LIGHT FILLED CONTEMPORARY HOME, AC, DECK AND SUN PORCH, SLEEPS 8
Set on a quiet circular street (Teaberry Lane), on the outskirts of Edgartown. Bike paths at the end of the street connect to town and miles of touring trails. This...Read more
Hidden Cove, Centrally Located to Beaches and Towns, Association Tennis Courts, A/C, WiFi
Centrally located in the Hidden Cove community of homes on the outskirts of Oak Bluffs. Lovely area to bike, walk, or play tennis at the association courts.
Edgartown Village, Lovely 4 bedroom Home, 3 Baths, Quiet Location, 5 Minute Walk to Main Street,
MVVR Exclusive:This charming 4-bedroom, 3-bath home is ideally located just a 5-minute walk from Main Street, offering the perfect combination of in-town convenience and privacy at the end of Silva...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$3,700 - $4,200
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,200
7
8
9
10
11
12
13
$4,200
14
15
16
17
18
19
20
$4,200
21
22
23
24
25
26
27
$4,700
28
29
30
$7,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$7,500
5
6
7
8
9
10
11
$7,500
12
13
14
15
16
17
18
$7,500
19
20
21
22
23
24
25
$7,500
26
27
28
29
30
31
$7,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$7,500
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,000
23
24
25
26
27
28
29
$7,200
30
31
$4,700
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,200
13
14
15
16
17
18
19
$4,200
20
21
22
23
24
25
26
$4,200
27
28
29
30
$3,700
Clean Fee:
$575 per week
Tax: State & Local:
11.7
Parking for 2 mid-size cars or SUVs only - please inquire
Adorable Oak Bluffs Cottage Just Over a Mile to the Village Center and Town Beaches, Porch, Deck, 4 Bedrooms, 2 Baths
Nestled on a quiet street, this recently updated residence boasts delightful indoor and outdoor living areas. The entrance porch offers cozy seating with wicker chairs and a small dining table that...Read more
Lovely contemporary home in one of the island's premier community settings, Waterview Farms. Close to Farm Neck Golf Course and tennis and a short distance to town and beaches....Read more
SPACIOUS LIGHTFILLED 3 BEDROOM, 3 BATH HOME, PRIVATE DECK WITH PATIO DINING, 7 MINUTE DRIVE TO THE CENTER OF OAK BLUFFS AND INKWELL BEACH
Experience the best of Island living—peaceful residential surroundings, the vibrant shops and attractions of the three Down Island towns (Oak Bluffs, Edgartown, and Vineyard Haven), and quick access to public...Read more
SWEET 3-BEDROOM, 3-BATH CHILMARK COTTAGE, SPACIOUS SCREENED PORCH AND DECK AREAS, OUTDOOR SHOWER; PRIVATE LOCATION ON 4 ACRES, 10 MINUTES TO LUCY VINCENT AND LONG POINT BEACHES
Charming updated summer home features a dining room that seats six, well-stocked kitchen, living room, plus screen porch with ceiling fan, dining table and chairs for 8, and reading/lounging nooks, leading...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
3
Price Range:
$3,300 - $4,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$3,670
7
8
9
10
11
12
13
$3,670
14
15
16
17
18
19
20
$3,670
21
22
23
24
25
26
27
$3,670
28
29
30
$3,780
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$3,780
5
6
7
8
9
10
11
$3,780
12
13
14
15
16
17
18
$3,780
19
20
21
22
23
24
25
$3,780
26
27
28
29
30
31
$3,780
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$3,780
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
$4,000
23
24
25
26
27
28
29
$4,000
30
31
$3,780
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$3,780
6
7
8
9
10
11
12
$3,780
13
14
15
16
17
18
19
$3,780
20
21
22
23
24
25
26
$3,780
27
28
29
30
Clean Fee:
$400 per week, $150 interim cleaning on multiple week rentals
North Slope Hilltop House. Private yard, Screeened Porch and Patio, 8 minute drive to Lucy Vincent Beach or Menemsha Village
Delightful, 3 bedroom, 2 bath home with AC. Private Chilmark hilltop location! This sweet home features an open kitchen, living, and dining area, and a screened porch for your summer...Read more
Sweetened Water Farm, 1 Mile from Village Center, Bike or Walk to Town
Lovely 4 bedroom, 2 bath home. Located just on the outskirts of Edgartown village center on Sweetened Water Farm (an 87-acre horse farm located near Morning Glory Farm). This spacious...Read more
Lovely Cape Home, Newly Updated, Private Back Deck with Outdoor Dining & Grill, 3 Bedrooms w/AC and TV, 1.5 baths
Nestled on a serene lane in the outskirts of Vineyard Haven, this newly updated & charming Cape Style residence exudes chic charm. Step inside to discover an inviting open layout...Read more
Lovely Updated Cape Style Home, Beautifully Landscaped Yard, Deck & Patio with Multiple Seating Areas & Outdoor Dining
Nestled in a peaceful lane in Edgartown's desirable Dodger’s Hole Area, this charming Cape-style home offers a central location with easy access to Edgartown, Oak Bluffs, Vineyard Haven, and several...Read more
Location:
Edgartown
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$2,500 - $4,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
$4,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$4,000
5
6
7
8
9
10
11
$4,000
12
13
14
15
16
17
18
$4,000
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
31
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$4,300
30
31
$4,300
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,300
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$2,500
27
28
29
30
$2,500
Clean Fee:
$450 per week
Tax: State & Local:
11.7
Ferry Tickets Available for weeks 6/20–6/27, 6/27-7/4, 7/18-7/25 - please inquire
Seaview Condo Unit, Gorgeous Water Views, In Town Location, Modern updated Interior!
Note: Seavies Condos is a 3-minute walk from the Steamship Authority dock in Oak Bluffs and two blocks from the Island Queen ferry dock. Perfect location if you cannot or...Read more
Location:
Oak Bluffs
Sleeps:
4
Bedrooms:
2
Baths:
2
Price Range:
$2,100 - $3,900
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$2,150
7
8
9
10
11
12
13
$2,150
14
15
16
17
18
19
20
$2,550
21
22
23
24
25
26
27
$3,500
28
29
30
$3,800
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$3,800
5
6
7
8
9
10
11
$3,900
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
$5,600
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$5,600
2
3
4
5
6
7
8
$5,600
9
10
11
12
13
14
15
$5,600
16
17
18
19
20
21
22
$5,600
23
24
25
26
27
28
29
$3,900
30
31
$2,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$2,500
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,100
20
21
22
23
24
25
26
$2,100
27
28
29
30
$2,100
Clean Fee:
$240 per week
Tax: State & Local:
11.7
5 minute walk from Steamship Authority Oak Bluffs dock to the Seaview Condos. 2 blocks from the Island Queen ferry dock.
Meetinghouse Middle Condo, Association Pool, Central Air
Set in quiet Meeting House Village on the outskirts of Edgartown, this lovely condominium unit features a spacious open main living level with glass sliders leading out to the deck with a...Read more
The Sweetest In-town Cottage! 2 Minute Walk to Main St
This adorable cottage-style home features 2 bedrooms, and 2 baths and is tucked in on a tiny side street off of Main St. Walk to all that the village center...Read more
