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.
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:
$10,000 - $14,000
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
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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 |
| 1
| 2
| 3
| 4
| 5
| $30,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $27,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $30,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $30,000 |
27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $35,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $35,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $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 |
| 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, additional $400 per week propane fee.
Pool is not heated in September 2025 from 9/13 on.
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:
$15,000 - $40,000
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $20,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $20,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $20,000 |
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
| $30,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $40,000 |
27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $35,000 |
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
| $15,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $15,000 |
28
| 29
| 30
| | $15,000 |
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 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.
Edgartown Retreat-Impeccably Maintained, Heated Pool -14 x 32', Screened Porch, Bluestone Patio, Exqusite Grounds and Gardens, Multiple Interior and Exterior Living Spaces
NOTE: New for 2025: The owner is having a custom built 1 bedroom guest house added to the property that will sleep 2, featuring a living, dining, kitchen area, a bedroom,...Read more
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
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| 4
| 5
| 6
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| |
8
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| |
15
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| 18
| 19
| 20
| 21
| |
22
| 23
| 24
| 25
| 26
| 27
| 28
| |
29
| 30
| | $12,000 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $12,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $13,000 |
13
| 14
| 15
| 16
| 17
| 18
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| $13,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $13,000 |
27
| 28
| 29
| 30
| 31
| | $14,000 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $14,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $14,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $14,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $14,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $12,000 |
31
| | |
September 2025
Su | Mo | Tu | We | Th | Fr | Sa |
| 1
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| 4
| 5
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|
7
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|
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28
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Pool Heated to 81 degrees included in rental rate July & August weeks.
Pool Heat shoulder season weeks additional propane surcharge, please inquire!
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:
$22,500 - $22,500
June 2025
Su | Mo | Tu | We | Th | Fr | Sa |
1
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|
8
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15
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|
29
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| |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
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| |
6
| 7
| 8
| 9
| 10
| 11
| 12
| |
13
| 14
| 15
| 16
| 17
| 18
| 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
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|
7
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14
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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
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
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| |
8
| 9
| 10
| 11
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| |
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
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| |
21
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28
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| | |
Clean Fee:
$1000 per week
Transferrable Ferry TicketsAvailable for week 7/26-8/2 - please inquire
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:
$7,500 - $20,000
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $12,500 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $12,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $12,500 |
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
| $20,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $20,000 |
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
| $20,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $20,000 |
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
| $12,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $12,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $12,500 |
28
| 29
| 30
| | $8,500 |
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 - $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 |
Ferry Tickets Available, 7/26 to 8/2. Please inquire for details!
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 - $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
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| 24
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| 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:
$10,000 - $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
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| 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
| | |
Beautiful 3 Bedroom, 3.5 bath Home, Bluestone Patio with Outdoor Dining & Grill , Lovely Landscaped Yard. Situated on Quiet Street, Walk to Town
Price Range:
$6,000 - $12,000
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
| | $8,200 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $8,200 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $8,200 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $8,200 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $8,200 |
27
| 28
| 29
| 30
| 31
| | $8,200 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $8,200 |
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
| $12,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $8,500 |
31
| | $6,000 |
September 2025
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
| $6,000 |
28
| 29
| 30
| | |
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:
$6,500 - $8,500
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $8,500 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $8,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $10,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $11,000 |
29
| 30
| | $16,500 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $16,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $16,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $16,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $16,500 |
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
| $18,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $19,500 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $19,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $14,900 |
31
| | $9,000 |
September 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| 6
| $9,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $8,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $8,000 |
28
| 29
| 30
| | $7,000 |
Ferry Tickets Available 5/31-6/7, 6/7-6/14 & 8/23-8/30 - please inquire
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.
Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.
Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon, 85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more
Price Range:
$12,500 - $25,000
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $13,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $17,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $17,500 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $17,500 |
29
| 30
| | $30,000 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $30,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $30,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $30,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $30,000 |
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
| $35,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $35,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $35,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $25,000 |
31
| | $17,500 |
September 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| 6
| $17,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $15,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $14,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $14,000 |
28
| 29
| 30
| | $15,500 |
Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!
Exquisite Estate Vacation Retreat, Main & Guest House, Affinity Pool, South Shore Waterviews, Sleeps 12 in 6 Bedrooms, Multiple Living & Entertaining Areas both indoors & out
Outstanding Chilmark Estate tucked on 9.5 private acres with sweeping views of the Atlantic Ocean and Chilmark Pond. This unique contemporary home features a heated infinity pool, screened porch, and expansive deck with...Read more
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $35,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $35,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $35,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $40,000 |
29
| 30
| | $55,000 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $55,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $50,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $50,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $50,000 |
27
| 28
| 29
| 30
| 31
| | $60,000 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $60,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $60,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $60,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $55,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $50,000 |
31
| | $35,000 |
September 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| 6
| $35,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $30,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $30,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $30,000 |
28
| 29
| 30
| | |
Clean Fee:
$2000 per week
Pool heated to 82 degrees in July and August included in rental rate
Pool heated to 82 degrees June & September additional surcharge $350 per week
Pool heated to 82 degrees May & October additional surcharge $450 per week
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 - $17,500
June 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
1
| 2
| 3
| 4
| 5
| 6
| 7
| $8,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $8,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $12,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $16,500 |
29
| 30
| | $17,500 |
July 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| $17,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $17,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $17,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $17,500 |
27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| $18,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $18,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $18,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $18,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $16,990 |
31
| | $9,800 |
September 2025
Su | Mo | Tu | We | Th | Fr | Sa | Week |
| 1
| 2
| 3
| 4
| 5
| 6
| $9,800 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,200 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,500 |
28
| 29
| 30
| | |
Transferable Ferry Tickets available, 7/5-7/12, 8/23-8/30
Pool is heated to 84 degrees July & August & included in the rental rate.
Pool heated to 84 degrees June & September, additional $450/week propane surcharge.
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