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
This charming, recently renovated, waterfront home atop the lagoon bluffs, boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor, and Cape Cod from patios, living...Read more
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
Sweet Updated 3 Bedroom Home, Nicely Tucked in Lightly Wooded Area, Central Location, Beaches and Towns just a short Drive!
Lovely reverse contemporary home with a large deck, outdoor dining, and grill area. The upper level of this home features an open kitchen, living, and dining area stylishly furnished. Nicely equipped kitchen...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
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 - $3,930
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
$3,930
9
10
11
12
13
14
15
$3,930
16
17
18
19
20
21
22
$3,930
23
24
25
26
27
28
29
$3,930
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:
$300 per week, $200 interim cleaning on multiple week rentals
Newly update mid-century modern beach house set in the private community of homes surrounding Sengekontacket pond. The cozy summer cottage offers indoor and outdoor living at its best with a...Read more
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
Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach
If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more
Newly updated vacation retreat, 3 minute walk to association pool, 10 min drive to Lamberts Cove Beach or South Shore Beach
This lovely West Tisbury contemporary cape features multiple living spaces both indoors and out for your vacation enjoyment. Just a 3-minute walk from the house to the association pool! This home...Read more
Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided
THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more
