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

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Property Details
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 - $7,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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7
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10
11
12
13
14
15
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27
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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
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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
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12
13
14
15
$8,500
16
17
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21
22
$8,500
23
24
25
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27
28
29
$8,250
30
31
 
September 2026
SuMoTuWeThFrSa
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27
28
29
30
 
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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QUINJ

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Property Details
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
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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
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12
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14
15
$7,150
16
17
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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
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$6,550
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$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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RANKM

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Property Details
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 - $9,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$9,000
28
29
30
 $9,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,000
5
6
7
8
9
10
11
$9,000
12
13
14
15
16
17
18
$9,000
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
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$9,000
9
10
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12
13
14
15
$9,000
16
17
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21
22
$9,000
23
24
25
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28
29
$9,000
30
31
 $9,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$5,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
$4,800
27
28
29
30
 $4,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner maintains a 2 week minimum stay from mid-June to 2nd week in September.

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RANSW

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Property Details
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:
$18,000 - $58,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
9
10
11
12
13
$25,000
14
15
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17
18
19
20
$46,000
21
22
23
24
25
26
27
$58,000
28
29
30
 $58,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$58,000
5
6
7
8
9
10
11
$58,000
12
13
14
15
16
17
18
$58,000
19
20
21
22
23
24
25
$58,000
26
27
28
29
30
31
 $58,000
August 2026
SuMoTuWeThFrSaWeek
 1
$58,000
2
3
4
5
6
7
8
$58,000
9
10
11
12
13
14
15
$58,000
16
17
18
19
20
21
22
$58,000
23
24
25
26
27
28
29
$58,000
30
31
 $58,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$58,000
6
7
8
9
10
11
12
$39,000
13
14
15
16
17
18
19
$39,000
20
21
22
23
24
25
26
$18,000
27
28
29
30
 $18,000
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

 

 

 

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RAOMA

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Property Details
Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury, a family-friendly community of lovely homes, and only minutes away...Read more

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

Pool heated by aqua-solar panels throughout the rental period.  Specific request for 82 degrees by use of propane heat incurs a $400 per week surcharge.

 

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REIDM

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Property Details
Water Views, Heated Pool , Walk/Drive to Private Association Waterfront, North Shore, Breathtaking Sunsets, Sleeps 8.

Looking to escape? This pristine contemporary home has it all; beautiful distant ocean views, a heated pool, a gorgeous pool house, patio dining and grill area poolside with an expansive deck the full width of...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$10,000 - $14,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$14,750
7
8
9
10
11
12
13
$14,750
14
15
16
17
18
19
20
$14,750
21
22
23
24
25
26
27
$14,750
28
29
30
 $14,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$14,750
5
6
7
8
9
10
11
$14,750
12
13
14
15
16
17
18
$14,750
19
20
21
22
23
24
25
$14,750
26
27
28
29
30
31
 $14,750
August 2026
SuMoTuWeThFrSaWeek
 1
$14,750
2
3
4
5
6
7
8
$14,750
9
10
11
12
13
14
15
$14,750
16
17
18
19
20
21
22
$14,750
23
24
25
26
27
28
29
$14,750
30
31
 $14,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$14,750
6
7
8
9
10
11
12
$14,750
13
14
15
16
17
18
19
$14,750
20
21
22
23
24
25
26
$14,750
27
28
29
30
 $14,750
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Pool Heated to 81, included in Rental Rate last Saturday in June to end of August 

 

Pool Heated to 81 June and September weeks ( begins last Saturday in August), additional $300 propane surcharge per week

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REINJ

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Property Details
Gorgeous Katama Home, Heated Pool, Large Private Pool Patio and Landscaped Yard, Screened Porch and Expansive Deck, Located Just one mile to South Beach

Gorgeous home in the Katama area of Edgartown with a heated pool.  Ideally situated midway between South Beach and Edgartown village area!  Bike paths at the end of the street provide an easy bike ride...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSa
 1
2
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29
30
 
July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSa
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2
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7
8
9
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12
13
14
15
16
17
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20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

 Pool heat included in rental rate in July & August

June and September pool heat is an additional cost to the renter of $300 per week

 

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RIORE

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Property Details
Close to Edgartown Center and Beaches, Bike Paths 2/10 mile from house, Large and Private Deck, Central AC

This lovely 3 bedroom, 2.5 bath home features open concept living, dining, and kitchen areas. The spacious living and dining area opens via glass sliders to a large and private 20 x 40 ft...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $4,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,000
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
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
$4,900
9
10
11
12
13
14
15
$4,900
16
17
18
19
20
21
22
$4,900
23
24
25
26
27
28
29
$4,700
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
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: 
$350 per week
Tax: State & Local: 
11.7

 

 

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ROB59

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Property Details
Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.

Exceptional Rental Offering: Stunning 6-Bedroom, 5.5-Bath Home in West Chop, Vineyard Haven

Experience the epitome of summer luxury living in this exquisite 6-bedroom, 5.5-bath home nestled in the desirable West...Read more

Location: 
Vineyard Haven
Sleeps: 
13
Bedrooms: 
6
Baths: 
5
Price Range:
$14,000 - $35,000
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
28
29
30
 $25,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
6
7
8
9
10
11
$25,000
12
13
14
15
16
17
18
$30,000
19
20
21
22
23
24
25
$30,000
26
27
28
29
30
31
 $35,000
August 2026
SuMoTuWeThFrSaWeek
 1
$35,000
2
3
4
5
6
7
8
$35,000
9
10
11
12
13
14
15
$35,000
16
17
18
19
20
21
22
$35,000
23
24
25
26
27
28
29
$35,000
30
31
 $25,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,000
6
7
8
9
10
11
12
$18,000
13
14
15
16
17
18
19
$18,000
20
21
22
23
24
25
26
$16,000
27
28
29
30
 $14,000
Clean Fee: 
$2000 per week
Tax: State & Local: 
11.7

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