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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:
$2,600 - $4,600
June 2027
SuMoTuWeThFrSaWeek
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2
3
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$2,600
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$2,600
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$2,800
20
21
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$2,800
27
28
29
30
 $3,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,900
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5
6
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10
$3,900
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$3,900
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$3,900
25
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$3,900
August 2027
SuMoTuWeThFrSaWeek
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2
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$4,600
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$4,600
15
16
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29
30
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 $3,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
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$3,100
5
6
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29
30
 $2,600
Clean Fee: 
$275 per week
Tax: State & Local: 
14.45
Add Favorite
 
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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:
$4,000 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$4,000
13
14
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18
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$4,000
20
21
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23
24
25
26
$4,500
27
28
29
30
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
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9
10
$6,500
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12
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$6,500
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19
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$6,500
25
26
27
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29
30
31
$6,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
8
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$8,800
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$8,800
22
23
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27
28
$7,500
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
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$4,000
12
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$4,000
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20
21
22
23
24
25
$4,000
26
27
28
29
30
 $4,000
Clean Fee: 
$600 per week
Tax: State & Local: 
14.45
Add Favorite
 
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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 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
7
8
9
10
11
12
$4,500
13
14
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16
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18
19
$4,500
20
21
22
23
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25
26
$4,500
27
28
29
30
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
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$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,200
8
9
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13
14
$6,200
15
16
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18
19
20
21
$6,200
22
23
24
25
26
27
28
$6,200
29
30
31
 $4,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
5
6
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$3,000
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$3,000
19
20
21
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25
$3,000
26
27
28
29
30
 $3,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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WILCM~

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Property Details
Hidden Cove Retreat, Walk to Association Tennis/Pickleball Courts, 3 Bedrooms, 2.5 Baths, Screened Porch and Deck

Nestled in the charming Hidden Cove community, this adorable contemporary home resides on a tranquil street within walking distance of the association's tennis/pickleball courts. Its central location places it just a...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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12
13
14
15
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19
20
21
22
23
24
25
26
27
28
29
30
 $4,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,500
4
5
6
7
8
9
10
$4,500
11
12
13
14
15
16
17
$4,500
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$4,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$6,500
15
16
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19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
31
 $4,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
5
6
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20
21
22
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24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
14.45
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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:
$4,500 - $4,500
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSaWeek
1
2
3
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$4,500
8
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$4,500
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$4,500
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$4,500
29
30
31
 
September 2027
SuMoTuWeThFrSa
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26
27
28
29
30
 
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
 
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CAROB~

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Property Details
Beautifully Updated and Newly Furnished, 4 Bedrooms, 3 Baths, Multiple Living Spaces, Centrally Located to Down Island Towns and Beaches.

This charming newly renovated home boasts an airy, open floor plan on the main level featuring a wall of glass sliders that open onto a spacious deck area complete with a...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,500 - $4,500
June 2027
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
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July 2027
SuMoTuWeThFrSaWeek
 1
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11
12
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$6,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$7,000
15
16
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18
19
20
21
$7,000
22
23
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25
26
27
28
$6,500
29
30
31
 $4,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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THOM3~

Inquire
Property Details
Luxury 2-Bedroom Condo at Mariner’s Landing – Unit #3 of 8

Discover the perfect retreat just a short stroll from Edgartown Village Center. This condo offers easy access to scenic bike paths that lead to both the village center and the beautiful...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,300 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$3,300
13
14
15
16
17
18
19
$3,300
20
21
22
23
24
25
26
$3,300
27
28
29
30
 $4,200
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,200
4
5
6
7
8
9
10
$4,200
11
12
13
14
15
16
17
$4,200
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$4,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$4,200
29
30
31
 $4,200
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$3,300
12
13
14
15
16
17
18
$3,300
19
20
21
22
23
24
25
$3,300
26
27
28
29
30
 $3,300
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SAVAJ~

Inquire
Property Details
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:
$2,250 - $4,400
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,270
6
7
8
9
10
11
12
$3,270
13
14
15
16
17
18
19
$3,270
20
21
22
23
24
25
26
$3,270
27
28
29
30
 $4,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,400
4
5
6
7
8
9
10
$4,400
11
12
13
14
15
16
17
$4,400
18
19
20
21
22
23
24
$4,400
25
26
27
28
29
30
31
$4,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,900
8
9
10
11
12
13
14
$4,900
15
16
17
18
19
20
21
$4,900
22
23
24
25
26
27
28
$4,450
29
30
31
 $3,150
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,150
5
6
7
8
9
10
11
$3,150
12
13
14
15
16
17
18
$2,750
19
20
21
22
23
24
25
$2,250
26
27
28
29
30
 $2,250
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KLEIB

Inquire
Property Details
Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,460 - $4,390
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,960
6
7
8
9
10
11
12
$3,260
13
14
15
16
17
18
19
$3,270
20
21
22
23
24
25
26
$3,640
27
28
29
30
 $3,980
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,980
4
5
6
7
8
9
10
$4,070
11
12
13
14
15
16
17
$4,090
18
19
20
21
22
23
24
$4,200
25
26
27
28
29
30
31
$4,300
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,390
8
9
10
11
12
13
14
$4,390
15
16
17
18
19
20
21
$4,200
22
23
24
25
26
27
28
$3,850
29
30
31
 $3,300
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,300
5
6
7
8
9
10
11
$2,820
12
13
14
15
16
17
18
$2,560
19
20
21
22
23
24
25
$2,460
26
27
28
29
30
 
