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.
Pristine Water view Home, Located in the Community of Homes known as Water View Farms, Walk to Private Association Waterfront, Great Play Beach, Launch Kayaks
This charming updated home is set in idyllic Water View Farms overlooking Sengekontacket pond. This well-thought-out home offers a beautifully landscaped yard and cottage-style living with indoor spaces that transition...Read more
Price Range:
$2,000 - $5,250
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,720 |
28
| 29
| 30
| | $5,250 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,250 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,250 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,250 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,250 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,770 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,770 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,770 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,770 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,770 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $4,720 |
30
| 31
| | $3,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $3,500 |
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
| $2,500 |
27
| 28
| 29
| 30
| | $2,000 |
South Beach Edgartown, Sweet Cape Style Home, 3 Bedrooms, Sleeps 6
Classic Cape-style home privately situated on a quiet end of road location in the heart of the Katama area of Edgartown. Ideally located just 1.5 miles to Edgartown Village center...Read more
Price Range:
$4,000 - $5,200
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,800 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $4,800 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,800 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,800 |
28
| 29
| 30
| | $5,200 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,200 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,200 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,200 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,200 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,200 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,200 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,200 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,200 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,200 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,200 |
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
| $5,200 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,800 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,800 |
27
| 28
| 29
| 30
| | |
Pet Friendly on a case by case basis
Vineyard Meadow Farms Home, Close to Gorgeous Long Point Beach, Contemporary Styling, Central AC, Wi-Fi, Private Yard and Deck
Price Range:
$3,400 - $5,200
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $4,500 |
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
| $4,900 |
28
| 29
| 30
| | $4,900 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $4,900 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,900 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,800 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,100 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,100 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,100 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,100 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,200 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $4,900 |
30
| 31
| | $4,900 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $4,900 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $4,600 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,400 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,400 |
27
| 28
| 29
| 30
| | $3,400 |
Ferry Tickets Available for purchase 6/13-6/20, 6/20-6/27, 6/27-7/4, 7/11-7/18, 8/22-8/29, 8/29-9/5 - please inquire
Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street, Close to Town & Beach
Note: Newly completed, not seen in photos, a 250 square foot deck has been added to the back of the house. The deck will have a patio dining table, and...Read more
Price Range:
$3,250 - $5,150
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,850 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,850 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,000 |
28
| 29
| 30
| | $4,850 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $4,850 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $4,850 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,850 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,850 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,150 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,150 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,150 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,150 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,150 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,150 |
30
| 31
| | $5,150 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $5,150 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,250 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,250 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,250 |
27
| 28
| 29
| 30
| | $3,250 |
Ferry Tickets Available 8/22-8/29 - please inquire
Bridle Path House, Quiet Lovely Neighborhood, Porch and Deck Areas, Large Yard, Central Location to all 3 Down Island Towns and Beaches
Lovely 3 bedroom 3 bath home sleeps 8, bordered by a large landscaped yard. The exterior features a shady wrap-around porch with rockers, a perfect place to relax, read a book, and enjoy...Read more
Price Range:
$5,100 - $5,100
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $5,100 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,900 |
28
| 29
| 30
| | $5,900 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,900 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,900 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,900 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,900 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,900 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,900 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $6,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $6,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $6,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $6,500 |
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
| |
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 - $5,000
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
| $3,500 |
28
| 29
| 30
| | $5,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,000 |
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
| $4,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,500 |
27
| 28
| 29
| 30
| | $3,500 |
Rates reduced for available weeks June - July - see calendar for adjusted rates
Oak Bluffs Summer Retreat, Large Private Deck, Lagoon Beach Rights -Great Area for Kayaking.
Spacious sun-filled home features open living spaces, hardwood floors throughout, 4 bedrooms and sleeps 8.
Exterior features include two decks, one sunny deck at the front of the house, and a large private...Read more
Price Range:
$3,000 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,000 |
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
| $4,000 |
28
| 29
| 30
| | $4,800 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $4,800 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $4,800 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,800 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,800 |
26
| 27
| 28
| 29
| 30
| 31
| | |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $10,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $11,800 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $11,800 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $6,200 |
30
| 31
| | $5,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $5,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $4,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,000 |
27
| 28
| 29
| 30
| | $4,000 |
Hidden Cove Retreat, Walk to Association Tennis/Pickleball Courts, 3 Bedrooms, 2.5 Baths, Screened Porch and Deck
Nestled in the charming Hidden Cove community, this adorable contemporary home resides on a tranquil street within walking distance of the association's tennis/pickleball courts. Its central location places it just a...Read more
Price Range:
$70 - $5,000
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
| | $4,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $4,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $4,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $4,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $4,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| |
9
| 10
| 11
| 12
| 13
| 14
| 15
| |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $4,000 |
30
| 31
| | $4,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $4,000 |
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
| | |
Ferry Tickets for Purchase, 7/26- 8/2 & 8/23- 8/30 Please inquire!
