Martha's Vineyard Luxury Rentals
Welcome to our Premiere Martha's Vineyard Vacation Rentals Collection.
Below you'll find Martha's Vineyard Vacation Homes with every luxury amenity. From luxurious homes with pools to stunning waterfront homes, our collection of Vineyard vacation rental homes offers our returning clients and new renters a wide variety of outstanding rental properties to select from in all areas of the island.
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
Price Range:
$12,000 - $16,000
June 2026
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| $12,000 |
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| $12,000 |
21
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| $13,000 |
28
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| | $16,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $16,000 |
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| $16,000 |
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| $16,000 |
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| $19,000 |
26
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| | $20,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $20,000 |
2
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| $23,000 |
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| $23,000 |
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| $23,000 |
23
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| 26
| 27
| 28
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| $19,000 |
30
| 31
| | $16,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $16,000 |
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| $12,000 |
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| $12,000 |
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Clean Fee:
$1000 per week
Ferry tickets available for purchase, 7/5-7/12 & 8/2-8/9 - please inquire (mv)
Pool Heat additional $250 per week June & September
Luxury Gambrel Home. Heated Pool, Bluestone Patio Surround, Patio Dining, Walk to Town, 4 Bedrooms, 3.5 Baths
Unwind with family and friends in this newly constructed vacation home, featuring a heated pool and ideally situated on a peaceful lane, just a short stroll to the village center....Read more
Price Range:
$11,500 - $24,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $12,500 |
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| $12,500 |
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| $12,500 |
21
| 22
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| 26
| 27
| $18,500 |
28
| 29
| 30
| | $22,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $22,500 |
5
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| $22,500 |
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| $22,500 |
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| 23
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| 25
| $22,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $24,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $24,500 |
2
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| $24,500 |
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| $24,500 |
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| $24,500 |
23
| 24
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| 26
| 27
| 28
| 29
| $24,500 |
30
| 31
| | $15,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| 2
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| $15,500 |
6
| 7
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| 9
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| $13,500 |
13
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| $13,500 |
20
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| $13,500 |
27
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| 30
| | $11,500 |
Stunning Luxury Home, Sought after Field Club Location, 18 x 32" Heated Gunite Pool, Main and Guest Carriage House
Luxurious Custom Crafted Home in the heart of the Katama area of Edgartown. This beautiful home offers discerning vacationers multiple indoor and outdoor living spaces, which include an 18 x...Read more
Price Range:
$20,000 - $40,000
June 2026
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| $25,000 |
7
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| $25,000 |
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| $25,000 |
21
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| 27
| $25,000 |
28
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| 30
| | $40,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $40,000 |
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| $40,000 |
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| $40,000 |
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| $40,000 |
26
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| | $40,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $40,000 |
2
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| $40,000 |
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| $40,000 |
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| $40,000 |
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| $40,000 |
30
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| | $30,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| 2
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| $30,000 |
6
| 7
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| $25,000 |
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| $25,000 |
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| $25,000 |
27
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| | $25,000 |
Clean Fee:
$1250 per week
Pool Heated to 81 degrees included in rental rate July & August weeks.
Pool Heated to 81 June & September weeks, additional $250 per week
Pool Heated to 81 May& October weeks, additional $300 per week
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
Price Range:
$10,500 - $20,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $10,500 |
7
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| $10,500 |
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| $13,000 |
21
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| $15,500 |
28
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| | $18,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
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| $18,000 |
5
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| $18,000 |
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| $18,000 |
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| $20,000 |
26
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| | $20,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $20,000 |
2
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| $20,000 |
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| $20,000 |
16
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| $20,000 |
23
| 24
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| 26
| 27
| 28
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| $18,500 |
30
| 31
| | $11,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $11,500 |
6
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| $10,500 |
13
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| $10,500 |
20
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| $10,500 |
27
| 28
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| 30
| | $10,500 |
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.
