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.
Exquisite, Contemporary Home, Katama Area of Edgartown, Newly Remodeled and Newly Furnished, Outdoor Kitchen and Lounge Area Area
Nestled in the heart of the Katama Area of Edgartown, this contemporary home draws inspiration from the coastal surroundings. Just a 5-minute drive to Edgartown Village Center and an 8-minute...Read more
Price Range:
$10 - $13,000
June 2025
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July 2025
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August 2025
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| $15,000 |
10
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| $15,000 |
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| 23
| $15,000 |
24
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| 27
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| 30
| $13,000 |
31
| | $9,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $9,000 |
7
| 8
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| $8,000 |
14
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| $8,000 |
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| $8,000 |
28
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| 30
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Exquisite Luxury Home with Heated Pool, Village Center Location, Sleeps 12
Situated on South Summer Street in the heart of Edgartown village, this impeccably renovated historical Captain's Home offers unparalleled luxury. The property boasts a heated gunite pool with a bluestone...Read more
Price Range:
$10 - $20,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
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| $25,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $25,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $30,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $40,000 |
29
| 30
| | $40,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $40,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $40,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $40,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $40,000 |
27
| 28
| 29
| 30
| 31
| | $40,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
| $40,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $40,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $40,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $40,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $40,000 |
31
| | $30,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $30,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $25,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $25,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $25,000 |
28
| 29
| 30
| | $20,000 |
Clean Fee:
$1250 per week
Stunning Luxury Home, Heated 18 x 42 Gunite Pool, Spectacular Yard & Patio Areas, Ideally Located with a 10 minute Walk to Village, 7 minute drive to South Beach
Contemporary, architect-designed coastal-style farmhouse, this luxurious vacation home will exceed your every expectation in amenity, quality, furnishings, and location. Situated in a distinctive enclave of eight luxury homes on 1-2...Read more
Price Range:
$10 - $30,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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1
| 2
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| $12,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $14,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $15,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $25,000 |
29
| 30
| | $30,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
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| $30,000 |
6
| 7
| 8
| 9
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| $27,000 |
13
| 14
| 15
| 16
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| $30,000 |
20
| 21
| 22
| 23
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| 26
| $30,000 |
27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2025
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| | 1
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| $35,000 |
3
| 4
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| 6
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| 9
| $35,000 |
10
| 11
| 12
| 13
| 14
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| $35,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $35,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $32,000 |
31
| | $18,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
| 3
| 4
| 5
| 6
| $18,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $14,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $14,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $14,000 |
28
| 29
| 30
| | $10,000 |
Pool Heated to 81 degrees July & August, included in the rental rate
Pool Heated to 81 June, Sept and early October additional $400 per week propane fee. Requests for higher temperature will add additional charge.
Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Mulitiple Living Spaces
Luxurious new home featuring a 16 x 32' heated pool, 3 feet to 8 feet in depth, lovely outdoor living area with patio dining, and landscaped yard! The interior hosts multiple...Read more
Price Range:
$10 - $13,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| $6,500 |
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| 9
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| 14
| $6,500 |
15
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| 20
| 21
| $6,500 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $9,500 |
29
| 30
| | $13,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $13,500 |
6
| 7
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| $13,500 |
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| $13,500 |
20
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| $13,500 |
27
| 28
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| 30
| 31
| | $13,500 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
| $13,500 |
3
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| $13,500 |
10
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| $13,500 |
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| $13,500 |
24
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| 27
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| 30
| $13,500 |
31
| | $8,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
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| | 1
| 2
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| $8,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $6,500 |
14
| 15
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| 20
| $6,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $6,500 |
28
| 29
| 30
| | |
Pool Heated to 81 degrees included in rental rate last Sat in June to first Sat in September. Pool Depth 3 feet to 8 Feet
Pool Heated to 81 degrees June and September weeks additional $275 per week
Stunning New Home with Heated Pool. Walk to Edgartown Village Center, 5 Minute Drive to Beach
Outstanding Luxury Home with multiple living spaces both indoor and outdoor. 4 Bedrooms, 3.5 baths, sleeps 10. Heated pool, large patio with outdoor dining and living area, and chaise lounge chairs (patio...Read more
Price Range:
$10 - $25,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $10,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $10,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $18,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $25,500 |
29
| 30
| | $25,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
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| $25,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $25,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $25,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $25,500 |
27
| 28
| 29
| 30
| 31
| | $25,500 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $25,500 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $25,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $25,500 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $25,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $18,000 |
31
| | $12,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $12,000 |
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
| $12,000 |
28
| 29
| 30
| | $10,000 |
Pool Heated to 81, included in rental rate July & August weeks
Pool Heated to 81 June & September weeks additional $350 per week. Pool Heat in May and October, additional cost. Please inquire with your agent!
