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.
Field Club, Exquisite New Luxury Home Offering Large Heated Pool, Pool House, Expansive Patio Area, Ideally located between Village Area and South Beach
Situated in one of the Island’s most sought-after Edgartown communities in Katama, this outstanding 5 bedroom, 6 bath luxury residence is located within the Field Club’s manicured grounds and features exceptional amenities as...Read more
Price Range:
$27,000 - $28,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $28,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $28,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $28,000 |
28
| 29
| 30
| | $29,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $29,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $29,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $30,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $30,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $30,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $30,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $32,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $32,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $32,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $30,000 |
30
| 31
| | $28,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $28,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $27,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $27,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $27,000 |
27
| 28
| 29
| 30
| | $27,000 |
Pool Heated to 82 July & August weeks included in rental rate.
Pool Heated to 82 June & September weeks additional propane surcharge $275 per week.
Tucked away on a lovely parcel in the heart of Edgartown Village, this elegant modern farmhouse retreat offers a blend of sophistication and relaxed coastal living, with distant views of Nantucket...Read more
Price Range:
$7,500 - $29,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $19,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $19,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $19,500 |
28
| 29
| 30
| | $26,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $26,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $27,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $27,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $27,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $28,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $28,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $28,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $28,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $28,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $27,000 |
30
| 31
| | $25,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $25,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $19,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $18,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $17,500 |
27
| 28
| 29
| 30
| | $17,500 |
Ferry Tickets available for Purchase 7/11 to 7/18. Please inquire for details! (mv)
Stunning 6 Bedroom, 5.5 Bath Home, Heated Pool, Multiple Indoor, Outdoor Entertainment Areas
Luxury Edgartown Retreat with Heated Pool & Expansive Grounds
This beautifully appointed vacation home offers the perfect blend of luxury, comfort, and space, ideal for extended families and friends. Featuring a...Read more
Price Range:
$7,500 - $23,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $17,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $17,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $17,500 |
28
| 29
| 30
| | $23,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $23,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $23,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $23,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $23,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $23,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $23,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $25,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $23,500 |
30
| 31
| | $17,500 |
September 2026
| 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
| $10,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $10,500 |
27
| 28
| 29
| 30
| | $10,500 |
Ferry Tickets available for Purchase, 7/11-7/18, 8/23-8/30 - please inquire
Pool Heated to 82 degrees July & August weeks included in rental rate.
Pool Heated 82 degrees, July & September weeks additional $300 propane surcharge per week.
May & October Pool Heat inquire with Agent for details.
Stunning New Rental Offering, Heated Pool 20 x 40', Sleeps 12, A mile to South Beach and 2 Miles to Edgartown Village Center
Note: Heated Pool 20 x 40 Feet, 3 to 8 feet deep
New Luxurious Vacation Home, designed by noted architect Patrick Ahearn, architectural details abound in this stunning rental offering....Read more
Price Range:
$21,000 - $21,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $21,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $21,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $21,000 |
28
| 29
| 30
| | $24,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $24,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $27,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $27,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $27,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $27,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $27,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $35,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $35,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $35,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $30,000 |
30
| 31
| | |
September 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
| $21,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $21,000 |
27
| 28
| 29
| 30
| | |
Pool is heated to 81 degrees, Spa heated to 102, included in rental rate July and August weeks.
Pool & Spa hea, June & September weeks additional $750 per week. May & October weeks please inquire as to additional cost.
Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, Spa, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.
Exceptional Luxury Rental: Elegant 6-Bedroom Estate in West Chop, Vineyard Haven
Experience refined summer living in this stunning six-bedroom, five-and-a-half-bath coastal retreat, ideally located in the prestigious West Chop area...Read more
Price Range:
$14,000 - $35,000
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
| | $25,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $25,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $25,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $30,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $30,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $35,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $35,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $35,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $35,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $35,000 |
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
| $18,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $18,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $16,000 |
27
| 28
| 29
| 30
| | $14,000 |
Clean Fee:
$2000 per week
Ferry Tickets available for Purchase, 8/16 -23, & 8/23 to 8/30. Please inquire (mv)
Owner will also rent weekday to weekday with a 7-night minimum!
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
Price Range:
$10,000 - $10,000
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 |
Ferry tickets for purchase, 7/12-7/19 - please inquire (mv)
Exquisite New Home with Heated Pool, 18 x 38, 4 Bedrooms, 3.5 Baths, Multiple Living Areas
Luxury Edgartown Vacation Rental with Heated Pool & Spa
This stunning Edgartown vacation home is tucked within a serene community and offers the perfect Martha’s Vineyard getaway. Featuring 4 spacious...Read more
Price Range:
$7,500 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
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
| $15,000 |
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 | Week |
|---|
| | 1
| |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $22,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $22,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $22,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $22,000 |
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
| $7,500 |
27
| 28
| 29
| 30
| | $7,500 |
Pool Heated to 81 degrees, included in the rental rate July & August weeks.
Pool Heated to 81 degrees, June & September weeks, additional propane surcharge $300 per week.