Gorgeous in Town Home, Heated Saltwater Pool, 16 x 32, Pool Cabana/Office Space, 5 minute walk to the heart of Edgartown Village
Sansouci Located on a quiet cul de sac that is a 5-minute walk to restaurants and shops in downtown Edgartown. It’s a 10-minute walk to the harbor and a 15-minute walk...Read more
Price Range:
$20,000 - $23,000
June 2026
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July 2026
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| $20,000 |
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| $20,000 |
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| | |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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2
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| $23,000 |
9
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| $23,000 |
16
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| $23,000 |
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| $23,000 |
30
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| | |
September 2026
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Ferry Tickets available 7/11-7/18, 7/18-7/25, 8/22-8/29 - please inquire
Pool heated to 82 in July & August included in the rental rate.
Pool heated to 82 in June & September additional $250 per week, May & October additional $350 per week
Gorgeous, Classic, Spacious New England Home, Main & Carriage House, In the Heart of the Katama Area of Edgartown, Multiple Living Spaces both Inside & Out, Sleeps 10. Private Landscaped Grounds. Multiple Decks, Screened Porch
Experience the essence of modern living in an exquisite New England home boasting classic design, nestled on meticulously landscaped grounds just moments away from South Beach and Edgartown Village.
The Main...Read more
Price Range:
$10,000 - $25,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
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| $15,000 |
7
| 8
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| $15,000 |
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| $15,000 |
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| 22
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| 27
| $15,000 |
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
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| $25,000 |
12
| 13
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| $25,000 |
19
| 20
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| $25,000 |
26
| 27
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| 31
| | $25,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $25,000 |
2
| 3
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| 5
| 6
| 7
| 8
| $25,000 |
9
| 10
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| $25,000 |
16
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| $25,000 |
23
| 24
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| 27
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| $25,000 |
30
| 31
| | $15,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $15,000 |
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| $15,000 |
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| $15,000 |
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| $15,000 |
27
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| 30
| | $10,000 |
Clean Fee:
$1250 per week
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
Price Range:
$6,000 - $8,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
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| $6,000 |
7
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| $6,000 |
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| $6,000 |
21
| 22
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| 26
| 27
| $6,000 |
28
| 29
| 30
| | $10,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $10,000 |
5
| 6
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| 8
| 9
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| $10,000 |
12
| 13
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| $10,000 |
19
| 20
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| 22
| 23
| 24
| 25
| $10,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $10,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $10,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $10,000 |
9
| 10
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| 13
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| $10,000 |
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| 22
| $10,000 |
23
| 24
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| 26
| 27
| 28
| 29
| $10,000 |
30
| 31
| | $8,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $8,000 |
6
| 7
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| $6,000 |
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| $6,000 |
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| $6,000 |
27
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| | $6,000 |
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
Price Range:
$6,000 - $8,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
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| $6,000 |
7
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| $6,500 |
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| $7,000 |
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| $7,500 |
28
| 29
| 30
| | $8,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $8,500 |
5
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| $8,500 |
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| $8,500 |
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| $9,000 |
26
| 27
| 28
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| 30
| 31
| | $9,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $9,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $12,000 |
9
| 10
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| 13
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| $12,000 |
16
| 17
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| $11,500 |
23
| 24
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| 29
| $9,000 |
30
| 31
| | $7,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $7,000 |
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| $6,000 |
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| $6,000 |
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| $6,000 |
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| | $6,000 |
Hart Haven, Spacious Contemporary Colonial, Private Association Beach .8 mi from house, Private Association Tennis, 5 min walk from house
Located in the desirable enclave of homes known as Hart Haven just on the outskirts of Oak Bluffs Center, rental guests will surely enjoy this beautifully maintained home bordered by...Read more
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $10,000 |
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| $10,000 |
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| $10,000 |
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| 27
| $10,000 |
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| 29
| 30
| | $10,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| 4
| $10,000 |
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| $10,000 |
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| $10,000 |
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| $10,000 |
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| 27
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| 31
| | $10,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $10,000 |
2
| 3
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| 5
| 6
| 7
| 8
| $11,000 |
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| 10
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| $11,000 |
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| 22
| $11,000 |
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| 24
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| 26
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| 29
| |
30
| 31
| | $10,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
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| $10,000 |
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| $10,000 |
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| $10,000 |
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| $10,000 |
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| | $10,000 |
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
Price Range:
$6,000 - $9,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
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| $8,500 |
7
| 8
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| $8,500 |
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| $10,500 |
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| 22
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| 25
| 26
| 27
| $11,500 |
28
| 29
| 30
| | $15,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 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
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 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
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 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 |
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.
