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Located in the Heart of Oak Bluffs, 5 Minute Walk to OB Center and 2 Blocks to the Beach
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
2
Price Range:
$2,000 - $4,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,900
7
8
9
10
11
12
13
$3,900
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,300
28
29
30
 $4,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,700
5
6
7
8
9
10
11
$4,700
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,700
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
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
23
24
25
26
27
28
29
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,100
13
14
15
16
17
18
19
$3,900
20
21
22
23
24
25
26
$3,300
27
28
29
30
 $2,700
Clean Fee: 
$260 per week
Tax: State & Local: 
11.7
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COHEC

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Property Details
Longview Contemporary, A/C, WiFi, Close to Lambert's Cove Beach

Tree Tops:  Tri-level contemporary home in the desirable community of Long View off of Lambert's Cove Rd, 7/10 mile to Lambert's Cove Beach. Vineyard Haven village center is a 15-minute drive from...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,400 - $4,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,400
7
8
9
10
11
12
13
$2,400
14
15
16
17
18
19
20
$2,400
21
22
23
24
25
26
27
$3,200
28
29
30
 $4,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,400
5
6
7
8
9
10
11
$4,400
12
13
14
15
16
17
18
$4,400
19
20
21
22
23
24
25
$4,400
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
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
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$2,400
13
14
15
16
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18
19
$2,400
20
21
22
23
24
25
26
$2,400
27
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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FUSCM

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Property Details
Nicely Updated 4 bedroom Edgartown Home, Location 1.5 mi From Village Center, 10 minute Drive to Beaches. Miles of Bike Paths Nearby

Note: The kitchen is being remodeled for 2024 season!

Perfect family vacation home tucked on the outskirts of Edgartown just 1.5 miles to the village center and a 10-minute drive...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,700 - $4,650
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,750
7
8
9
10
11
12
13
$2,750
14
15
16
17
18
19
20
$2,750
21
22
23
24
25
26
27
$3,700
28
29
30
 $4,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,650
5
6
7
8
9
10
11
$4,650
12
13
14
15
16
17
18
$4,650
19
20
21
22
23
24
25
$4,650
26
27
28
29
30
31
 $4,650
August 2026
SuMoTuWeThFrSaWeek
 1
$4,650
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
$3,900
30
31
 $2,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
10
11
12
$2,700
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,700
27
28
29
30
 $2,700
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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HALLL

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Property Details
Makonikey, Water View, Walk to Private Association Beach, Large Yard Area.

Located in Makonikey,  a private enclave of homes on the North Shore.

Beautifully maintained four-bedroom vacation home with water views. Just a short walk or drive to private Makonikey association beach,  This...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$4,600 - $4,600
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
 $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
$4,600
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
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12
13
14
15
16
17
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19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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ROBIH

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Property Details
Seaview Condo Unit, Gorgeous Water Views, In Town Location, Modern updated Interior!

Note: Seavies Condos is a 3-minute walk from the Steamship Authority dock in Oak Bluffs and two blocks from the Island Queen ferry dock. Perfect location if you cannot or...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,100 - $4,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,150
7
8
9
10
11
12
13
$2,150
14
15
16
17
18
19
20
$2,550
21
22
23
24
25
26
27
$3,500
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,800
5
6
7
8
9
10
11
$3,900
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 $5,600
August 2026
SuMoTuWeThFrSaWeek
 1
$5,600
2
3
4
5
6
7
8
$5,600
9
10
11
12
13
14
15
$5,600
16
17
18
19
20
21
22
$5,600
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
$2,100
20
21
22
23
24
25
26
$2,100
27
28
29
30
 $2,100
Clean Fee: 
$240 per week
Tax: State & Local: 
11.7

5 minute walk from Steamship Authority Oak Bluffs dock to the Seaview Condos.  2 blocks from the Island Queen ferry dock.  

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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:
$2,500 - $4,600
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
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
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
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CARLB

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Property Details
Upscale Designer Interior, Features 3 Living Spaces, Pool Table, Ping Pong Table, Large Deck, Central A/C, WiFi, Conveniently Located to Towns and Beaches

Beautifully renovated large cape, centrally located in the desirable community of Dodger's Hole.  This lovely 4 bedroom home features a large custom kitchen with upscale appliances and breakfast bar, an...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $4,500
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
$4,700
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
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,500
23
24
25
26
27
28
29
$5,500
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 $4,500
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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MCDOJ

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Property Details
Nestled on Quiet St 1 Mile from Village Center, Bike Paths to Town and Connecting Touring Trails at end of Street, Close to Edgartown Beaches.

