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Pristine Water view Home, Located in the Community of Homes known as Water View Farms, Walk to Private Association Waterfront, Great Play Beach, Launch Kayaks

This charming updated home is set in idyllic Water View Farms overlooking Sengekontacket pond.  This well-thought-out home offers a beautifully landscaped yard and cottage-style living with indoor spaces that transition...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,000 - $5,250
June 2026
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$4,000
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$4,720
28
29
30
 $5,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,250
5
6
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$5,250
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$5,250
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$5,250
26
27
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29
30
31
 $5,770
August 2026
SuMoTuWeThFrSaWeek
 1
$5,770
2
3
4
5
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$5,770
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10
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$5,770
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$5,770
23
24
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28
29
$4,720
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$3,500
6
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$3,000
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$3,000
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$2,500
27
28
29
30
 $2,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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PERRG

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Property Details
North Slope Hilltop House. Private yard, Screeened Porch and Patio, 8 minute drive to Lucy Vincent Beach or Menemsha Village

Delightful, 3 bedroom, 2 bath home with AC. Private Chilmark hilltop location! This sweet home features an open kitchen, living, and dining area, and a screened porch for your summer...Read more

Location: 
Chilmark
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $4,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
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10
11
12
13
$3,600
14
15
16
17
18
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20
$3,600
21
22
23
24
25
26
27
$3,800
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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18
$3,800
19
20
21
22
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25
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27
28
29
30
31
 
August 2026
SuMoTuWeThFrSaWeek
 1
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$4,000
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$4,000
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21
22
$4,000
23
24
25
26
27
28
29
$4,000
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
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$3,800
13
14
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$3,600
20
21
22
23
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25
26
$3,600
27
28
29
30
 $3,600
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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PETEO

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Property Details
Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully Landscaped

Outstanding vacation home, centrally located to all three down-island town centers and multiple public beaches. This lovely home in a serene setting overlooks the picturesque Little Duarte Pond in the Iron Hill...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
5
Price Range:
$4,000 - $7,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
6
$4,000
7
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$4,000
14
15
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$4,000
21
22
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$5,600
28
29
30
 $7,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
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August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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31
 
September 2026
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7
Add Favorite
 
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PETEV

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Property Details
Lovely Waterfront Home, Oak Bluffs, Gorgeous Water Views, Association Tennis Courts, AC, Wi-fi, Bike Paths Nearby

Note: Pricing for this waterfront home takes into account that this is an older-style home. Please note that baths and kitchen have not been updated

MVVR Exclusive! Spacious, traditional waterfront Cape Cod style home...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$3,600 - $4,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,600
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
28
29
30
 $4,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,100
5
6
7
8
9
10
11
$4,100
12
13
14
15
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18
$4,100
19
20
21
22
23
24
25
$4,100
26
27
28
29
30
31
 $4,100
August 2026
SuMoTuWeThFrSaWeek
 1
$4,100
2
3
4
5
6
7
8
$4,100
9
10
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12
13
14
15
$4,100
16
17
18
19
20
21
22
$4,100
23
24
25
26
27
28
29
$3,910
30
31
 $3,660
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,660
6
7
8
9
10
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12
$3,660
13
14
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21
22
23
24
25
26
$2,460
27
28
29
30
 $2,460
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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PHOUE

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Property Details
Sweet Cape Home, Gorgeous Water Views, Walk to Town, Lovely Landscaped Yard, Deck and Outdoor Dining Area.

Step into this impeccably clean Cape-style home and enjoy an open floor plan filled with natural light and serene waterviews.  The double living area offers multiple seating options, a TV, and...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $5,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
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12
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20
$4,000
21
22
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27
$4,000
28
29
30
 $4,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,250
5
6
7
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$4,500
12
13
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$4,500
19
20
21
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25
$4,500
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
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$5,000
9
10
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$5,000
16
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22
$5,000
23
24
25
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27
28
29
$5,000
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
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12
$4,000
13
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$4,000
20
21
22
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25
26
$4,000
27
28
29
30
 
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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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 - $4,000
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
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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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PIN15

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Property Details
Beautiful Oak Bluffs Home, Screened Porch & Open Porch, Association Tennis Courts, 4 bedrooms, 3.5 baths, Ideally Located just 2 miles to Town and Beach

Spacious contemporary home nestled in the lovely community of homes Meadow View Farms just on the outskirts of Oak Bluffs and 2 miles to town center and Oak Bluffs beaches....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,950 - $11,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,750
7
8
9
10
11
12
13
$9,750
14
15
16
17
18
19
20
$9,750
21
22
23
24
25
26
27
$9,750
28
29
30
 $11,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,750
5
6
7
8
9
10
11
$11,750
12
13
14
15
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18
$11,750
19
20
21
22
23
24
25
$11,750
26
27
28
29
30
31
 $11,750
August 2026
SuMoTuWeThFrSaWeek
 1
$11,750
2
3
4
5
6
7
8
$11,750
9
10
11
12
13
14
15
$11,750
16
17
18
19
20
21
22
$11,750
23
24
25
26
27
28
29
$11,750
30
31
 $11,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,750
6
7
8
9
10
11
12
$9,750
13
14
15
16
17
18
19
$9,750
20
21
22
23
24
25
26
$9,750
27
28
29
30
 $9,750
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$5,100
28
29
30
 
July 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
$6,200
26
27
28
29
30
31
 $6,400
August 2026
SuMoTuWeThFrSaWeek
 1
$6,400
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
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21
22
$6,500
23
24
25
26
27
28
29
$6,000
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$3,300
13
14
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16
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18
19
$2,900
20
21
22
23
24
25
26
$2,900
27
28
29
30
 $2,600
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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PLACH

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Property Details

Note:  Pool is heated by solar panels so the temperature cannot be set. Generally is in the 80's during the latter part of June through the first week of September.  ...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSa
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2
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July 2026
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August 2026
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September 2026
SuMoTuWeThFrSa
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27
28
29
30
 
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
Add Favorite
 
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POHOD

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Property Details
Eagles Nest, Set on a Quiet Cul-de-Sac, Large Deck, Central A/C

Lovely open concept 3 bedroom, 2 full bath home on a quiet cul de sac in popular Dodger’s Hole neighborhood, steps to bike paths, and public transportation.  Dodger’s Hole is centrally...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $3,600
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
 $3,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,600
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
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
6
7
8
$3,800
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$3,800
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
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: 
$250 per week
Tax: State & Local: 
11.7

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