Pool Spa will be heated to 101 degrees, 4 hours per day 6-10 pm, included in the rental rate July & August weeks.
Pool Spa heated to 101 degrees June & September weeks, 4 hours per day 6-10 pm, additional $200 per week.
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
Price Range:
$10,000 - $14,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
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
| | |
Ferry Tickets Available for Purchase, 7/5-7/12, 7/12 -7/19, 7/19 -7/26, 7/26 - 8/2. Please inquire! (mv)
Essence of Summer Vacation Home, Edgartown, Katama Area, 4 + Bedroom, 3.5 Baths, Heated Pool, Multiple Indoor/Outdoor Lounge Areas, Seamlessly Connected
Katama Coastal Retreat with Pool, Guest Apartment & Pool House
Welcome to your ultimate island escape in the heart of Katama, just over a mile from Edgartown Village and two miles...Read more
Price Range:
$5,900 - $18,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,900 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $8,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $8,500 |
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
| $17,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $17,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $17,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $17,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $19,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $19,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $18,900 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $18,500 |
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
| $7,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $6,900 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $6,900 |
27
| 28
| 29
| 30
| | $5,900 |
Pool Heated to 81 Degrees July & August Weeks, included in Rental Rate
Pool Heated to 81 Degrees, June & September weeks, additional $300 Propane Surcharge.
Spa in Pool can be Heated to a Higher Temperature upon request for an Additional Fee. Inquire with agent as to terms.
Essence of Chilmark Living, Tucked on High Knoll Providing Expansive Waterviews of the Atlantic, Luxurious Custom Design, Lush Gardens, 5 minute Drive to Lucy Vincent Beach
Experience the essence of Martha's Vineyard with family and friends at this exceptional home nestled on Peaked Hill in Chilmark, offering breathtaking views of the Atlantic. Set on 8 acres...Read more
Price Range:
$18,500 - $25,750
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $18,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $18,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $18,500 |
28
| 29
| 30
| | $25,750 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $25,750 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $25,750 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $25,750 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $25,750 |
26
| 27
| 28
| 29
| 30
| 31
| | $25,750 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $25,750 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $25,750 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,750 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,750 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $25,000 |
30
| 31
| | $21,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $21,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $18,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $18,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $18,500 |
27
| 28
| 29
| 30
| | $18,500 |
Gorgeous Waterfront Home on the Lagoon, Newly Renovated, 4 bedrooms, 3.5 Baths, Spectacular Waterviews, Upper & Lower Decks
Waterfront Retreat on the Lagoon – Oak Bluffs
This beautifully renovated waterfront home offers breathtaking views, a private sandy beach on the Lagoon, and a stylish, coastal-inspired interior. Nearly every room...Read more
Price Range:
$6,500 - $12,900
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $9,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $10,000 |
28
| 29
| 30
| | $12,900 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $12,900 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $12,900 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $14,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $15,000 |
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
| $17,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $17,000 |
30
| 31
| | $13,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $13,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $9,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $8,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $8,000 |
27
| 28
| 29
| 30
| | $6,500 |
Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles
This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...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 | Week |
|---|
| | 1
| 2
| 3
| 4
| |
5
| 6
| 7
| 8
| 9
| 10
| 11
| |
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
| $25,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $25,000 |
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
| |
Two-week minimum stay required August weeks
This home is exempt from the 11.7% tax, saving over $2600 per week.
New Tri Level Luxury Home, Heated Pool with Bluestone Patio Surround
Location location!
Just 1 mile from Oak Bluffs center this stunning 5 bedroom, 4.5 bath features a gunite pool with a bluestone patio surround, sure to be the focal point...Read more
Price Range:
$7,500 - $13,600
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
| $13,600 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $15,300 |
28
| 29
| 30
| | $15,700 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $15,700 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $15,700 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $15,700 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $16,800 |
26
| 27
| 28
| 29
| 30
| 31
| | $16,800 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $16,800 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $17,600 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $17,600 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $17,600 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $17,600 |
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
| $7,500 |
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, 7/11-7/18- please inquire
Pool Heated to 81 included in rental rate, July and August weeks
June & September weeks to 81 degrees additional $500 fee. Higher temp upon request additional fee
Notice: Ring doorbell cameras are located on the front entry door and door on the left/parking side of the house:
Captain Swain House, Elegant Main & Guest House, 4 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard
In-Town Vacation Retreat in the William Street Historic District
Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more
Price Range:
$5,500 - $5,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $5,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $5,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $6,000 |
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
| $8,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $8,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $8,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $8,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $8,500 |
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
| $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
| $6,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $6,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $6,000 |
27
| 28
| 29
| 30
| | $6,000 |
Rate reduced for week 6/27 - 7/4 - see calendar for adjusted rate
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:
$8,500 - $25,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| |
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
| | $19,250 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $19,250 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $19,250 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $19,250 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $22,500 |
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
| $25,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $22,000 |
30
| 31
| | $14,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $14,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $12,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $11,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $11,000 |
27
| 28
| 29
| 30
| | $11,000 |
Ferry tickets available for purchase 5/30-6/6 - please inquire
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!
Pages
