Meticulously Maintained Classic Summer Home! Ideally located in the Heart of Katama, Beach in one Direction and Edgartown Village Center in the opposite direction
Location Location in the heart of Katama equidistant between Edgartown Village and South Beach. This beautiful home is tucked on beautifully landscaped acreage. The reverse contemporary design boasts private upper...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
5
Baths:
2
Price Range:
$4,400 - $8,800
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$8,200
20
21
22
23
24
25
26
$8,800
27
28
29
30
$8,800
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$8,800
4
5
6
7
8
9
10
$8,800
11
12
13
14
15
16
17
$8,800
18
19
20
21
22
23
24
$8,800
25
26
27
28
29
30
31
$8,800
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$8,800
8
9
10
11
12
13
14
$8,800
15
16
17
18
19
20
21
$8,800
22
23
24
25
26
27
28
$8,800
29
30
31
$7,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$7,000
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,700
26
27
28
29
30
$4,700
Clean Fee:
$675 per week
Tax: State & Local:
11.7
Two-week minimum stay required during July and August!
Charming Post & Beam Home, Tucked on a Private Lot in the Desirable Makonikey Community of Homes, Walk to Private Association Beach, Multiple Indoor/Outdoor Living Spaces .
Note: New for 2026.
Two of the baths seen in current photos are being gutted and all newly updated. Walk-in glass showers in both, a soaking tub in one, and all new fixtures, sinks, toilets,...Read more
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
Magical Menemsha Cottage with water views of the Elizabeth Islands and harbor. The wooded property encompasses 3 private acres and is within walking distance to the village of Menemsha and...Read more
Beautiful Long View Country House, Walk to Lambert's Cove Beach, Central A/C
Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first-floor living room and second-floor family/tv room. Spacious modern kitchen with prep island...Read more
Summer Wind in the Heart of Oak Bluffs, Water views. 2 minute Walk to Inkwell Beach & 5 minute walk to town, All Newly Remodeled 5 Bedroom, 3 Bath Home With Deluxe Amenities
Set in the heart of Oak Bluffs center, this newly renovated home features water views, walk to Inkwell Beach and Pay Beach and walk to the town center all within...Read more
Menemsha Waterfront, Magnificent Views and Private Location, WiFi
This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap-around deck. Enjoy spectacular water views...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$4,640 - $8,240
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,640
6
7
8
9
10
11
12
$4,640
13
14
15
16
17
18
19
$6,180
20
21
22
23
24
25
26
$6,180
27
28
29
30
$8,240
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$8,240
4
5
6
7
8
9
10
$8,240
11
12
13
14
15
16
17
$8,240
18
19
20
21
22
23
24
$8,240
25
26
27
28
29
30
31
$8,240
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$8,240
8
9
10
11
12
13
14
$8,240
15
16
17
18
19
20
21
$8,240
22
23
24
25
26
27
28
$8,240
29
30
31
$8,240
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$8,240
5
6
7
8
9
10
11
$6,700
12
13
14
15
16
17
18
$6,700
19
20
21
22
23
24
25
$6,700
26
27
28
29
30
$6,700
Clean Fee:
$385 per week, owner will provide sheets, towels, beach towels, additional $230 per rental period
Tax: State & Local:
11.7
Owner will provide, sheets, towels & beach towels for an additional $230 per rented period.
Outer Harbor Waterfront, West Chop Area, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views
NOTE: New upgrades for 2026 Rental Season: Mini Split AC units in the Living Area, Kitchen, and Bedrooms, New Sofa in the Living Area, Newly Painted, All new Windows throughout the House....Read more
Lovely Custom Contemporary Home, Tucked in the Community of Bayes Hill, 4 Bedrooms, 4 Bath, Landscaped, Deck, Patio Dining Area
Designed with a sophisticated contemporary aesthetic, this chic vacation retreat showcases an open floor plan, expansive windows, and beautifully curated interiors. Offering four bedrooms and 3.5 baths, the home is...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:
$5,000 - $8,000
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
$6,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$6,500
4
5
6
7
8
9
10
$6,500
11
12
13
14
15
16
17
$6,900
18
19
20
21
22
23
24
$7,000
25
26
27
28
29
30
31
$7,900
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$14,500
8
9
10
11
12
13
14
$15,500
15
16
17
18
19
20
21
$15,500
22
23
24
25
26
27
28
$9,000
29
30
31
$8,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$8,000
5
6
7
8
9
10
11
$6,900
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
$5,700
Clean Fee:
$575 per week ($375 for interim cleaning on multiple week rentals)
Outstanding Edgartown Vacation Home, Spacious Coastal Decor Interior, Large Deck, Screened Porch, Just 1.5 miles to the Village Center
Chic Contemporary Farmhouse, just a short distance to Edgartown Village Center, features a quiet and private setting with all-new beach-inspired decor throughout.
The home has an open first-floor layout with the kitchen,...Read more
Lovely Vineyard Haven Home, Heated Pool, AC, Close Proximity to Towns and Beaches , Perfect Home for Extended Families.
Spacious Vacation Home with heated pool! This lovely home is perfect for extended families featuring 5 bedrooms, 3 baths, multiple living spaces, and 5 TVs. The pool and deck are perfect...Read more
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
5
Baths:
3
Price Range:
$4,000 - $8,000
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
$7,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$7,500
4
5
6
7
8
9
10
$7,500
11
12
13
14
15
16
17
$7,500
18
19
20
21
22
23
24
$7,500
25
26
27
28
29
30
31
$8,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$9,000
8
9
10
11
12
13
14
$9,000
15
16
17
18
19
20
21
$9,000
22
23
24
25
26
27
28
$7,000
29
30
31
$5,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
$4,000
Clean Fee:
$550 per week
Tax: State & Local:
11.7
POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE.
POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK
