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Oak Bluffs Summer Retreat, Large Private Deck, Lagoon Beach Rights -Great Area for Kayaking.

Spacious sun-filled home features open living spaces, hardwood floors throughout, 4 bedrooms and sleeps 8.

Exterior features include two decks, one sunny deck at the front of the house, and a large private...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $11,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
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
 $5,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,800
5
6
7
8
9
10
11
$5,800
12
13
14
15
16
17
18
$6,200
19
20
21
22
23
24
25
$6,200
26
27
28
29
30
31
 $6,200
August 2026
SuMoTuWeThFrSaWeek
 1
$6,200
2
3
4
5
6
7
8
$10,500
9
10
11
12
13
14
15
$11,800
16
17
18
19
20
21
22
$11,800
23
24
25
26
27
28
29
$6,200
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
Clean Fee: 
$480 per week
Tax: State & Local: 
11.7
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CHA22

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Property Details
Gorgeous New Build, Contemporary Farmhouse Design, Heated Pool, Large Yard & Lawn Area, Sleeps 9, 3 bedrooms + Bonus Sleep Space on Lower Level, 3 Baths, 2 Half Baths

Luxurious new custom-built Katama area home with heated 14’ x 30’ pool. Ideally located just one mile to the village center and 1.5 miles to South Beach! Bike paths in...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$5,900 - $17,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$11,500
28
29
30
 $15,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,000
5
6
7
8
9
10
11
$17,000
12
13
14
15
16
17
18
$17,000
19
20
21
22
23
24
25
$17,000
26
27
28
29
30
31
 $18,000
August 2026
SuMoTuWeThFrSaWeek
 1
$18,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$20,000
16
17
18
19
20
21
22
$20,000
23
24
25
26
27
28
29
$16,000
30
31
 $9,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,000
27
28
29
30
 $6,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Owner reduced rates for September & October - see calendar for adjusted rates

Three night minimum first two weeks of June 2025 and after September 6th

Pool Heated to 81 degrees, included in rental rate July & August weeks. 

Pool Heated to 81 degrees June & September weeks additional $300 per week propane surcharge. 

 

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CHAMV

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Property Details
WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C

In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,250 - $7,990
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,990
7
8
9
10
11
12
13
$7,990
14
15
16
17
18
19
20
$7,990
21
22
23
24
25
26
27
$7,990
28
29
30
 $9,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,650
5
6
7
8
9
10
11
$9,650
12
13
14
15
16
17
18
$9,650
19
20
21
22
23
24
25
$9,650
26
27
28
29
30
31
 $9,650
August 2026
SuMoTuWeThFrSaWeek
 1
$9,650
2
3
4
5
6
7
8
$9,650
9
10
11
12
13
14
15
$9,650
16
17
18
19
20
21
22
$9,650
23
24
25
26
27
28
29
$9,650
30
31
 $7,990
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,990
6
7
8
9
10
11
12
$7,990
13
14
15
16
17
18
19
$7,990
20
21
22
23
24
25
26
$6,990
27
28
29
30
 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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CHOAY

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Property Details
Gorgeous Luxury Home, Edgartown, Heated Pool, Pickle Ball Court, Multiple Living Spaces, 4 Bedrooms. 4.5 Baths Sleeps 9.

This stunning contemporary vacation home in Edgartown offers an exceptional blend of indoor and outdoor living spaces, making it an ideal retreat for relaxation and entertainment. The beautifully landscaped yard features...Read more

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

Pool Heat additional $250 per week June & September

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CLARA

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Property Details
Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$4,000 - $12,000
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
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
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
$12,000
23
24
25
26
27
28
29
$6,500
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Sheets & Towels are not provided. Rental guests need to bring sheets & towels or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com

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CLARO

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Property Details
Contemporary Farmhouse Design, Multiple Living Areas, Screened Porch & Farmers Porch, Deck, Lovely Yard Area, Bike or Walk to Oak Bluffs Center.

Situated just on the outskirts of Oak Bluffs, this lovely vacation home offers renters modern styling with multiple living spaces and all the conveniences renters look for in a vacation home....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$2,800 - $5,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,300
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
$4,300
28
29
30
 $5,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,300
5
6
7
8
9
10
11
$5,300
12
13
14
15
16
17
18
$5,300
19
20
21
22
23
24
25
$5,300
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,100
9
10
11
12
13
14
15
$6,100
16
17
18
19
20
21
22
$5,900
23
24
25
26
27
28
29
$5,900
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

New Bedrooms 3 & 4, in the lower level, and bath are not available in 2025 for the weeks 7/5 & 8/23 and September.  Occupancy limit is 6, 2 Bedrooms 1st and 2nd Level. Sleep sofa and a day bed in the 2nd level family room. Rates listed reflect this arrangement for 2025.  Inquire with Agent for details. 

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CLE20

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Property Details
Outer Harbor Waterfront, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch, and patio areas. The wide, sandy private beach...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $8,400
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,700
7
8
9
10
11
12
13
$5,100
14
15
16
17
18
19
20
$5,100
21
22
23
24
25
26
27
$8,100
28
29
30
 $8,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,400
5
6
7
8
9
10
11
$8,400
12
13
14
15
16
17
18
$8,400
19
20
21
22
23
24
25
$9,250
26
27
28
29
30
31
 $9,300
August 2026
SuMoTuWeThFrSaWeek
 1
$9,300
2
3
4
5
6
7
8
$9,350
9
10
11
12
13
14
15
$9,400
16
17
18
19
20
21
22
$9,400
23
24
25
26
27
28
29
$8,400
30
31
 $5,000
September 2026
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
 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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CLEME

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Property Details
Sweetened Water Farm, 1 Mile from Village Center, Bike or Walk to Town

Lovely 4 bedroom, 2 bath home.  Located just on the outskirts of Edgartown village center on Sweetened Water Farm (an 87-acre horse farm located near Morning Glory Farm).  This spacious...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,500 - $6,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$2,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$4,800
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,200
9
10
11
12
13
14
15
$6,200
16
17
18
19
20
21
22
$6,200
23
24
25
26
27
28
29
$6,200
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
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: 
$300 per week
Tax: State & Local: 
11.7
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COHAH

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Property Details
Herring Creek Summer Retreat, Waterfront, Oversized Pool, Private Association Shore Beach

Nestled into an expansive waterfront lot on the Edgartown Great Pond in prestigious Herring Creek Farm, you’ll find this true Vineyard casual cottage adorned with antique Vineyard collections of original...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $15,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$12,000
28
29
30
 $13,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$13,500
19
20
21
22
23
24
25
$13,500
26
27
28
29
30
31
 $14,000
August 2026
SuMoTuWeThFrSaWeek
 1
$14,000
2
3
4
5
6
7
8
$15,000
9
10
11
12
13
14
15
$15,000
16
17
18
19
20
21
22
$14,000
23
24
25
26
27
28
29
$14,000
30
31
 $13,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$13,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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COHEC

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Property Details
Longview Contemporary, A/C, WiFi, Close to Lambert's Cove Beach

Tree Tops:  Tri-level contemporary home in the desirable community of Long View off of Lambert's Cove Rd, 7/10 mile to Lambert's Cove Beach. Vineyard Haven village center is a 15-minute drive from...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,400 - $4,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,400
7
8
9
10
11
12
13
$2,400
14
15
16
17
18
19
20
$2,400
21
22
23
24
25
26
27
$3,200
28
29
30
 $4,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,400
5
6
7
8
9
10
11
$4,400
12
13
14
15
16
17
18
$4,400
19
20
21
22
23
24
25
$4,400
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
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
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$2,400
13
14
15
16
17
18
19
$2,400
20
21
22
23
24
25
26
$2,400
27
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7

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