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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
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15
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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
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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
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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
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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:
$6,820 - $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
16
17
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
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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:
$2,400 - $6,500
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
18
19
20
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
15
16
17
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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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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July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSa
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15
16
17
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21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
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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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Beautiful Newly Updated Oak Bluffs Home, Nestled on a Large Landscaped Lot in a Quiet Enclave of Homes. 4 Bedrooms. 4.5 Baths

Step inside to discover a welcoming interior, highlighted by a sunroom featuring comfortable seating around the TV. The open first-floor plan seamlessly integrates the main family room complete with a media...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $12,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,500
28
29
30
 $8,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
16
17
18
$8,500
19
20
21
22
23
24
25
$9,000
26
27
28
29
30
31
 $9,000
August 2026
SuMoTuWeThFrSaWeek
 1
$9,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$11,500
23
24
25
26
27
28
29
$9,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Beautiful Upscale Contemporary Home, Designer Details Throughout, 4 Bedrooms, 4.5 Baths, Muliple Living Areas

Discover this stunning tri-level vacation home nestled in a peaceful community just on the outskirts of Oak Bluffs and minutes away from Oak Bluffs center, Edgartown Village, downtown Vineyard Haven, and several...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
4
Price Range:
$7,950 - $8,250
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
 $7,950
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,950
5
6
7
8
9
10
11
$7,950
12
13
14
15
16
17
18
$7,950
19
20
21
22
23
24
25
$7,950
26
27
28
29
30
31
 $8,250
August 2026
SuMoTuWeThFrSaWeek
 1
$8,250
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$8,250
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: 
$750 per week
Tax: State & Local: 
11.7
Add Favorite
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Newly Refurbished Contemporary Home, Beautifully Furnished, Privately Situated with Large Yard and Wraparound Farmer’s Porch, Dodger’s Hole Area

A great vacation begins with a great vacation home. This spacious home set on a private, large landscaped lot is sure to please. The summer wrap around porch is the perfect...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$6,550 - $7,150
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,750
7
8
9
10
11
12
13
$6,750
14
15
16
17
18
19
20
$6,750
21
22
23
24
25
26
27
$6,750
28
29
30
 $6,950
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,950
5
6
7
8
9
10
11
$6,950
12
13
14
15
16
17
18
$6,950
19
20
21
22
23
24
25
$6,950
26
27
28
29
30
31
 $7,150
August 2026
SuMoTuWeThFrSaWeek
 1
$7,150
2
3
4
5
6
7
8
$7,150
9
10
11
12
13
14
15
$7,150
16
17
18
19
20
21
22
$7,150
23
24
25
26
27
28
29
$7,150
30
31
 $6,550
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,550
6
7
8
9
10
11
12
$6,550
13
14
15
16
17
18
19
$6,550
20
21
22
23
24
25
26
$6,550
27
28
29
30
 $6,550
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Katama Area, Stylish Designer Luxury, Bike to South Beach and Village Areas, Spacious Bluestone Patio overlooks Private Yard Area

All newly renovated and beautifully furnished, the main level of this traditional style floor plan includes, - hardwood floors throughout, bead board accents, a living room with balcony, TV center,...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,000 - $8,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
9
10
11
12
13
$5,000
14
15
16
17
18
19
20
$7,500
21
22
23
24
25
26
27
$8,900
28
29
30
 $8,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,900
5
6
7
8
9
10
11
$8,900
12
13
14
15
16
17
18
$8,900
19
20
21
22
23
24
25
$8,900
26
27
28
29
30
31
 $8,900
August 2026
SuMoTuWeThFrSaWeek
 1
$8,900
2
3
4
5
6
7
8
$8,900
9
10
11
12
13
14
15
$8,900
16
17
18
19
20
21
22
$8,900
23
24
25
26
27
28
29
$8,900
30
31
 $8,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,900
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
27
28
29
30
 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Spectacular all new Harborfront Retreat, Heated Pool, Spacious Patio & Deck Areas, Stunning Views of Edgartown Harbor

Village center finely crafted custom home, harbor front, heated pool, refined decor and luxury amenities. Spectacular water views across the decks, patio, and pool to the harbor from most of the living...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
6
Price Range:
$22,000 - $57,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$29,000
7
8
9
10
11
12
13
$29,000
14
15
16
17
18
19
20
$45,000
21
22
23
24
25
26
27
$57,000
28
29
30
 $57,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$57,000
5
6
7
8
9
10
11
$57,000
12
13
14
15
16
17
18
$57,000
19
20
21
22
23
24
25
$57,000
26
27
28
29
30
31
 $57,000
August 2026
SuMoTuWeThFrSaWeek
 1
$57,000
2
3
4
5
6
7
8
$57,000
9
10
11
12
13
14
15
$57,000
16
17
18
19
20
21
22
$57,000
23
24
25
26
27
28
29
$57,000
30
31
 $57,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$57,000
6
7
8
9
10
11
12
$38,000
13
14
15
16
17
18
19
$38,000
20
21
22
23
24
25
26
$38,000
27
28
29
30
 $22,000
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

 

 

 

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