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
New Modern Farmhouse Design, Great Location!, Wraparound Farmers Porch, Deck Area.
Beautiful new 4 bedroom home, 3.5 bath sleeps 8. Ideally located just 2 miles from the center of Oak Bluffs and just minutes by car to the towns of Vineyard Haven and...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:
$4,500 - $6,900
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)
Tax: State & Local:
11.7
Ferry Tickets Available for Purchase, 7/26 - 8/2 & 8/2 - 8/9, Please inquire!
KATAMA AREA, SET ON PRIVATE ACREAGE, SHORT DRIVE TO SOUTH BEACH AND EDGARTOWN VILLAGE CENTER
Extended family will enjoy the comfort and private setting of this large 5 bedroom home in the Katama area of Edgartown. Spacious for extended family, the kitchen with custom cabinetry and...Read more
Ramble House, Lovely, Spacious 3 Bedroom, 3 bath Vacation Home. Tucked on a Tranquil Street in Vineyard Haven, Multiple Living Spaces Indoor & Outdoor, Impeccably Maintained.
A tranquil oasis just outside Vineyard Haven and only one mile from the village center, this spacious and inviting three-bedroom, three-bath home is tucked away at the end of a...Read more
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
Cozy Newly updated Seashore Cottage, East Chop Highlands Area, Farmers Porch and Deck
If you are looking for an immaculate, charming, cottage-style, yet modern home close to Oak Bluffs center, look no further. This recently updated 3 bedroom, 2 bath home features sunny open...Read more
Pristine Contemporary Saltbox Home set in a quiet area on the outskirts of Edgartown, 4 Bedrooms, 3 baths, Landscaped Yard with a Bluestone Patio with outdoor Dining and Grill area
This lovely home features open living, dining & kitchen areas on the first level. Additional living space in the sunny TV room features sofa & chair seating and opens via...Read more
Contemporary 5 Bedroom 4 Bath, Multiple Living Spaces, Walk to Oak Bluffs Center and Inkwell Beach-10 minutes
Extended families are sure to enjoy this tri-level home featuring an open floor plan on the main level, a large main living room, and three den/TV areas, one on the first level...Read more
Outstanding Designer Home, 15 Min Walk to Oak Bluffs Center, 4 Bedrooms each en suite with TV, Occupancy Limit 9
Stylish Dreamy Home on Dreamer's Way, less than a mile from the town center and beach area! The owners have left nothing out in the way of design and comfort in...Read more
Location:
Oak Bluffs
Sleeps:
9
Bedrooms:
4
Baths:
4
Price Range:
$3,500 - $6,300
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$6,300
7
8
9
10
11
12
13
$6,900
14
15
16
17
18
19
20
$7,400
21
22
23
24
25
26
27
$7,900
28
29
30
$8,700
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$8,700
5
6
7
8
9
10
11
$8,700
12
13
14
15
16
17
18
$8,900
19
20
21
22
23
24
25
$9,200
26
27
28
29
30
31
$9,400
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$9,400
2
3
4
5
6
7
8
$10,700
9
10
11
12
13
14
15
$11,200
16
17
18
19
20
21
22
$10,700
23
24
25
26
27
28
29
$9,500
30
31
$8,200
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$8,200
6
7
8
9
10
11
12
$6,600
13
14
15
16
17
18
19
$5,600
20
21
22
23
24
25
26
$4,600
27
28
29
30
$4,300
Clean Fee:
$500 per week
Tax: State & Local:
11.7
Owner ACCEPTS 3 NIGHT MINIMUM STAYS, MEMORIAL DAY WEEKEND TO JUNE 16TH, AND SEPT 7TH TO THE END OF OCTOBER.
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.
Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. The interior layout features four bedrooms, 2.5 baths, a...Read more
Exquisite Designer Home, 10 minute Walk to Oak Bluffs Town Center, Screened Porch, Patio Dining Area, Landscaped Yard, Professionally Decorated, AC
Quietly nestled on a quiet street just on the outskirts of town, this brightly lit home features a mix of coastal details and traditionally styled upscale furnishings for your comfort. The...Read more
