Sweet Cape Home, Gorgeous Water Views, Walk to Town, Lovely Landscaped Yard, Deck and Outdoor Dining Area.
Step into this impeccably clean Cape-style home and enjoy an open floor plan filled with natural light and serene waterviews. The double living area offers multiple seating options, a TV, and...Read more
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck
Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees. Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more
Classic Lovely Vineyard Cottage, Pristine Condition, Approximately 1.5 Miles to Town and Beaches. Mature Landscaped Yard, Spacious Deck
The Perfect Cozy Cottage, is pristinely maintained and situated in a quiet neighborhood just on the outskirts of Oak Bluffs. This spacious 2 bedroom, 2 bath home sleeps 4. The...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:
$3,480 - $3,930
June 2025
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 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$3,780
20
21
22
23
24
25
26
$3,780
27
28
29
30
31
$3,780
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$3,780
3
4
5
6
7
8
9
$3,930
10
11
12
13
14
15
16
$3,930
17
18
19
20
21
22
23
$3,930
24
25
26
27
28
29
30
$3,930
31
$3,480
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$3,480
7
8
9
10
11
12
13
$3,780
14
15
16
17
18
19
20
$3,480
21
22
23
24
25
26
27
$3,780
28
29
30
$3,480
Clean Fee:
$300 per week, $200 interim cleaning on multiple week rentals
Sengekontacket - Waterfront Cottage, Panoramic Views and Amazing Sunrises
Charming Vintage Summer Cottage on Sengekontacket Pond
Experience the beauty of this vintage cottage perched on the shores of Sengekontacket Pond, offering stunning water views across the pond to North...Read more
Country Charm, Screened Porch, Large Yard, Bike Paths
Large families enjoy this wonderful summer home. Conveniently located close to West Tisbury town center. Great summer spaces for relaxing and enjoying barbeques, lawn games, lunch on the screened porch,...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
Location:
Edgartown
Sleeps:
6
Bedrooms:
4
Baths:
3
Price Range:
$3,900 - $3,900
June 2025
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 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
31
$6,500
August 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
$6,500
3
4
5
6
7
8
9
$7,000
10
11
12
13
14
15
16
$5,500
17
18
19
20
21
22
23
$7,000
24
25
26
27
28
29
30
$5,500
31
$4,000
September 2025
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$3,900
14
15
16
17
18
19
20
$3,900
21
22
23
24
25
26
27
$3,900
28
29
30
$3,900
Clean Fee:
$400 per week
Tax: State & Local:
11.7
3 night minimum stay ($825 per night) July & August
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
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
Ideally Located in Beautiful Major's Cove, Multiple Indoor & Outdoor Living Spaces, Perfect Family Vacation Home
All are sure to enjoy this beautiful 4 bedroom, 2 bath contemporary home that is newly painted, furnished, and sleeps 8. Multiple living spaces include the main living area with a TV that opens...Read more
The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area
Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...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
Cottage with Screened Porch, Close to Menemsha Village Area and just a Short Drive to Lucy Vincent Beacn
Menemsha Crossroads sweet cottage in a private wooded area, perfect for a family of four. Features 2 bedrooms, a primary with bath, and the 2nd bedroom uses a hall bath. The...Read more
