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 - $5,400
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,400
7
8
9
10
11
12
13
$5,400
14
15
16
17
18
19
20
$5,400
21
22
23
24
25
26
27
$5,400
28
29
30
$6,300
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$6,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,700
26
27
28
29
30
31
$6,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,900
2
3
4
5
6
7
8
$9,100
9
10
11
12
13
14
15
$13,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$6,900
30
31
$6,600
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,600
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
$5,000
Clean Fee:
$500 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 - $23,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$15,500
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
Clean Fee:
$700
Tax: State & Local:
11.7
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.
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
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
5
Baths:
4
Price Range:
$4,370 - $7,900
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
$7,900
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$7,900
5
6
7
8
9
10
11
$7,900
12
13
14
15
16
17
18
$7,900
19
20
21
22
23
24
25
$7,900
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
$4,370
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,370
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
$4,500
Clean Fee:
$500 per week
Tax: State & Local:
11.7
Ferry Tickets Available for Purchase, 7/19 - 26. Inquire for Details (mv)
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:
$10,000 - $20,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$15,000
28
29
30
$18,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$18,000
5
6
7
8
9
10
11
$20,000
12
13
14
15
16
17
18
$18,000
19
20
21
22
23
24
25
$18,000
26
27
28
29
30
31
$18,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$18,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$20,000
16
17
18
19
20
21
22
$20,000
23
24
25
26
27
28
29
$15,000
30
31
$15,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$15,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
$15,000
Clean Fee:
$700 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
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$5,500 - $11,900
June 2026
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
$12,000
21
22
23
24
25
26
27
$12,000
28
29
30
$11,900
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$11,900
5
6
7
8
9
10
11
$11,900
12
13
14
15
16
17
18
$11,900
19
20
21
22
23
24
25
$11,900
26
27
28
29
30
31
$11,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$11,900
2
3
4
5
6
7
8
$11,900
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$11,900
23
24
25
26
27
28
29
$11,900
30
31
$9,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$9,000
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
$5,500
27
28
29
30
$5,500
Clean Fee:
$500
Tax: State & Local:
11.7
Ferry tickets available for purchase, 7/12-7/19, 7/19-7/26, & 7/26-8/2 - please inquire (mv)
Owner offers a 5% discount on the Rental Rate for two weeks, and 10% for 3 weeks or longer
Stunning Tri-Level Home, Heated Pool, Screened Porch, Beautifully Landscaped, Walk to Association Tennis Courts
Featured MVVR Listing:
Beautiful Coastal Inspired Retreat features multiple living spaces, a pool, a bluestone patio area, and a deck with an outdoor dining and grill area. This beautiful home is...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$70 - $70
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
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
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
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
Clean Fee:
$550 per week
Tax: State & Local:
11.7
Pool Heated to 80 degrees included in rental rate last Saturday in June to the first Saturday in September.
Pool Heated to 80 degrees, June & September weeks additional $300 propane surcharge per week.
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
Location:
Oak Bluffs
Sleeps:
11
Bedrooms:
5
Baths:
3
Price Range:
$0 - $0
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
$6,360
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
$6,360
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
Clean Fee:
$450 per week
Tax: State & Local:
11.7
Owner reduced rates for weeks 7/12 & 8/23 by 20% - see calendar for adjusted rate
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
