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Newly Renovated, Modern Cottage Luxury, Professionally Decorated, 1 mile from Oak Bluffs Center & Beach

Stunning new stylish renovation, professionally decorated, a step above your average rental, and just 1 mile to the Harbor and the center of Oak Bluffs!

The main living level features an...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,800
22
23
24
25
26
27
28
$4,950
29
30
 $5,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,800
6
7
8
9
10
11
12
$5,800
13
14
15
16
17
18
19
$5,800
20
21
22
23
24
25
26
$6,000
27
28
29
30
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,000
3
4
5
6
7
8
9
$6,000
10
11
12
13
14
15
16
$6,500
17
18
19
20
21
22
23
$6,500
24
25
26
27
28
29
30
$6,000
31
 $4,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,600
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
 $2,900
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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TALLA

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Property Details
Katama South Beach, 20 x 40 Heated Gunite Pool, Walk or Bike to the Beach, Luxury Home,

Stunning tri-level vacation home bordered by professionally landscaped grounds with Gunite pool, located in a quiet Katama neighborhood, walk or bike to South Beach. This spacious home is perfect for...Read more

Location: 
Katama
Sleeps: 
12
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $10
June 2025
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
 $17,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$17,500
6
7
8
9
10
11
12
$17,500
13
14
15
16
17
18
19
$17,500
20
21
22
23
24
25
26
$17,500
27
28
29
30
31
 $17,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$17,500
3
4
5
6
7
8
9
$19,500
10
11
12
13
14
15
16
$19,500
17
18
19
20
21
22
23
$19,500
24
25
26
27
28
29
30
$18,000
31
 $15,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,500
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: 
$650 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees, last week of June through first week of September included in rental rate. 

Pool Heat to 82 degrees, first three weeks of June and last three weeks of September additional $300.      

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TAVAM

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Property Details
Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

Impeccable Vacation Getaway with Updated Amenities and a Heated Saltwater Pool

Nestled within the serene community of Stonegate, this exceptional retreat offers a rejuvenating escape. Conveniently located just a brief...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $16,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,000
8
9
10
11
12
13
14
$11,000
15
16
17
18
19
20
21
$11,000
22
23
24
25
26
27
28
$11,000
29
30
 $12,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$13,800
20
21
22
23
24
25
26
$13,800
27
28
29
30
31
 $16,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$16,000
3
4
5
6
7
8
9
$16,000
10
11
12
13
14
15
16
$16,000
17
18
19
20
21
22
23
$16,000
24
25
26
27
28
29
30
$13,800
31
 $11,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$11,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$9,000
28
29
30
 $9,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Ferry Tickets available for weeks 7/13-7/20 (2 sets), 7/20-7/27 (2 sets), and 8/24-8/31 (1 set) - please inquire

 

Pool heated to 82 July & August included in rental rate.  

Spa area in the pool is heated to the same temperature as the pool and is not available Spa jets are also not available for renter use. 

 

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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TAYLC

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Property Details
Luxurious Home located in The Preserve, 18 x 36 Heated Pool , Multiple Indoo/Outdoor Entertainment Areas

Welcome to this stunning, expansive luxury residence nestled within the exclusive enclave of homes known as The Preserve!

Situated on the outskirts of Oak Bluffs, The Preserve is a lovely community...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$10 - $20,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,500
8
9
10
11
12
13
14
$10,500
15
16
17
18
19
20
21
$13,000
22
23
24
25
26
27
28
$15,500
29
30
 $18,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$18,000
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
$20,000
27
28
29
30
31
 $20,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$20,000
3
4
5
6
7
8
9
$20,000
10
11
12
13
14
15
16
$20,000
17
18
19
20
21
22
23
$20,000
24
25
26
27
28
29
30
$18,500
31
 $11,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$11,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
 
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Pool Heated to 82 July and August weeks included in Rental Rate. 

Pool Heated to 82 June & September weeks additional $350 per week.  

 

The poolside spa maintains the same temperature as the pool itself, and the jets are not activated. However, should you desire, the spa can be heated for a duration of 4 hours daily, subject to an additional weekly charge. For more information, kindly reach out to the agent for further details.

