New cape style home, glistening with attention to detail! Not all homes have to be large to feature quality, luxury decor. This is a custom-built cape, where the owners have...Read more
Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Multiple 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:
$4,700 - $14,500
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,900
20
21
22
23
24
25
26
$5,900
27
28
29
30
$6,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$6,500
4
5
6
7
8
9
10
$6,500
11
12
13
14
15
16
17
$6,500
18
19
20
21
22
23
24
$7,000
25
26
27
28
29
30
31
$7,900
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$14,500
8
9
10
11
12
13
14
$15,500
15
16
17
18
19
20
21
$15,500
22
23
24
25
26
27
28
$9,000
29
30
31
$8,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$8,000
5
6
7
8
9
10
11
$6,900
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
$5,700
Clean Fee:
$550 per week ($375 for interim cleaning on multiple week rentals)
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
Location:
Edgartown
Sleeps:
12
Bedrooms:
6
Baths:
5
Price Range:
$7,500 - $26,500
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$12,500
20
21
22
23
24
25
26
$12,500
27
28
29
30
$24,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$24,000
4
5
6
7
8
9
10
$24,000
11
12
13
14
15
16
17
$24,000
18
19
20
21
22
23
24
$24,000
25
26
27
28
29
30
31
$24,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$26,500
8
9
10
11
12
13
14
$26,500
15
16
17
18
19
20
21
$26,500
22
23
24
25
26
27
28
$20,000
29
30
31
$17,500
September 2027
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
$10,500
19
20
21
22
23
24
25
$10,500
26
27
28
29
30
$10,500
Clean Fee:
$725
Tax: State & Local:
11.7
Pool Heated to 82 degrees, July & August weeks included in rental rate.
Pool Heated 82 degrees, July & September weeks, additional $350 propane surcharge per week.
May & October Pool Heat, additional $450 propane surcharge per week
Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths
Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more
Heated Pool, 10 x 16. Edgartown Village Center, Walk to Town, Sleeps 6, South and State Beaches 10 to 12 minute drive.
Beautiful new in-town home with heated pool,screened porch, a lovely, landscaped yard with expansive lawn area and nicely tucked on a quiet street just a 10-minute walk from the Edgartown...Read more
Stylish Main & Guest House with Heated Pool, 10 x 16 Plunge Pool,Landscaped Yard, Walk to Village Center, Sleeps 8-10 2026- Owner will rent Main House Only in June for $10,000 per week, and $15,000 open July weeks.Inquire for Details!
This inviting 5-bedroom, 3.5-bath compound is perfect for extended families and friends. It features a Main House and separate Guest House, both offering a heated plunge pool, 10 x 16...Read more
Location:
Edgartown
Sleeps:
9
Bedrooms:
5
Baths:
3
Price Range:
$15,000 - $20,000
June 2027
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
$18,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$18,000
4
5
6
7
8
9
10
$20,000
11
12
13
14
15
16
17
$18,000
18
19
20
21
22
23
24
$18,000
25
26
27
28
29
30
31
$18,000
August 2027
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
$15,000
29
30
31
September 2027
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
Clean Fee:
$750 per week
Tax: State & Local:
11.7
Pool Heated to 82 included in rental rate July & August weeks.
Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.
Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area
Charming Historic Home in the Heart of Edgartown Village
Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...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
Set Just on the ouskirts of Oak Bluffs. Central AC, Screened Porch
Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs center and beach area. Fully furnished screen porch and shady porch. This lovely home sleeps families of 8 comfortably.
Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8
The perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by woodlands. Bold Meadow is a lovely private enclave of homes on the outskirts of...Read more