Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches
Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$4,000 - $12,000
June 2026
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
20
21
22
23
24
25
26
27
28
29
30
$5,000
July 2026
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
$5,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
$6,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$6,500
30
31
$5,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
$4,000
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Sheets & Towels are not provided. Rental guests need to bring sheets & towels or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com
Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes
Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$3,500 - $7,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,300
7
8
9
10
11
12
13
$4,300
14
15
16
17
18
19
20
$4,300
21
22
23
24
25
26
27
$4,500
28
29
30
$5,000
July 2026
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
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
$6,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,000
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$5,500
30
31
$5,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
$3,500
Clean Fee:
$575
Tax: State & Local:
11.7
Owner reduced rates for available weeks in June, July & August - see calendar for adjusted rates
Spectacular all new Harborfront Retreat, Heated Pool, Spacious Patio & Deck Areas, Stunning Views of Edgartown Harbor
Village center finely crafted custom home, harbor front, heated pool, refined decor and luxury amenities. Spectacular water views across the decks, patio, and pool to the harbor from most of the living...Read more
Stylish Main & Guest House with Heated Pool, 10 x 16 Plunge Pool,Landscaped Yard, Walk to Village Center, Sleeps 8-10
This inviting 5-bedroom, 3.5-bath compound is perfect for extended families and friends. It features a Main House and separate Guest House, both offering a heated plunge pool, 10 x 16...Read more
Location:
Edgartown
Sleeps:
9
Bedrooms:
5
Baths:
3
Price Range:
$10,000 - $20,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$15,000
28
29
30
$18,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$18,000
5
6
7
8
9
10
11
$20,000
12
13
14
15
16
17
18
$18,000
19
20
21
22
23
24
25
$18,000
26
27
28
29
30
31
$18,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$18,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$20,000
16
17
18
19
20
21
22
$20,000
23
24
25
26
27
28
29
$15,000
30
31
$15,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$15,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
$15,000
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool Heated to 82 included in rental rate July & August weeks.
Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.
Gorgeous Luxury Home, Edgartown, Heated Pool, Pickle Ball Court, Multiple Living Spaces, 4 Bedrooms. 4.5 Baths Sleeps 9.
This stunning contemporary vacation home in Edgartown offers an exceptional blend of indoor and outdoor living spaces, making it an ideal retreat for relaxation and entertainment. The beautifully landscaped yard features...Read more
Location:
Edgartown
Sleeps:
9
Bedrooms:
4
Baths:
4
Price Range:
$12,000 - $23,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
11
12
13
$12,000
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$13,000
28
29
30
$16,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,000
5
6
7
8
9
10
11
$16,000
12
13
14
15
16
17
18
$16,000
19
20
21
22
23
24
25
$19,000
26
27
28
29
30
31
$20,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$20,000
2
3
4
5
6
7
8
$23,000
9
10
11
12
13
14
15
$23,000
16
17
18
19
20
21
22
$23,000
23
24
25
26
27
28
29
$19,000
30
31
$16,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$16,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$12,000
20
21
22
23
24
25
26
27
28
29
30
Clean Fee:
$1000 per week
Tax: State & Local:
11.7
Rates just reduced for available weeks in July & August - see calendar for adjusted rates
Pool Heat additional $250 per week June & September
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 - $7,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,250
7
8
9
10
11
12
13
$5,250
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$5,500
28
29
30
$6,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$6,000
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
$6,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,500
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$6,000
30
31
$6,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
$5,500
Clean Fee:
$400 per week
Tax: State & Local:
11.7
3 night minimum stay ($825 per night) July & August
Outstanding In-town Home, Gorgeous Professionally Landscaped Yard, 5 Min walk to Main Street Shops & Restaurants
Located on a quiet street in the Edgartown Village area, this lovely 5 bedroom, 3 bath Home has been all newly updated. The home is bordered by lush lawn, privacy fencing...Read more
Location:
Edgartown
Sleeps:
9
Bedrooms:
5
Baths:
3
Price Range:
$6,000 - $14,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$9,000
28
29
30
$11,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$11,500
5
6
7
8
9
10
11
$10,500
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
$12,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$12,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$11,000
30
31
$9,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
$7,000
Clean Fee:
$600 per week
Tax: State & Local:
11.7
Owner reduced rate for week of 8/31 - see calendar for adjusted rate. Week includes free ferry ticket (ticket must be transfered by 7/31)
Exquisite all Newly Updated Contemporary Farm House Style Home! Heated Pool! Location!! 15 minute walk to Edgartown Village Center, 5 minute Drive to South Beach
Outstanding Edgartown Vacation Home! Walk or bike to the center of Edgartown Village from this handsomely crafted, 5-bedroom, 3.5-bath vacation home. Multiple living spaces flow seamlessly from inside to the vaulted, 3-season screened...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$6,980 - $17,970
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$10,970
7
8
9
10
11
12
13
$10,970
14
15
16
17
18
19
20
$14,980
21
22
23
24
25
26
27
$14,980
28
29
30
$16,970
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,970
5
6
7
8
9
10
11
$16,970
12
13
14
15
16
17
18
$16,970
19
20
21
22
23
24
25
$16,970
26
27
28
29
30
31
$16,970
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$16,970
2
3
4
5
6
7
8
$16,970
9
10
11
12
13
14
15
$16,970
16
17
18
19
20
21
22
$17,970
23
24
25
26
27
28
29
$17,970
30
31
$13,980
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$13,980
6
7
8
9
10
11
12
$10,970
13
14
15
16
17
18
19
$10,970
20
21
22
23
24
25
26
$10,970
27
28
29
30
$8,980
Clean Fee:
$475 per week
Tax: State & Local:
11.7
Rate just lowered $2000 9/7 week. View calendar for reduced rate.