Outstanding Tri -Level Katama Home, Pool, new 18 x 40 Heated Saltwater Pool, Bluestone Patio, Fire Pit, Walk or Bike to South Beach and 5 minute Drive to Edgartown Village Area
Beautiful tri-level contemporary home with an 18 x 40 heated saltwater pool, bluestone patio, outdoor dining area, chaise lounge chairs, and fire pit. This recently updated home includes a spacious open floor plan with vaulted ceilings, a...Read more
Price Range:
$7,500 - $14,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $10,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $12,500 |
28
| 29
| 30
| | $14,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $14,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $17,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $17,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $17,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $18,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $18,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $18,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $18,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $14,000 |
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
| $9,200 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,500 |
27
| 28
| 29
| 30
| | $7,500 |
Ferry Tickets available 6/27-7/4, 7/4-7/11, 8/22-8/29, 8/29-9/5 - please inquire
Pool is heated to 84 degrees July & August & included in the rental rate.
Pool heated to 84 degrees June & September, additional $500/week propane surcharge.
Stunning New Custom Luxury Home, Oak Bluffs, 18 x 36 Heated Saltwater Pool, Bluestone Patio, 4 Bedrooms 3.5 baths
Tucked just beyond the heart of downtown Oak Bluffs, this spacious, architect-designed retreat offers families and friends an exceptional Vineyard vacation experience.
Thoughtfully crafted by a noted architect, the home...Read more
Price Range:
$8,500 - $10,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $11,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $14,000 |
28
| 29
| 30
| | $16,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $16,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $16,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $18,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $18,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $20,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $20,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $20,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $21,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $21,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $18,000 |
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
| $9,000 |
27
| 28
| 29
| 30
| | $9,000 |
1st Two Weeks of July 2026 being offered at $16,500 per week
Pool Heated to 81 degrees July & August included in Rental Rate
Pool Heated to 81 degrees June & September additional $300 Propane Surcharge
Stunning Tri-Level Home, Heated Pool, Screened Porch, Beautifully Landscaped, Walk to Association Tennis Courts
Featured MVVR Listing:
Beautiful Coastal Inspired Retreat features multiple living spaces, a pool, a bluestone patio area, and a deck with an outdoor dining and grill area. This beautiful home is...Read more
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
| | 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
| |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
| | 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
| 31
| |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
| | 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
| 31
| |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
| | 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
| |
Pool Heated to 80 degrees included in rental rate last Saturday in June to the first Saturday in September.
Pool Heated to 80 degrees, June & September weeks additional $300 propane surcharge per week.
Stunning Luxury Home, Complete Renovation in Main House, Sweet Updated Guest House, Walk to Oak Bluffs Center
Gorgeous Luxury Home, Newly Renovated with Stylish Updates, Walking Distance to Oak Bluffs Center
This stunning bungalow-style home has undergone a complete renovation, blending luxury designer decor with the original...Read more
Price Range:
$6,000 - $10,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $6,000 |
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
| $7,000 |
28
| 29
| 30
| | $10,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $10,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $10,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $10,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $10,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $15,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $15,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $17,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $17,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $12,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $10,000 |
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
| $7,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,000 |
27
| 28
| 29
| 30
| | |
Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location
A light-filled, coastal-inspired luxury vacation home and guest house tucked in a private location featuring views of Watcha Pond, multiple living spaces, a gourmet kitchen, 4 bedrooms, 4 luxury bathrooms, and the ability to...Read more
Price Range:
$15,000 - $26,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $15,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $15,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $15,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $26,000 |
28
| 29
| 30
| | $26,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $26,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $26,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $26,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $26,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $26,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $26,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $26,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $26,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| |
23
| 24
| 25
| 26
| 27
| 28
| 29
| |
30
| 31
| | $22,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $22,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $19,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $19,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $19,000 |
27
| 28
| 29
| 30
| | |
Owner requires a two week minimum stay July & August weeks.
Owner will rent with weekday arrival and departures, two-week minimum required, to accommodate the need for auto ferry tickets
Pool heated to 81 degrees included in rental rate July to 8/26. Pool heated to 81 degrees June & September weeks additional $300 propane surcharge weekly.
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