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Waterfront, Water View, Lagoon Beach

This charming, recently renovated, waterfront home atop the lagoon bluffs, boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor, and Cape Cod from patios, living...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,300
8
9
10
11
12
13
14
$4,300
15
16
17
18
19
20
21
$5,100
22
23
24
25
26
27
28
$6,000
29
30
 $6,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,200
6
7
8
9
10
11
12
$6,200
13
14
15
16
17
18
19
$6,200
20
21
22
23
24
25
26
$6,200
27
28
29
30
31
 $6,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,300
3
4
5
6
7
8
9
$6,300
10
11
12
13
14
15
16
$6,300
17
18
19
20
21
22
23
$6,300
24
25
26
27
28
29
30
$5,800
31
 $5,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,900
7
8
9
10
11
12
13
$5,900
14
15
16
17
18
19
20
$5,900
21
22
23
24
25
26
27
$5,900
28
29
30
 $4,000
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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ROS22

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Property Details

Set in the heart of Oak Bluffs and on a quiet residential street, this newly updated tastefully decorated vacation home offers rental guests all the comforts of home inside and out....Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $5,500
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
 $5,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
31
 $5,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,500
3
4
5
6
7
8
9
$5,500
10
11
12
13
14
15
16
$5,500
17
18
19
20
21
22
23
$5,500
24
25
26
27
28
29
30
$5,500
31
 $4,000
September 2025
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
 $3,000
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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ROSBE

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Property Details
Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths

This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
7
Baths: 
5
Price Range:
$14,000 - $27,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$18,500
8
9
10
11
12
13
14
$14,000
15
16
17
18
19
20
21
$14,500
22
23
24
25
26
27
28
$15,500
29
30
 $20,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$20,000
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$20,000
27
28
29
30
31
 $24,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$24,000
3
4
5
6
7
8
9
$27,500
10
11
12
13
14
15
16
$27,500
17
18
19
20
21
22
23
$27,500
24
25
26
27
28
29
30
$22,000
31
 $18,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$18,500
7
8
9
10
11
12
13
$18,500
14
15
16
17
18
19
20
$18,500
21
22
23
24
25
26
27
$18,500
28
29
30
 $18,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Ferry Tickets available  for weeks 7/18 - 7/25 & 7/25 - 8/1 - please inquire

 

Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details

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ROSKH

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Property Details
East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets

Experience the epitome of summer living at East Chop Oak Bluffs in this delightful waterfront retreat. Nestled amidst the serenity of the beachfront, this cozy home boasts a private dock...Read more

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

Ferry Tickets Available,  7/26 to 8/2.  Please inquire for details!

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ROSSJ

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Property Details
1.5 Acres of Privacy, Bike Paths Adjacent to House, Association Pool, WiFi, Central A/C

West Tisbury - Newly updated and featuring 5 bedrooms and 4 baths.  Recently renovated including all new kitchen, updated baths, flooring, carpeting, walls painted, and lovely furnishings.  There is central AC on the 1st...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,000 - $5,900
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
$4,900
22
23
24
25
26
27
28
$4,900
29
30
 $5,900
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,900
20
21
22
23
24
25
26
$5,900
27
28
29
30
31
 $5,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,900
3
4
5
6
7
8
9
$5,900
10
11
12
13
14
15
16
$5,900
17
18
19
20
21
22
23
$5,900
24
25
26
27
28
29
30
$4,500
31
 $4,000
September 2025
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
 $4,000
Clean Fee: 
$400 per week, $500 per week with pet
Tax: State & Local: 
11.7
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ROSSP

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Property Details
Chic Contemporary Luxury Home, Heated Pool 14 x 31, Private Patio, Screened Porch, Sun Deck, Situated on Large Acreage off of Lambert's Cove Rd. Lambert’s Cove Beach 1 mile.

Lambert’s Cove Area: Beautiful new modern architectural farmhouse, features open living spaces with soaring cathedral ceilings and walls of glass opening out to the patio and yard areas.  Privacy and peace...Read more

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

Transferrable Ferry Tickets available open July weeks. (mv)  Inquire for details

 

Pool Heated to 81 degrees July & August, additional $300 per week propane fee. 

Pool Heated to 81 degrees June & September, additional $300 per week propane fee. 

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RUNYW

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Property Details
Water view Upper Makonikey Home, Distinctive Design by Royal Barry Wills, Two Private Association Beaches, Central A/C

Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres in the exclusive enclave of homes known as Makonikey. Lovely distant water views of Vineyard Sound and...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$4,500 - $9,750
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,750
15
16
17
18
19
20
21
$5,750
22
23
24
25
26
27
28
$7,500
29
30
 $9,750
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,750
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
31
 $9,750
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,750
3
4
5
6
7
8
9
$9,750
10
11
12
13
14
15
16
$9,750
17
18
19
20
21
22
23
$9,750
24
25
26
27
28
29
30
$9,750
31
 $7,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$7,500
14
15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$5,750
28
29
30
 $4,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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SACHE

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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:
$3,000 - $3,800
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
$3,500
29
30
 $3,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
31
 $3,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,500
3
4
5
6
7
8
9
$3,800
10
11
12
13
14
15
16
$3,800
17
18
19
20
21
22
23
$3,800
24
25
26
27
28
29
30
$3,800
31
 $3,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
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
 $3,000
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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SAGID

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Property Details
Newly refurbished Tri Level, Gorgeous Water Views of North Shore in Exclusive Makonikey Area

Stunning Hilltop Post & Beam Vacation Home with a relaxed coastal ambiance and picturesque distant water vistas! Nestled off Lambert’s Cove Rd in Vineyard Haven, this exquisite property resides within...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $10,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,800
8
9
10
11
12
13
14
$5,800
15
16
17
18
19
20
21
$6,800
22
23
24
25
26
27
28
$9,000
29
30
 $11,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,000
6
7
8
9
10
11
12
$11,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$12,000
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$12,000
24
25
26
27
28
29
30
$10,000
31
 $7,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,000
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
 $5,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

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SANBG

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Property Details
Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House

Beautiful home in Mink Meadows area of West Chop.  Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $7,750
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$5,200
15
16
17
18
19
20
21
$5,200
22
23
24
25
26
27
28
$5,200
29
30
 $7,750
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,750
6
7
8
9
10
11
12
$7,750
13
14
15
16
17
18
19
$7,750
20
21
22
23
24
25
26
$7,400
27
28
29
30
31
 $7,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,900
3
4
5
6
7
8
9
$7,900
10
11
12
13
14
15
16
$7,900
17
18
19
20
21
22
23
$7,900
24
25
26
27
28
29
30
$8,500
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
$4,500
21
22
23
24
25
26
27
$4,500
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner requires 2 week minimum stay.  6/14 to /6/28,  8/31 to 9/13,  and 9/13 to 9/27.   Owner has ferry tickets for these dates

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