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
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
East Chop Area, Tri-Level Home with Distant Water views, Located just 1.5 Mi to Oak Bluffs Center
Beautiful summer home with distant water views, located in the desirable East Chop neighborhood. This 4 bedroom, 3 bath home is located just 1.5 miles from Oak Bluffs Center & Beach.
Newly Refurbished Contemporary Home, Beautifully Furnished, Privately Situated with Large Yard and Wraparound Farmer’s Porch, Dodger’s Hole Area
A great vacation begins with a great vacation home. This spacious home set on a private, large landscaped lot is sure to please. The summer wrap around porch is the perfect...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
2
Price Range:
$6,550 - $7,150
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$6,750
8
9
10
11
12
13
14
$6,750
15
16
17
18
19
20
21
$6,750
22
23
24
25
26
27
28
$6,750
29
30
$6,950
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,950
6
7
8
9
10
11
12
$6,950
13
14
15
16
17
18
19
$6,950
20
21
22
23
24
25
26
$6,950
27
28
29
30
31
$7,150
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$7,150
3
4
5
6
7
8
9
$7,150
10
11
12
13
14
15
16
$7,150
17
18
19
20
21
22
23
$7,150
24
25
26
27
28
29
30
$7,150
31
$6,550
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$6,550
7
8
9
10
11
12
13
$6,550
14
15
16
17
18
19
20
$6,550
21
22
23
24
25
26
27
$6,550
28
29
30
Clean Fee:
$500 per week
Tax: State & Local:
11.7
Transferrable ferry tickets available 8/23-8/30. Please inquire for details! (mv)
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
Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights, Hancock Beach 1.5 miles from House
This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach! The house lies between West Tisbury (Alley’s General Store, 7A...Read more
Location:
Chilmark
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$5,000 - $7,000
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,000
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
$12,000
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$12,000
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
$12,000
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
$7,000
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
28
29
30
$5,000
Clean Fee:
$450 per week
Tax: State & Local:
11.7
Ferry Tickets available for weeks 8/10 - 8/17, 8/24 -8/31 - please inquire
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
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
5
Baths:
3
Price Range:
$4,000 - $7,000
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,500
29
30
$7,000
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,500
27
28
29
30
31
$8,500
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$8,500
3
4
5
6
7
8
9
$8,500
10
11
12
13
14
15
16
$8,500
17
18
19
20
21
22
23
$8,500
24
25
26
27
28
29
30
$6,500
31
$5,000
September 2025
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
$4,000
28
29
30
$4,000
Clean Fee:
$550 per week
Tax: State & Local:
11.7
Ferry Tickets Availalbe for week 7/6-7/13, 7/20-7/27 - 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
Beautiful Newly Renovated Katama Area Home. Multiple Indoor, Outdoor Living Spaces, Sleeps 8.
Nestled within the scenic Katama area of Edgartown, this home boasts a spacious layout and exquisite renovations, complemented by professional decor. Its prime location offers easy access to both Edgartown...Read more
La Mar, A Lovely Reverse Beach House in the Long Point Area, Newly updated, Spacious Decks, 2 Screened Porches, Sleeps 8
La Mar is a Beautifully Renovated 4-Bedroom Home with expansive outdoor living spaces on the upper and lower level decks, and screened porches on the 2nd level and off the lower level bedrooms....Read more
Location:
West Tisbury
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$4,500 - $7,000
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$4,500
8
9
10
11
12
13
14
$4,500
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$6,500
29
30
$7,000
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
31
$8,000
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$8,000
3
4
5
6
7
8
9
$8,500
10
11
12
13
14
15
16
$8,500
17
18
19
20
21
22
23
$8,000
24
25
26
27
28
29
30
$7,000
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
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
Clean Fee:
$525 per week
Tax: State & Local:
11.7
Ferry Tickets Available some weekend dates. Inquire with an agent for details! (mv)
Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Mulitpe Living Spaces, Screened Porch, Spacious Deck, AC, Wifi, Beautifully Furnished, Bike Paths at the head of the Road
Spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. . The main living level features an open concept and hosts a family...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$4,900 - $6,900
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$5,500
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
$5,500
22
23
24
25
26
27
28
$5,500
29
30
$5,800
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,800
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$6,100
20
21
22
23
24
25
26
$6,100
27
28
29
30
31
$6,900
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$6,900
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$9,500
17
18
19
20
21
22
23
$15,000
24
25
26
27
28
29
30
$7,500
31
$5,010
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,010
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
$4,900
Clean Fee:
$500 per week ($350 for interim cleaning on multiple week rentals)
Tax: State & Local:
11.7
Ferry Tickets Available 7/6-7/13, 8/3-8/10, 8/24-8/31 - please inquire
Rate just reduced for 8/24 week - see calendar for adjusted rate
Spacious Home with Heated Pool, Pool Bar with TV, Patio Surround, Deck Overlooking the Pool & Yard, Centrally Located
Spacious home with private heated pool & hot tub, tucked away in a quiet neighborhood, centrally located providing easy access to beaches and towns. The pool, patio area, deck, & pool bar...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
2
Price Range:
$6,820 - $6,820
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$6,820
8
9
10
11
12
13
14
$6,820
15
16
17
18
19
20
21
$6,820
22
23
24
25
26
27
28
$6,820
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
$6,820
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$6,820
7
8
9
10
11
12
13
$6,820
14
15
16
17
18
19
20
$6,820
21
22
23
24
25
26
27
$6,820
28
29
30
$6,820
Clean Fee:
$400 per week
Tax: State & Local:
11.7
Pool Heated to 80 degrees included in the rental rate, July & August
Pool Heated to 80 degrees, June & September, additional 350 per week surcharge
Lovely In-Town Home, Ideally located 5 Minute Walk to Main St, Bike Paths to South Beach in Front of House, A/C
Traditional home with large fenced-in yard and great location. Extended families seeking walking distance to in-town activities will find this comfortable and attractively furnished home ideally suited. A bike path...Read more
Charming and Pristine Hilltop Restored Farm House, Water views, Spectacular Sunsets, Set on Large Private Acreage
Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful water views beyond. Acres of undisturbed privacy and a...Read more
Stylish Contemporary Vacation Home situated in Meadow View Farms, Open Light Filled Design, Expansive Private Deck
Come and enjoy this light-filled, beautifully maintained, three-level contemporary home complete with gardens, landscaped yard, and a children’s backyard playground.
The main level features an open kitchen, dining, and TV/living...Read more