Clean Fee: 
$250 per week
Tax: State & Local: 
14.45
Add Favorite
 
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DONOP~

Inquire
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 - $4,300
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,400
6
7
8
9
10
11
12
$3,050
13
14
15
16
17
18
19
$3,050
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $4,100
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,100
4
5
6
7
8
9
10
$4,100
11
12
13
14
15
16
17
$4,300
18
19
20
21
22
23
24
$4,300
25
26
27
28
29
30
31
$4,600
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,720
8
9
10
11
12
13
14
$4,720
15
16
17
18
19
20
21
$4,720
22
23
24
25
26
27
28
$3,570
29
30
31
 $4,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,100
5
6
7
8
9
10
11
$4,100
12
13
14
15
16
17
18
$4,100
19
20
21
22
23
24
25
$4,100
26
27
28
29
30
 $4,100
Clean Fee: 
$375 per week
Tax: State & Local: 
14.45
Add Favorite
 
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MCDOJ~

Inquire
Property Details
Charming 4-Bedroom Vacation Home Near Edgartown Village, Nestled on Quiet Street, Just 1 Mile from the Village Center, Bike Paths Nearby, Close to Edgartown Beaches.

Charming 4-Bedroom Vacation Home Near Edgartown Village. Tucked away on a peaceful country lane just outside of Edgartown, this inviting four-bedroom, two-bath home is the perfect getaway for families looking...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,700 - $4,300
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,700
6
7
8
9
10
11
12
$2,950
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,500
4
5
6
7
8
9
10
$4,100
11
12
13
14
15
16
17
$4,100
18
19
20
21
22
23
24
$4,100
25
26
27
28
29
30
31
$4,100
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,500
8
9
10
11
12
13
14
$4,500
15
16
17
18
19
20
21
$4,500
22
23
24
25
26
27
28
$4,300
29
30
31
 $3,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$2,950
12
13
14
15
16
17
18
$2,950
19
20
21
22
23
24
25
$2,950
26
27
28
29
30
 $2,950
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
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GRATD~

Inquire
Property Details
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:
$3,400 - $4,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,100
20
21
22
23
24
25
26
$4,400
27
28
29
30
 $4,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,800
4
5
6
7
8
9
10
$4,800
11
12
13
14
15
16
17
$4,800
18
19
20
21
22
23
24
$4,800
25
26
27
28
29
30
31
$4,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,800
8
9
10
11
12
13
14
$4,800
15
16
17
18
19
20
21
$4,800
22
23
24
25
26
27
28
$4,800
29
30
31
 $4,800
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
$4,000
19
20
21
22
23
24
25
$3,400
26
27
28
29
30
 
Clean Fee: 
$270 per week
Tax: State & Local: 
14.45
Add Favorite
 
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MCGOK~

Inquire
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 the house connect to additional...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $4,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
4
5
6
7
8
9
10
$4,000
11
12
13
14
15
16
17
$4,000
18
19
20
21
22
23
24
25
26
27
28
29
30
31
$4,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,500
8
9
10
11
12
13
14
$4,500
15
16
17
18
19
20
21
$4,500
22
23
24
25
26
27
28
$4,200
29
30
31
 $3,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$2,700
19
20
21
22
23
24
25
$2,700
26
27
28
29
30
 $2,700
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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WILLD~

Inquire
Property Details
The Sweetest In-town Cottage! 2 Minute Walk to Main St

This adorable cottage-style home features 2 bedrooms, and 2 baths and is tucked in on a tiny side street off of Main St. Walk to all that the village center...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,200 - $4,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,700
6
7
8
9
10
11
12
$3,700
13
14
15
16
17
18
19
$3,700
20
21
22
23
24
25
26
$3,700
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
4
5
6
7
8
9
10
$4,000
11
12
13
14
15
16
17
$4,000
18
19
20
21
22
23
24
$4,000
25
26
27
28
29
30
31
$4,200
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,200
8
9
10
11
12
13
14
$4,200
15
16
17
18
19
20
21
$4,400
22
23
24
25
26
27
28
$4,400
29
30
31
 $3,200
September 2027
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
26
27
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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View Larger Images (26 images)
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SACHE~

Inquire
Property Details
Waterview Farms, Water view

Lovely contemporary home in one of the island's premier community settings, Waterview Farms. Close to Farm Neck Golf Course and tennis and a short distance to town and beaches....Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$2,800 - $4,160
June 2027
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
 $3,850
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,850
4
5
6
7
8
9
10
$3,850
11
12
13
14
15
16
17
$3,850
18
19
20
21
22
23
24
$3,850
25
26
27
28
29
30
31
$3,850
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,160
8
9
10
11
12
13
14
$4,160
15
16
17
18
19
20
21
$4,160
22
23
24
25
26
27
28
$4,160
29
30
31
 $4,160
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,160
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
 $3,800
Clean Fee: 
$250 per week
Tax: State & Local: 
14.45

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