Charming Katama Cape Style Home, Screened Porch with Dining, Deck and Farmers Porch, 3 minute drive to South Beach and 5 minute drive to Edgartown Village
A charming Katama home, set equidistance, 1.5 miles, between South Beach and Edgartown Village Center.
Multiple outdoor areas include a farmer's porch with rockers, a spacious screened porch with outdoor dining...Read more
Price Range:
$2,200 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $2,800 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $2,800 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $3,750 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $3,750 |
28
| 29
| 30
| | $5,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,300 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,300 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,300 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,300 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,300 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,300 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $4,800 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $4,800 |
30
| 31
| | $4,800 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $4,800 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,800 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $2,200 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $2,200 |
27
| 28
| 29
| 30
| | $2,200 |
Newly Updated Contemporary Home, I mile to Edgartown Village Center, Lovely Landscaped Yard Area!
Extended families will enjoy this modern, contemporary, open living style home set just on the outskirts of Edgartown center, just 1.8 miles into town and a short distance to State and South...Read more
Price Range:
$3,250 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,250 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,000 |
28
| 29
| 30
| | $5,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,750 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,750 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $5,750 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $5,750 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,750 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,000 |
30
| 31
| | $3,750 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $3,750 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,750 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,500 |
27
| 28
| 29
| 30
| | $3,250 |
Lovely Vineyard Haven Home, Heated Pool, AC, Close Proximity to Towns and Beaches , Perfect Home for Extended Families.
Spacious Vacation Home with heated pool! This lovely home is perfect for extended families featuring 5 bedrooms, 3 baths, multiple living spaces, and 5 TVs. The pool and deck are perfect...Read more
Price Range:
$4,000 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $5,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $5,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $5,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $5,000 |
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
| $7,500 |
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
| $8,500 |
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
| $6,500 |
30
| 31
| | $5,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $5,000 |
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
| $4,000 |
27
| 28
| 29
| 30
| | $4,000 |
Ferry Ticket available 7/12-7/19 - please inquire
POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE.
POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK
Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes
Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more
Price Range:
$3,500 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $3,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $3,800 |
28
| 29
| 30
| | $5,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $6,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $6,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $7,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $7,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $7,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,500 |
30
| 31
| | $4,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $4,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $4,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,000 |
27
| 28
| 29
| 30
| | $3,500 |
Rates reduced for available weeks June - September - see calendar for adjusted rates
Newly Updated Chilmark Cottage, Key to Private association Black Point Beach just 8/10ths mile from Cottage
For those who love Chilmark! Located in a very private setting off of Quenames Rd, this fresh and modern updated cottage comes with a key to private association Black Point...Read more
Price Range:
$3,500 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $4,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,000 |
28
| 29
| 30
| | $5,750 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,750 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,750 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,750 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,750 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,750 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,750 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $6,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $6,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $6,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $6,000 |
30
| 31
| | $5,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $5,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $5,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $4,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $4,500 |
27
| 28
| 29
| 30
| | $3,500 |
"Endless Summer Vacation" Stylish, Newly Updated 3 + Bedroom, Sleeps 8, East Chop Area of Oak Bluffs, Deck Living & Dining Area, Screened Porch
Price Range:
$3,500 - $5,000
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
| $4,000 |
28
| 29
| 30
| | $5,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| $5,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,500 |
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
| | $5,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $5,000 |
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
| | $5,000 |
This luxuriously updated tri-level condo retreat at Quail Run in the community of homes known as Sengekontacket, has been transformed, bringing a fresh, coastal feel to every corner. The end...Read more
Price Range:
$70 - $5,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| 6
| $3,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $3,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $3,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $4,000 |
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
| $5,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $5,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $5,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $5,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| $5,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $6,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $6,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $5,750 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $5,000 |
30
| 31
| | $4,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
| | 1
| 2
| 3
| 4
| 5
| $4,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $3,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $3,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $3,500 |
27
| 28
| 29
| 30
| | $3,500 |
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