Discover the Best Martha's Vineyard Rentals
MVVR offers over 300 Martha's Vineyard Vacation Rental Homes in all 6 island towns: Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, Chilmark & Aquinnah. Featuring spectacular waterfront homes, stylish luxury homes with pools, contemporary beach rentals, and designer cottages. Browse our selection of Vineyard rentals, and submit an inquiry form to secure your summer vacation rental today.
The Boathouse, East Chop Location, Gorgeous Water and Sunset Views, Architect Designed Gem
Designed by a renowned island architect and custom-crafted, The Boathouse underwent construction and total renovation in 2016 and is now a terrific year-round home. The exterior of the house maintains...Read more
Price Range:
$4,400 - $8,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,400 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,400 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $8,000 |
28
| 29
| 30
| | $8,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $8,500 |
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
| | $9,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $9,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $9,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $9,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $9,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $9,000 |
30
| 31
| | $8,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $8,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $6,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $6,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $6,500 |
27
| 28
| 29
| 30
| | $6,000 |
Two-week minimum stay per owner!
Gracious Village Area 5 Bedroom Home, Light Filled Interior, Mulitple Living Spaces, Large Landscaped Yard, Located on Quiet Side St, 5 min Walk to Main St.
Stunning Edgartown Village Home! This meticulously maintained and newly updated property offers multiple living areas, 5 bedrooms, and 3.5 baths, surrounded by a lushly landscaped yard. Just a 5-minute walk...Read more
Price Range:
$8,000 - $8,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,000 |
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
| $10,000 |
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
| $14,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $14,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $14,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $14,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $14,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $14,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $12,500 |
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
| $8,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $8,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $8,000 |
27
| 28
| 29
| 30
| | $8,000 |
Parking for 3 cars, no on street parking
Stunning Oak Bluffs Luxury Home with Heated Pool, Multiple Living Areas, Walk to Town 8/10ths mile from house.
This charming tri-level home is nestled on a peaceful street in the heart of Oak Bluffs, just a 10 to 15-minute walk from the town center, Inkwell Beach, Town Beaches,...Read more
Price Range:
$8,000 - $8,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $13,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $13,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $13,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $13,500 |
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
| $13,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $13,500 |
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
| $15,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $15,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $15,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $13,500 |
30
| 31
| | $13,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $13,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $8,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $8,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $8,000 |
27
| 28
| 29
| 30
| | |
Pool Heated to 82 degrees, included in the rental rate!
WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C
In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more
Price Range:
$5,250 - $7,990
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $6,990 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,990 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,990 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,990 |
28
| 29
| 30
| | $9,650 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $9,650 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $9,650 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $9,650 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $9,650 |
26
| 27
| 28
| 29
| 30
| 31
| | $9,650 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $9,650 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $9,650 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $9,650 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $9,650 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $9,650 |
30
| 31
| | $7,990 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $7,990 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $7,990 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,990 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $6,990 |
27
| 28
| 29
| 30
| | $6,990 |
Perfect Retreat for Large Families, 1.5 miles to Oak Bluffs Town Center & Beach, Bike Path at end of Street
Spacious and perfect for extended families, featuring multiple attractively furnished living areas, and sleeps 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more
Price Range:
$7,350 - $7,950
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $7,950 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,950 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,950 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,950 |
28
| 29
| 30
| | $7,950 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,950 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $7,950 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $7,950 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,950 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,950 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,950 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,950 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,950 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,950 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $7,950 |
30
| 31
| | $7,950 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $7,950 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $7,950 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,950 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,950 |
27
| 28
| 29
| 30
| | $7,950 |
Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House
Beautiful home in Mink Meadows area of West Chop. Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more
Price Range:
$3,000 - $7,900
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $5,200 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $5,200 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,200 |
28
| 29
| 30
| | $7,750 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,750 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $7,750 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $7,750 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,750 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,900 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,900 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,900 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,900 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,900 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $7,900 |
30
| 31
| | $4,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $4,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $4,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,500 |
27
| 28
| 29
| 30
| | |
Outstanding Edgartown Vacation Home, Spacious Coastal Decor Interior, Large Deck, Screened Porch, Just 1.5 miles to the Village Center
Chic Contemporary Farmhouse, just a short distance to Edgartown Village Center, features a quiet and private setting with all-new beach-inspired decor throughout.