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:
$10 - $40,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $25,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $25,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $25,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $25,000 |
29
| 30
| | $40,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $40,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $40,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $40,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $40,000 |
27
| 28
| 29
| 30
| 31
| | $40,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $40,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $40,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $40,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $40,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $40,000 |
31
| | $30,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $30,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $25,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $25,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| |
28
| 29
| 30
| | |
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
Gorgeous Custom Contemporary Farmhouse Design, Heated Pool for 2024, Located Just on the Outskirts of Edgartown Center! 4 Bedrooms, 4.5
Heated Pool Dimensions - 30 x 16' heated pool, with a patio area! Pool depth end to end 3.7 feet to 7 feet deep. Spa is heated by request for an additional charge....Read more
Price Range:
$10 - $14,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $7,500 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $7,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $7,500 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $10,500 |
29
| 30
| | $13,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $13,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $13,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $13,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $13,500 |
27
| 28
| 29
| 30
| 31
| | $14,500 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $14,500 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $14,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $14,500 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $14,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $13,500 |
31
| | $10,500 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $10,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,500 |
28
| 29
| 30
| | $7,500 |
Pool heated to 80 included in rental rate July & August weeks
Pool heated to 80 June & September weeks additional $300 propane charge
Gorgeous Luxury Home, Edgartown, Heated Pool, Pickle Ball Court, Multiple Living Spaces, 4 Bedrooms. 4.5 Baths Sleeps 10.
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:
$10 - $23,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $12,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $12,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $12,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $12,000 |
29
| 30
| | $16,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $16,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $16,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $16,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $16,000 |
27
| 28
| 29
| 30
| 31
| | $17,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $17,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $23,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $23,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $17,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $17,000 |
31
| | $12,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $12,000 |
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
| $15,000 |
28
| 29
| 30
| | $15,000 |
Clean Fee:
$1000 per week
Pool Heat additional $250 per week June & September
Luxurious Home located in The Preserve, 18 x 36 Heated Pool
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 - $20,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
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
| $15,500 |
29
| 30
| | $18,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $18,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $18,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $18,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $20,000 |
27
| 28
| 29
| 30
| 31
| | $20,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $20,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $20,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $20,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $20,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $18,500 |
31
| | $11,500 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $11,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $10,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $10,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $10,500 |
28
| 29
| 30
| | |
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:
$10 - $25,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|
1
| 2
| 3
| 4
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|
8
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|
15
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|
22
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|
29
| 30
| |
July 2025
| 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
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| 19
| $19,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $19,500 |
27
| 28
| 29
| 30
| 31
| | $19,500 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $19,500 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $22,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $22,500 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $22,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $25,000 |
31
| | |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
|
7
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|
14
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21
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28
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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
Luxurious Katama Retreat, Heated Pool, Cabana with Fireplace, Expansive Deck & Patio, Screened Porch
Impressive new luxury Katama retreat features sleek contemporary interior design, 3 lush acres of quiet privacy, a heated, eco-friendly saltwater 20 x 40 gunite pool, a separate cabana pool building with...Read more
Price Range:
$10 - $27,500
June 2025
| 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
| $21,500 |
29
| 30
| | $21,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $21,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $21,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $21,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $25,250 |
27
| 28
| 29
| 30
| 31
| | $26,500 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $26,500 |
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
| $25,250 |
31
| | $24,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $24,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $24,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| |
21
| 22
| 23
| 24
| 25
| 26
| 27
| |
28
| 29
| 30
| | |
Clean Fee:
$1000 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, Screend 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 - $25,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $15,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $15,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $15,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $15,000 |
29
| 30
| | $20,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $20,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $25,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $25,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $25,000 |
27
| 28
| 29
| 30
| 31
| | $25,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $25,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $25,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $25,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $25,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $25,000 |
31
| | $15,000 |
September 2025
| 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
| $15,000 |
28
| 29
| 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:
$10 - $10,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
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
| 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
| 31
| | $10,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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 |
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:
$10 - $9,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $6,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $6,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $7,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $7,500 |
29
| 30
| | $8,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $8,500 |
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
| $9,000 |
27
| 28
| 29
| 30
| 31
| | $9,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $9,000 |
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
| $10,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $10,000 |
31
| | $7,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $7,000 |
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
| | |
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
Price Range:
$10 - $11,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $10,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $10,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $10,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $10,000 |
29
| 30
| | $10,000 |
July 2025
| 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
| 31
| | $10,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $10,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $11,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $11,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $11,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $11,000 |
31
| | $10,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $10,000 |
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
| | |
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