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.
Newly Updated Contemporary Home, Heated Pool, Bluestone Patio, Spacious Deck, Tucked Away and Close to Long Point Beach.
Nestled in the town of West Tisbury, this exquisite contemporary residence boasts a heated pool, surrounded by a patio, and enveloped by lush landscaping, offering a private oasis for those seeking...Read more
Price Range:
$7,500 - $14,000
June 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $7,500 |
6
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| 11
| 12
| $8,500 |
13
| 14
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| 17
| 18
| 19
| $8,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $9,500 |
27
| 28
| 29
| 30
| | $9,500 |
July 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $9,500 |
4
| 5
| 6
| 7
| 8
| 9
| 10
| $12,000 |
11
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| 14
| 15
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| $12,000 |
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| 19
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| 21
| 22
| 23
| 24
| $12,000 |
25
| 26
| 27
| 28
| 29
| 30
| 31
| $12,000 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| 2
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| $13,000 |
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| 9
| 10
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| 14
| $14,000 |
15
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| 18
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| 21
| $14,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $14,000 |
29
| 30
| 31
| | $12,000 |
September 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $12,000 |
5
| 6
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| 8
| 9
| 10
| 11
| $8,000 |
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| 13
| 14
| 15
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| 17
| 18
| $8,000 |
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| $8,000 |
26
| 27
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| | $8,000 |
Pool heated to 81 degrees, July & August included in the rental rate.
Pool Heated to 81 in June & Sept additional $250 per week
Pool size is 20 x 40
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
Price Range:
$7,000 - $16,000
June 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $11,000 |
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| $11,000 |
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| $11,000 |
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| 21
| 22
| 23
| 24
| 25
| 26
| $11,000 |
27
| 28
| 29
| 30
| | $13,000 |
July 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $13,000 |
4
| 5
| 6
| 7
| 8
| 9
| 10
| $13,000 |
11
| 12
| 13
| 14
| 15
| 16
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| $13,000 |
18
| 19
| 20
| 21
| 22
| 23
| 24
| $13,000 |
25
| 26
| 27
| 28
| 29
| 30
| 31
| $16,000 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
| 2
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| $16,000 |
8
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| 14
| $16,000 |
15
| 16
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| 18
| 19
| 20
| 21
| $16,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $14,000 |
29
| 30
| 31
| | $11,000 |
September 2027
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| | 1
| 2
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| $11,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $8,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $8,000 |
19
| 20
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| 25
| $8,000 |
26
| 27
| 28
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| 30
| | $8,000 |
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.
Beautiful Oak Bluffs Home, 20 x 40 Heated Pool, 6 Bedrooms, 4 baths, Sleeps 14, Screened Porch, Multiple Living Spaces
Oak Bluffs vacation retreat with multiple indoor, and outdoor living and entertaining areas. The highlight of this spacious summer home is the heated Gunite pool with waterfall, bluestone patio, and...Read more
Price Range:
$16,900 - $16,900
June 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $16,900 |
6
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| 8
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| $16,900 |
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| 19
| $16,900 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $16,900 |
27
| 28
| 29
| 30
| | $18,500 |
July 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $18,500 |
4
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| $19,400 |
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| $19,500 |
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| $20,500 |
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| $20,500 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
| 2
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| $20,500 |
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| $20,500 |
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| $20,500 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $20,000 |
29
| 30
| 31
| | $16,900 |
September 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $16,900 |
5
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| $16,900 |
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| $16,900 |
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| $16,900 |
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| | $16,900 |
Tax: State & Local:
14.45
Pool Heated to 82 included in rental rate July and August, Spa in pool is heated to same the temperature as pool.
Spa Heat $250 per week. Available upon request.
Pool Heated to 82 June & Sept additional $275 per week. May & October additional $350 per week.
Firepit seen in photos is not for renter use.
Beautiful Oak Bluffs Home, Screened Porch & Open Porch, Association Tennis Courts, 4 bedrooms, 3.5 baths, Ideally Located just 2 miles to Town and Beach
Spacious contemporary home nestled in the lovely community of homes Meadow View Farms just on the outskirts of Oak Bluffs and 2 miles to town center and Oak Bluffs beaches....Read more
Price Range:
$8,000 - $12,500
June 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $9,000 |
27
| 28
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| 30
| | $9,000 |
July 2027
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| | 1
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| $9,000 |
4
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| $9,000 |
11
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| $9,000 |
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| 21
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| $12,500 |
25
| 26
| 27
| 28
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| $12,500 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
| 2
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| 4
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| $12,500 |
8
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| $12,500 |
15
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| $12,500 |
22
| 23
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| 25
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| 27
| 28
| $12,500 |
29
| 30
| 31
| | $12,500 |
September 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $12,500 |
5
| 6
| 7
| 8
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| $12,500 |
12
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| $8,500 |
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| $8,500 |
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| 27
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| 30
| | $8,500 |
Tax: State & Local:
14.45
Exquisite New Luxury Home, Saltwater Pool 18 x 32, 3/4 ' deep ends & 5 feet in the middle, Heated Spa, Ideally Situated in the Village Area, Walk to Shops, Dining and Harbor Area
Luxury Retreat with Heated Saltwater Pool & Spa - Walk to Edgartown Village
Experience the best of Martha's Vineyard from this beautifully renovated home, ideally located just a short stroll...Read more
Price Range:
$12,000 - $23,000
June 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $15,000 |
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| $15,000 |
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| $18,000 |
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| $21,000 |
27
| 28
| 29
| 30
| | $21,000 |
July 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $21,000 |
4
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| 7
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| $23,000 |
11
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| $23,000 |
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| $23,000 |
25
| 26
| 27
| 28
| 29
| 30
| 31
| $23,000 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
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| $23,000 |
8
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| $23,000 |
15
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| $23,000 |
22
| 23
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| 25
| 26
| 27
| 28
| $23,000 |
29
| 30
| 31
| | $18,000 |
September 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| 4
| $18,000 |
5
| 6
| 7
| 8
| 9
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| $13,000 |
12
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| $13,000 |
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| $13,000 |
26
| 27
| 28
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| 30
| | $13,000 |
Pool Heated to 82 degrees July & August weeks included in the rental rate,
May June & September weeks pool max to 82 degrees, spa max to 84 degrees, additional $500 per week
Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring
Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more
June 2027
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July 2027
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| $20,000 |
25
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| $20,000 |
August 2027
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
| 2
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| $20,000 |
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| $22,500 |
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| $22,500 |
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| | |
September 2027
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Owner provides a key to a beautiful private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. Worth the drive!
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