Historic 5 Bedroom Home, Newly Updated, Tucked in Historic Center of West Tisbury
Historic Charm in the Heart of Beautiful West Tisbury. This thoughtfully renovated home blends classic character with modern comfort, featuring a beautifully updated kitchen, three stylish baths, and five inviting...Read more
Location:
West Tisbury
Sleeps:
10
Bedrooms:
5
Baths:
3
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$5,000
28
29
30
$7,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$7,000
5
6
7
8
9
10
11
$7,000
12
13
14
15
16
17
18
$7,000
19
20
21
22
23
24
25
$7,000
26
27
28
29
30
31
$7,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$7,000
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$7,000
30
31
$7,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,000
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:
$500 per week
Tax: State & Local:
11.7
Ferry Tickets Available for purchase,7/19-26, 8/2-8/9, 7/12-7/19. (mv) Inquire for details!
Owners are also open to weekday arrivals and departures to meet the need for auto ferry tickets. Please inquire to discuss!
Charming Saltbox Edgartown Home, New Updatedly , Island Grove Area, 4 Bedroom, 2 bath, Sleeps 7.
Thoughtfully updated Saltbox-style retreat tucked away in the desirable Island Grove area of Edgartown. Surrounded by a spacious lawn, mature plantings, and peaceful island charm, this inviting vacation home offers...Read more
Location:
Edgartown
Sleeps:
7
Bedrooms:
4
Baths:
2
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$4,800
28
29
30
$5,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$6,000
26
27
28
29
30
31
$6,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,000
2
3
4
5
6
7
8
$7,300
9
10
11
12
13
14
15
$7,300
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$5,800
30
31
$4,200
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,200
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
$3,500
Clean Fee:
$500 per week
Tax: State & Local:
11.7
Ferry Ticket Available for Purchase! 7/5-12, 7/12-719,7/19-26, 8/2-8/9 (mv) Inquire for details!
Stunning New Custom Home, Heated Pool, 20' x 36', 5 Bedrooms, 5 Bath, West Chop Area of Vineyard Haven
Welcome to this exceptional contemporary executive retreat, nestled within a newly developed enclave in the highly sought-after West Chop area of Vineyard Haven. Thoughtfully custom-built and offering nearly 4,200 square...Read more
Location:
Vineyard Haven
Sleeps:
10
Bedrooms:
5
Baths:
5
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$18,000
7
8
9
10
11
12
13
$18,000
14
15
16
17
18
19
20
$18,000
21
22
23
24
25
26
27
$20,000
28
29
30
$20,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$20,000
5
6
7
8
9
10
11
$20,000
12
13
14
15
16
17
18
$25,000
19
20
21
22
23
24
25
$25,000
26
27
28
29
30
31
$25,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$25,000
2
3
4
5
6
7
8
$30,000
9
10
11
12
13
14
15
$30,000
16
17
18
19
20
21
22
$30,000
23
24
25
26
27
28
29
$25,000
30
31
$25,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$25,000
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
$18,000
Clean Fee:
$900 per week
Tax: State & Local:
11.7
Ferry Tickets Available 7/11-7/18, 7/18-7/25. 8/1 -8/8, 8/23 to 8/30. (mv) Please Inquire for details!
Pool Heated to 82 Degrees, included in Rental Rate July & August Rates
Pool Heated to 82. Degrees, June, September, and October, Additional Charge. Please Inquire with an Agent for Details!
Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths
Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
5
Baths:
4
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
$7,900
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$7,900
5
6
7
8
9
10
11
$7,900
12
13
14
15
16
17
18
$7,900
19
20
21
22
23
24
25
$7,900
26
27
28
29
30
31
$7,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
$4,370
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,370
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
$4,500
Clean Fee:
$500 per week
Tax: State & Local:
11.7
Ferry Tickets Available for Purchase, 7/19 - 26. Inquire for Details (mv)
Lovely Oak Bluffs Escape, 3 Bedrooms in Main House, 2 Bedrooms over Garage, 3.5 Baths Multiple Living Spaces, Walk to Oak Bluffs Center, 1 Mile
Nestled on a tranquil cul-de-sac in the heart of Oak Bluffs, this meticulously renovated Modern Colonial offers a special Martha's Vineyard experience. Thoughtfully reimagined in 2025, the property encompasses a...Read more
New Gorgeous Contemporary Colonial Home, 4 bedrooms, 4.5 Baths, Sleeps 8, Spacious Yard Area, Deck Dining & Patio Area
Please note exterior photos to follow within 2 weeks. Tucked away on a half-acre at the end of a quiet lane just outside Edgartown, this exquisite coastal contemporary Colonial offers a...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
4
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
$12,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$12,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$12,000
19
20
21
22
23
24
25
$12,000
26
27
28
29
30
31
$14,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$14,000
2
3
4
5
6
7
8
$14,000
9
10
11
12
13
14
15
$16,000
16
17
18
19
20
21
22
$14,000
23
24
25
26
27
28
29
$14,000
30
31
$10,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$10,000
Clean Fee:
$620
Tax: State & Local:
11.7
Ferry tickets for purchase, 7/12-7/19 - please inquire (mv)
Picture Perfect Newly Updated Edgartown home. Heated Saltwater Pool, Gorgeous Large Yard
Note: Pool is 14 x 30', 3.5 feet to 6 feet deep. Owner offering a 10% discount off the rental rate for the weeks of 7/11, 7/18, 8/23 - 2026,...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
3
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$12,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$12,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$12,500
26
27
28
29
30
31
$15,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$15,500
2
3
4
5
6
7
8
$15,500
9
10
11
12
13
14
15
$15,500
16
17
18
19
20
21
22
$15,500
23
24
25
26
27
28
29
$13,000
30
31
$10,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$8,500
13
14
15
16
17
18
19
$8,500
20
21
22
23
24
25
26
$8,500
27
28
29
30
$13,000
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Owner offering 10% discount for weeks 7/11, 7/18 & 8/23 weeks, if the weeks are booked by 5/15 2026.
Ferry tickets available for purchase, 7/4-7/11, 7/11-7/18, 7/18-7/25 & 8/23-8/30 - please inquire (mv
Pool Heated to 82 degrees July & August weeks included in the rental rate
Pool Heated to 82 degrees, June & September weeks, additional $300 propane surcharge
Gorgeous Waterfront Home, Stunning Views, Spacious Vacation Home, Perfect for Extended Family & Friends
Note: Exterior photos were taken in the winter. The deck will be set up for summer relaxing and dining, not seen in the current photos. New Sofas for 2026 in the office...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
3
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$11,250
7
8
9
10
11
12
13
$11,250
14
15
16
17
18
19
20
$11,250
21
22
23
24
25
26
27
$11,250
28
29
30
$13,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$13,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$14,000
19
20
21
22
23
24
25
$14,000
26
27
28
29
30
31
$14,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$14,000
2
3
4
5
6
7
8
$16,000
9
10
11
12
13
14
15
$16,000
16
17
18
19
20
21
22
$16,000
23
24
25
26
27
28
29
$16,000
30
31
$12,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
26
$10,000
27
28
29
30
Clean Fee:
$900 per week
Tax: State & Local:
11.7
Ferry Tickets Available for Purchase, 7/5-7/12, 7/12 -7/19, 7/19 -7/26, 7/26 - 8/2. Please inquire! (mv)
This luxuriously updated tri-level condo retreat at Quail Run in the community of homes known as Sengekontacket, has been transformed, bringing a fresh, coastal feel to every corner. The end...Read more
Light Filled, Coastal Chic, all Newly Updated and Newly Furnished, Set in the Katama Area of Edgartown. Multiple Living Spaces!
Coastal Elegance
Nestled in the heart of Katama, this beautiful home offers the perfect island retreat—less than a mile from South Beach. Walk or bike to the ocean, or launch...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
2
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$9,950
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$9,950
5
6
7
8
9
10
11
$9,950
12
13
14
15
16
17
18
$9,950
19
20
21
22
23
24
25
$9,950
26
27
28
29
30
31
$9,950
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$9,950
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
$9,950
30
31
$7,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,500
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
$6,500
Clean Fee:
$600 per week
Tax: State & Local:
11.7
Ferry tickets available for purchase, 7/11-7/18 - please inquire (mv)
Outer Harbor Waterfront, West Chop Area, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views
NOTE: New upgrades for 2026 Rental Season: Mini Split AC units in the Living Area, Kitchen, and Bedrooms, New Sofa in the Living Area, Newly Painted, All new Windows throughout the House....Read more