The home has an open first-floor layout with the kitchen,...Read more
Price Range:
$3,000 - $7,750
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,600 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,600 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,600 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,800 |
28
| 29
| 30
| | $7,300 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,300 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $6,300 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $6,300 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,700 |
26
| 27
| 28
| 29
| 30
| 31
| | $6,700 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $6,700 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,750 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,750 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,750 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,800 |
30
| 31
| | $4,600 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $4,600 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,400 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,400 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,000 |
27
| 28
| 29
| 30
| | $3,000 |
Lovely Newly Renovated Waterfront Home on the Lagoon!
Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more
Price Range:
$3,800 - $7,550
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,100 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,300 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,600 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $6,100 |
28
| 29
| 30
| | $7,550 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,550 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $7,550 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $7,950 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,950 |
26
| 27
| 28
| 29
| 30
| 31
| | $8,950 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $8,950 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $8,950 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $8,950 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $8,950 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $7,200 |
30
| 31
| | $5,200 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $5,200 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $5,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $5,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $5,000 |
27
| 28
| 29
| 30
| | $4,500 |
Classic Updated Gingerbread Cottage, 5 Minute Stroll Along Harbor to Beach and Town Center,
Classic Vineyard Oak Bluffs Cottage, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. The main living level features a lovely kitchen, very well stocked with...Read more
Price Range:
$3,000 - $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
| $3,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $3,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $3,000 |
28
| 29
| 30
| | $4,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $4,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $4,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $4,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,000 |
30
| 31
| | $4,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $4,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,000 |
27
| 28
| 29
| 30
| | $3,000 |
Long Point Beach House, All New Primary Suite, Expansive Sun Porch with Living and Dining Areas, Expansive Deck, Private Yard
This Beach-chic Long Point retreat has just undergone an update in most areas with an all-new Primary Bedroom suite and expansive sun porch hosting both living and dining areas and decorated in nautical...Read more
Price Range:
$2,700 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $2,700 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $2,700 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $2,700 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,850 |
28
| 29
| 30
| | $7,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $7,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $7,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $7,500 |
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
| $7,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| |
27
| 28
| 29
| 30
| | |
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 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $12,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $16,500 |
28
| 29
| 30
| | $17,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $17,500 |
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
| | $17,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $17,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $17,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $17,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $17,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $16,990 |
30
| 31
| | $9,800 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $9,800 |
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 |
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.
Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully Landscaped
Outstanding vacation home, centrally located to all three down-island town centers and multiple public beaches. This lovely home in a serene setting overlooks the picturesque Little Duarte Pond in the Iron Hill...Read more
Price Range:
$3,400 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,600 |
28
| 29
| 30
| | $7,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,500 |
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
| $8,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $8,500 |
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
| |
Updated East Chop Area Summer Retreat, Great Proximity to Town Center and Beaches, Cottage Styling with All the Modern Amenities, Central A/C. Covered Porch and Open Patio Areas.
Visitors will enjoy this delightful & comfortable 4 bedroom, 3 bath home in the desirable East Chop area of Oak Bluffs.
Relax in the breeze with your morning coffee on the front...Read more
Price Range:
$5,350 - $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
| 15
| 16
| 17
| 18
| 19
| 20
| |
21
| 22
| 23
| 24
| 25
| 26
| 27
| |
28
| 29
| 30
| | $5,350 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $5,350 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,350 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,350 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,350 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,200 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,500 |
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
| |
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck
Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees. Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more
Price Range:
$3,500 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $6,000 |
28
| 29
| 30
| | $6,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $6,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $6,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $6,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $8,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $8,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $6,800 |
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
| |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,500 |
27
| 28
| 29
| 30
| | $3,500 |
The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area
Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...Read more
Price Range:
$3,000 - $7,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,400 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $5,600 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $6,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,000 |
28
| 29
| 30
| | $7,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $7,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $7,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $7,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $7,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $7,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $7,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $8,300 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $8,700 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $8,700 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $7,000 |
30
| 31
| | $5,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $5,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $5,200 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,200 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,000 |
27
| 28
| 29
| 30
| | $4,000 |
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