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TAYLJ

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Property Details
SPACIOUS LIGHTFILLED 3 BEDROOM, 3 BATH HOME, PRIVATE DECK WITH PATIO DINING, LOCATED IN QUIET COMMUNITY OF HOMES

Enjoy the best of the Island—the serenity of a secluded wooded sanctuary, the convenience, fun and shopping of the 3 Down Island towns (Oak Bluffs, Edgartown and Vineyard Haven), and easy access...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$10 - $4,900
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,000
15
16
17
18
19
20
21
$4,000
22
23
24
25
26
27
28
$4,000
29
30
 $4,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,100
6
7
8
9
10
11
12
$4,100
13
14
15
16
17
18
19
$4,100
20
21
22
23
24
25
26
$4,100
27
28
29
30
31
 $4,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,900
3
4
5
6
7
8
9
$5,100
10
11
12
13
14
15
16
$5,100
17
18
19
20
21
22
23
$5,100
24
25
26
27
28
29
30
$4,900
31
 $4,500
September 2025
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
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

 

 

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TERSM

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Property Details
Modern, Newly Renovated, Architecturally Significant Beach Cottage Design. Close to Town and Beaches, Tucked in the Lovely Community of Summer Homes, Waterview Farms!

Gorgeous all newly renovated and newly furnished mid-century beach cottage, now a modern vacation oasis designed by the prominent interior design firm, - Tersigni Palachek. This eloquent, yet beachy home offers...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$10 - $6,600
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,900
22
23
24
25
26
27
28
$3,900
29
30
 $6,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
31
 $6,400
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,400
3
4
5
6
7
8
9
$6,600
10
11
12
13
14
15
16
$6,600
17
18
19
20
21
22
23
$6,600
24
25
26
27
28
29
30
$6,600
31
 $6,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,600
7
8
9
10
11
12
13
$4,100
14
15
16
17
18
19
20
$4,100
21
22
23
24
25
26
27
$4,100
28
29
30
 $2,600
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7

Owner books Fri to Fri July & August weeks!

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TESTL

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Property Details
Beautiful Long View Country House, Walk to Lambert's Cove Beach, Central A/C

Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first-floor living room and second-floor family/tv room.  Spacious modern kitchen with prep island...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $8,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$6,500
29
30
 $8,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
31
 $8,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,300
3
4
5
6
7
8
9
$8,300
10
11
12
13
14
15
16
$8,300
17
18
19
20
21
22
23
$8,300
24
25
26
27
28
29
30
$8,300
31
 $6,500
September 2025
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
$6,500
28
29
30
 $6,500
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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THEOK

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Property Details
Lovely Cape Home, Newly Updated, Private Back Deck with Outdoor Dining & Grill, 3 Bedrooms w/AC and TV, 1.5 baths

Nestled on a serene lane in the outskirts of Vineyard Haven, this newly updated Cape Style residence exudes chic charm. Step inside to discover an inviting open layout on the...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$10 - $4,400
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$3,500
29
30
 $3,700
July 2025
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
31
 $4,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,000
3
4
5
6
7
8
9
$4,000
10
11
12
13
14
15
16
$4,400
17
18
19
20
21
22
23
$4,400
24
25
26
27
28
29
30
$4,000
31
 $3,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
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
$3,000
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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THOHP

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Property Details
Exquisite New Contemporary Waterfront Home, Multiple Indoor& Outdoor Living Spaces with Waterviews.

This stunning luxury waterfront home, nestled on the Lagoon, offers breathtaking water views from every corner of the newly built residence. Enjoy the seamless transition between indoor and outdoor living...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
4
Price Range:
$10 - $18,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,500
8
9
10
11
12
13
14
$14,000
15
16
17
18
19
20
21
$14,000
22
23
24
25
26
27
28
$14,000
29
30
 $16,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,000
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
$18,000
27
28
29
30
31
 $18,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$18,000
3
4
5
6
7
8
9
$20,000
10
11
12
13
14
15
16
$20,000
17
18
19
20
21
22
23
$20,000
24
25
26
27
28
29
30
$18,000
31
 $18,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$18,000
7
8
9
10
11
12
13
$16,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$14,000
28
29
30
 $12,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner requires two week minimum booking during months July & August

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THOM3

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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:
$10 - $5,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$3,100
29
30
 $4,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
6
7
8
9
10
11
12
$3,800
13
14
15
16
17
18
19
$3,800
20
21
22
23
24
25
26
$4,500
27
28
29
30
31
 $4,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,500
3
4
5
6
7
8
9
$5,000
10
11
12
13
14
15
16
$5,000
17
18
19
20
21
22
23
$5,000
24
25
26
27
28
29
30
$4,200
31
 $4,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,200
7
8
9
10
11
12
13
$3,100
14
15
16
17
18
19
20
$3,100
21
22
23
24
25
26
27
$3,000
28
29
30
 $3,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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