Tucked away on a quiet lane just on the outskirts of Edgartown. This lovely 4 bedroom, 2 bath home is ideal for families up to 8 that want ease of ...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,350 - $4,500
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
$3,000
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,800
12
13
14
15
16
17
18
$4,100
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
31
 $4,300
August 2026
SuMoTuWeThFrSaWeek
 1
$4,300
2
3
4
5
6
7
8
$4,300
9
10
11
12
13
14
15
$4,300
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$4,300
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
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NOTOA

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Property Details
Exclusive Makonikey Location, Custom Home with Designer Details, Private Association Beach

Hilltop Cottage, beautiful and custom-crafted with attention to details guests will appreciate. A completed gut renovation that includes AC throughout, two bedrooms and two baths, an open main living area with...Read more

Location: 
West Tisbury
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,750 - $4,500
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
$3,500
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
$4,500
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
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
$4,000
30
31
 $3,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,250
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
 $2,750
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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KERIB

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Property Details
Perfect Katama Location, New Furnishings, Newly Painted and New Wood Floors Throughout!

Perfect beach vacation home situated just 1.5 miles from South Beach and approximately the same distance to the center of Edgartown Village.

Open main level hosts the family room with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,350 - $4,350
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,350
7
8
9
10
11
12
13
$4,350
14
15
16
17
18
19
20
$4,350
21
22
23
24
25
26
27
$4,350
28
29
30
 $6,110
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,110
5
6
7
8
9
10
11
$6,110
12
13
14
15
16
17
18
$6,110
19
20
21
22
23
24
25
$6,100
26
27
28
29
30
31
 $6,450
August 2026
SuMoTuWeThFrSaWeek
 1
$6,450
2
3
4
5
6
7
8
$6,450
9
10
11
12
13
14
15
$6,450
16
17
18
19
20
21
22
$6,450
23
24
25
26
27
28
29
$6,450
30
31
 $4,350
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,350
6
7
8
9
10
11
12
$4,350
13
14
15
16
17
18
19
$4,350
20
21
22
23
24
25
26
$4,350
27
28
29
30
 $4,350
Clean Fee: 
$450
Tax: State & Local: 
11.7
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VOL55

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Property Details
LIGHT FILLED CONTEMPORARY HOME, AC, DECK AND SUN PORCH, SLEEPS 8

Set on a quiet circular street (Teaberry Lane), on the outskirts of Edgartown. Bike paths at the end of the street connect to town and miles of touring trails. This...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$4,250 - $4,250
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
 $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
$4,150
19
20
21
22
23
24
25
$4,150
26
27
28
29
30
31
 $4,150
August 2026
SuMoTuWeThFrSaWeek
 1
$4,150
2
3
4
5
6
7
8
$4,250
9
10
11
12
13
14
15
$4,250
16
17
18
19
20
21
22
$4,250
23
24
25
26
27
28
29
$4,250
30
31
 
September 2026
SuMoTuWeThFrSa
 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
 
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
 
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DONOP

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Property Details
Hidden Cove, Centrally Located to Beaches and Towns, Association Tennis Courts, A/C, WiFi

Centrally located in the Hidden Cove community of homes on the outskirts of Oak Bluffs. Lovely area to bike, walk, or play tennis at the association courts. 

The main level features an...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,400 - $4,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,400
7
8
9
10
11
12
13
$3,050
14
15
16
17
18
19
20
$3,050
21
22
23
24
25
26
27
$3,200
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
$4,200
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
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
$3,400
30
31
 $2,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,600
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
$2,600
27
28
29
30
 $2,600
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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WASHS

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Property Details
Stylish and Beautifully Decorated Summer Residence, Screened Porch, Spacious Deck, WiFi

Centrally located mid-island, this beautifully appointed home features an open design kitchen, dining, and living areas for easy entertaining with family and friends.  French doors off of the living area...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,100 - $4,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,350
7
8
9
10
11
12
13
$2,350
14
15
16
17
18
19
20
$2,350
21
22
23
24
25
26
27
$3,700
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSaWeek
 1
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
$4,500
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$2,350
13
14
15
16
17
18
19
$2,350
20
21
22
23
24
25
26
$2,350
27
28
29
30
 $2,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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MCGOK

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Property Details
Cozy Contemporary Home in Dodger's Hole, Centrally Located to Towns and Beaches, Wrap Around Deck, WiFI

MVVR Exclusive Listing: Open concept three bedroom, 2 bath home centrally located in Dodger's Hole area on the outskirts of Edgartown. Bike Paths 500 yards from house connect to additional...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $4,200
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
$3,000
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
 $4,000
August 2026
SuMoTuWeThFrSaWeek
 1
$4,000
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
$4,200
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
$2,700
20
21
22
23
24
25
26
$2,700
27
28
29
30
 $2,700
Clean Fee: 
$300 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:
$2,300 - $4,200
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
$3,600
21
22
23
24
25
26
27
$4,200
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,200
August 2026
SuMoTuWeThFrSaWeek
 1
$4,200
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,700
23
24
25
26
27
28
29
$4,000
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
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
 $2,300
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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