
5
6
7
8
9
10
11
$3,200
12
13
14
15
16
17
18
$3,200
19
20
21
22
23
24
25
$3,200
26
27
28
29
30
31
 $3,300
August 2026
SuMoTuWeThFrSaWeek
 1
$3,300
2
3
4
5
6
7
8
$3,300
9
10
11
12
13
14
15
$3,300
16
17
18
19
20
21
22
$3,300
23
24
25
26
27
28
29
$2,900
30
31
 $2,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,000
6
7
8
9
10
11
12
$2,000
13
14
15
16
17
18
19
$2,000
20
21
22
23
24
25
26
$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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PIKUT

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Property Details
Cozy Contemporary Home with Designer Interior Details , Centrally Located to Towns and Beaches

WELCOME TO SANDPIPER COTTAGE, YOUR STYLISH FAMILY RETREAT!

Four bedrooms include a primary bedroom with a queen bed on the 1st level with a television and a full bath across the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$1,600 - $2,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,600
7
8
9
10
11
12
13
$2,600
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$3,500
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
31
 $4,000
August 2026
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
$4,000
23
24
25
26
27
28
29
$3,200
30
31
 $2,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,800
6
7
8
9
10
11
12
$2,600
13
14
15
16
17
18
19
$2,600
20
21
22
23
24
25
26
$1,600
27
28
29
30
 $1,600
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
 
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STANJ

(0)Inquire/Share
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
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
 $3,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,900
5
6
7
8
9
10
11
$3,900
12
13
14
15
16
17
18
$3,900
19
20
21
22
23
24
25
$3,900
26
27
28
29
30
31
 $3,900
August 2026
SuMoTuWeThFrSaWeek
 1
$3,900
2
3
4
5
6
7
8
$3,900
9
10
11
12
13
14
15
$3,900
16
17
18
19
20
21
22
$3,900
23
24
25
26
27
28
29
$3,900
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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
5
6
$2,500
7
8
9
10
11
12
13
$2,500
14
15
16
17
18
19
20
$2,500
21
22
23
24
25
26
27
$2,500
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$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
Add Favorite
 
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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
4
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
 $2,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,700
5
6
7
8
9
10
11
$2,900
12
13
14
15
16
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
20
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
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,400
20
21
22
23
24
25
26
$2,400
27
28
29
30
 $2,200
Clean Fee: 
Included
Tax: State & Local: 
11.7
Add Favorite
 
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LEVYN

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Property Details
Lovely, bright summer get-away in ideal Edgartown setting

This attractive, open floor plan house has high ceilings with multiple skylights, creating the ideal bright, warm summer get-away. The house is perfectly located in the middle of it all,...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $2,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,250
7
8
9
10
11
12
13
$3,250
14
15
16
17
18
19
20
$3,250
21
22
23
24
25
26
27
$3,250
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
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
 $5,000
August 2026
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$5,000
30
31
 $3,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,250
6
7
8
9
10
11
12
$3,250
13
14
15
16
17
18
19
$3,250
20
21
22
23
24
25
26
$3,250
27
28
29
30
 $3,250
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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
16
17
18
$3,800
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
31
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
6
7
8
$4,500
9
10
11
12
13
14
15
$4,500
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7

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