Waterfront & View on Edgartown Great Pond, Association Private Beach and Tennis, Central A/C
MVVR EXCLUSIVE:Beautiful Contemporary 4 Bedroom, 4 bath home with central A/C located on a private waterfront setting in the Boldwater area on the Edgartown Great Pond. A spacious, comfortable interior...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$3,100 - $7,700
June 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$3,600
8
9
10
11
12
13
14
$3,600
15
16
17
18
19
20
21
$4,200
22
23
24
25
26
27
28
$6,000
29
30
$7,700
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,700
6
7
8
9
10
11
12
$7,700
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,600
27
28
29
30
31
$8,600
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$8,600
3
4
5
6
7
8
9
$8,600
10
11
12
13
14
15
16
$8,600
17
18
19
20
21
22
23
$8,600
24
25
26
27
28
29
30
$6,200
31
$3,600
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,200
14
15
16
17
18
19
20
$3,200
21
22
23
24
25
26
27
$3,200
28
29
30
$3,200
Clean Fee:
$625 per week
Tax: State & Local:
11.7
Transferable Ferry Tickets Available, 7/5 -7/12, 7/12 -7/19, and 8/23-8/30. (mv) Please Inquire for details.
Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Lambert's Cove Beach 1/2 mile
Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort-like outdoor amenities include a pool, stone patio surround, large deck with...Read more
Location:
West Tisbury
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$4,600 - $7,500
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
$7,800
29
30
$8,600
July 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$8,600
6
7
8
9
10
11
12
$8,600
13
14
15
16
17
18
19
$8,600
20
21
22
23
24
25
26
$9,300
27
28
29
30
31
$9,300
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$9,300
3
4
5
6
7
8
9
$9,300
10
11
12
13
14
15
16
$9,300
17
18
19
20
21
22
23
$9,300
24
25
26
27
28
29
30
$9,300
31
$7,500
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
$4,600
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Transferrable ferry ticket available 8/24- 8/31. Please inquire for details! (mv)
Beautiful Upscale Contemporary Home, Designer Details Throughout, 4 Bedrooms, 4.5 Baths, Muliple Living Areas
Discover this stunning tri-level vacation home nestled in a peaceful community just on the outskirts of Oak Bluffs and minutes away from Oak Bluffs center, Edgartown Village, downtown Vineyard Haven, and several...Read more
Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc... The Captain Henry Stevenson house has been renovated to include a...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
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
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
Boutique Sweet with Designer Interior, Large Screened Porch, AC all Bedrooms, 15 Minute Walk to Oak Bluffs Center and Inkwell Beach
All newly remodeled and furnished and tucked away on a quiet Oak Bluffs lane for the perfect reprieve after a day at the beach and shopping in town, all just a...Read more
Tri Level Oak Bluffs Home, Central A/C, Set in Private Community of Sengekontacket, Multiple Living Spaces, Large Deck, Patio Area, Association Tennis
Privately situated on a hilltop in Sengekontacket, -spacious tri-level, 4000 sq ft contemporary home. Set in a wonderful, family friendly community, offering association tennis courts, and an association dock on Sengekontacket Pond...Read more