3 night minimum all weeks except July & August - 7 night minimum
Pool Heat to 82 degrees,included in rental rate July & August
Pool Heat to 82 degrees, Shoulder season weeks additional $250 per week
Coffin's Field, Main House, and Guest Apartment above Garage, Heated Pool - 16 x 32, Porch and Spacious Deck, 8 Minute Drive to Gorgeous Trustees / Long Point Beach
Lovely farmhouse-style 5-bedroom home with heated pool -16' x 32', 3 to 5 feet depth, main house, and guest apartment over the garage centrally located and easily accessible to Long Point Beach and Edgartown...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$6,000 - $12,900
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$8,950
14
15
16
17
18
19
20
$8,950
21
22
23
24
25
26
27
$8,950
28
29
30
$10,800
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$10,800
5
6
7
8
9
10
11
$10,800
12
13
14
15
16
17
18
$10,800
19
20
21
22
23
24
25
$10,800
26
27
28
29
30
31
$10,800
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$10,800
2
3
4
5
6
7
8
$12,900
9
10
11
12
13
14
15
$12,900
16
17
18
19
20
21
22
$12,900
23
24
25
26
27
28
29
$11,500
30
31
$8,950
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$8,950
6
7
8
9
10
11
12
$8,950
13
14
15
16
17
18
19
$8,500
20
21
22
23
24
25
26
$8,500
27
28
29
30
$6,000
Clean Fee:
$675
Tax: State & Local:
11.7
Pool & the Spa in the pool heated to 81 degrees, included in Rental Rate July & August Weeks. Spa not heated to higher temperatures and jets will be off.
Pool & Spa Heated to 81 degrees June & September weeks additional $300 propane surcharge per week.
East Chop Waterfront, Extraordinary Sunsets &Views Across the Sound , Deck directly on the Beach, Casual Interior
Classic, casual beachfront home combines cottage styling with modern amenities. spectacular views, quietly lapping waves right outside your windows, and breathtaking sunsets. Ideally located in the East Chop Area of Oak Bluffs just a short distance...Read more
Location:
Oak Bluffs
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$6,000 - $13,800
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$6,900
7
8
9
10
11
12
13
$6,900
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
$10,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$10,500
5
6
7
8
9
10
11
$10,500
12
13
14
15
16
17
18
$9,700
19
20
21
22
23
24
25
$9,700
26
27
28
29
30
31
$9,700
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$9,700
2
3
4
5
6
7
8
$13,800
9
10
11
12
13
14
15
$13,800
16
17
18
19
20
21
22
$13,800
23
24
25
26
27
28
29
$11,200
30
31
$9,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
$6,000
Clean Fee:
$480 per week
Tax: State & Local:
11.7
Rates reduced for available weeks - see calendar for adjusted rates
Newly Updated Contemporary Home, Heated Pool, Bluestone Patio, Spacious Deck, Tucked Away and Close to Long Point Beach.
Nestled in the town of West Tisbury, this exquisite contemporary residence boasts a heated pool, surrounded by a patio, and enveloped by lush landscaping, offering a private oasis for those seeking...Read more
Location:
West Tisbury
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$7,000 - $14,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$9,000
28
29
30
$12,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$12,500
5
6
7
8
9
10
11
$12,500
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$12,500
26
27
28
29
30
31
$12,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$12,500
2
3
4
5
6
7
8
$14,000
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$14,000
23
24
25
26
27
28
29
$14,000
30
31
$12,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$12,500
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
$7,000
Clean Fee:
$550 per week
Tax: State & Local:
11.7
3 night minimum first week of August - Call for pricing
Pool heated to 81 degrees, July & August included in the rental rate.
Pool Heated to 81 in June & Sept additional $250 per week
Modern, Newly Renovated, Architecturally Significant Beach Cottage Design. Close to Town and Beaches, Tucked in the Lovely Community of Summer Homes, Waterview Farms!
Gorgeous all newly renovated and newly furnished mid-century beach cottage, now a modern vacation oasis designed by the prominent interior design firm, - Tersigni Palachek. This eloquent, yet beachy home offers...Read more
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 - $15,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$5,500
28
29
30
$6,300
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$6,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,500
26
27
28
29
30
31
$6,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,900
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$13,500
16
17
18
19
20
21
22
$15,000
23
24
25
26
27
28
29
$7,900
30
31
$6,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,100
20
21
22
23
24
25
26
$5,100
27
28
29
30
$5,100
Clean Fee:
$500 per week ($375 for interim cleaning on multiple week rentals)
Tax: State & Local:
11.7
Rate just reduced for 8/24 week - see calendar for adjusted rate
