High St House, Ideal In-town Location, Beautiful 4 Bedroom, 4 .5 Bath Home, Walk to Edgartown Village Center, 5 Minute Drive to South Beach
Beautiful village area colonial with contemporary designer interior and luxury amenities. For those who love an in-town location with easy walking distance to Main St, this home provides the perfect location. South...Read more
New Tri Level Luxury Home, Heated Pool with Bluestone Patio Surround
Location location!
Just 1 mile from Oak Bluffs center this stunning 5 bedroom, 4.5 bath features a gunite pool with a bluestone patio surround, sure to be the focal point...Read more
Location:
Oak Bluffs
Sleeps:
10
Bedrooms:
5
Baths:
4
Price Range:
$7,500 - $17,600
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
$13,600
21
22
23
24
25
26
27
$15,300
28
29
30
$15,700
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$15,700
5
6
7
8
9
10
11
$15,700
12
13
14
15
16
17
18
$15,700
19
20
21
22
23
24
25
$16,800
26
27
28
29
30
31
$16,800
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$16,800
2
3
4
5
6
7
8
$17,600
9
10
11
12
13
14
15
$17,600
16
17
18
19
20
21
22
$17,600
23
24
25
26
27
28
29
$17,600
30
31
$10,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
$7,500
Clean Fee:
$850 per week
Tax: State & Local:
11.7
Ferry Tickets Available 6/27-7/4, 7/11-7/18, 8/22-8/29 - please inquire
Pool Heated to 81 included in rental rate, July and August weeks
June & September weeks to 81 degrees additional $500 fee. Higher temp upon request additional fee
Notice: Ring doorbell cameras are located on the front entry door and door on the left/parking side of the house:
Deep Bottom, Oustanding New Contemporary Designer Home, 10 x 52" Heated Pool, Walk to Association Tennis Courts
Deep Bottom | Exceptional New Contemporary Designer Home with Heated 10' x 52' Pool | Walk to Association Tennis
Discover refined Vineyard living at this striking new contemporary retreat set...Read more
Location:
West Tisbury
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$70 - $17,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$10,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
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
$15,500
12
13
14
15
16
17
18
$15,000
19
20
21
22
23
24
25
$15,000
26
27
28
29
30
31
$17,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$17,500
2
3
4
5
6
7
8
$18,000
9
10
11
12
13
14
15
$18,000
16
17
18
19
20
21
22
$18,000
23
24
25
26
27
28
29
$14,000
30
31
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
26
$10,000
27
28
29
30
$10,000
Clean Fee:
$750 per week
Tax: State & Local:
11.7
Pool Heat, Pool is heated to 82 degrees in July & August and included in rental rate. Higher temperature upon request at additional charge. Please inquire!
Pool Heat, June & September. Pool heated to 82 additional $300 per week!
New Contemporary Luxury Home, Heated Pool,18 x 40, Luxury Amenities, Screened Porch, Patio and Private Yard
This beautiful new luxury home with an 18 x 40 heated pool which is located a quick bike ride to Morning Glory Farm and close to historic Edgartown Village, is...Read more
Location:
Edgartown
Sleeps:
12
Bedrooms:
6
Baths:
4
Price Range:
$6,500 - $17,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$9,750
7
8
9
10
11
12
13
$10,750
14
15
16
17
18
19
20
$13,000
21
22
23
24
25
26
27
$15,000
28
29
30
$17,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$17,000
5
6
7
8
9
10
11
$17,000
12
13
14
15
16
17
18
$17,000
19
20
21
22
23
24
25
$17,500
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
$18,500
9
10
11
12
13
14
15
$18,500
16
17
18
19
20
21
22
$18,500
23
24
25
26
27
28
29
$16,000
30
31
$8,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$8,500
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
$6,750
27
28
29
30
$6,500
Clean Fee:
$675 per week
Tax: State & Local:
11.7
Pool is heated to 82 degrees in July and August included in rental rate.
Pool heat fee May, June, Sept $350 per week. Pool heated to 82.
Chic Contemporary Luxury Home, Heated Pool 14 x 31, Private Patio, Screened Porch, Sun Deck, Situated on Large Acreage off of Lambert's Cove Rd. Lambert’s Cove Beach 1 mile.
Lambert’s Cove Area: Beautiful new modern architectural farmhouse, features open living spaces with soaring cathedral ceilings and walls of glass opening out to the patio and yard areas. Privacy and peace...Read more
Location:
West Tisbury
Sleeps:
7
Bedrooms:
4
Baths:
3
Price Range:
$10,000 - $17,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$11,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$13,500
21
22
23
24
25
26
27
$16,000
28
29
30
$16,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,500
5
6
7
8
9
10
11
$16,500
12
13
14
15
16
17
18
$15,500
19
20
21
22
23
24
25
$16,000
26
27
28
29
30
31
$17,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$17,000
2
3
4
5
6
7
8
$18,500
9
10
11
12
13
14
15
$18,500
16
17
18
19
20
21
22
$18,500
23
24
25
26
27
28
29
$15,000
30
31
$12,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$12,000
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
Clean Fee:
$650 per week, $450 interim cleaning on multiple week rentals
Tax: State & Local:
11.7
Pool Heated to 81 degrees July & August, additional $300 per week propane fee.
Pool Heated to 81 degrees June & September, additional $300 per week propane fee.
Gorgeous Waterfront Home on the Lagoon, Newly Renovated, 4 bedrooms, 3.5 Baths, Spectacular Waterviews, Upper & Lower Decks
Waterfront Retreat on the Lagoon – Oak Bluffs
This beautifully renovated waterfront home offers breathtaking views, a private sandy beach on the Lagoon, and a stylish, coastal-inspired interior. Nearly every room...Read more
Outstanding Waterfront Home, Private Dock, Spectacular Views & Sunsets across and up the Lagoon. Screened Porch, Larger Wrap Around Deck with Cushioned Chaise and Chair Seating
Nestled hillside, this lovely contemporary residence offers an exquisite retreat overlooking the tranquil lagoon and the sunsets are magnificent. Featuring breathtaking water vistas, a private dock, a screened porch, an expansive...Read more
Designer Home with 18 x 38 Heated Pool, Spacious Deck and Screened Porch-Outdooor Dining for 12. Perfect Location 1 mile to South Beach and 1.5 miles to Edgartown Village Area
Gorgeous contemporary luxury home with pool & patio areas nicely landscaped for privacy. Additional outdoor spaces include a deck with patio seating, screened porch with outdoor dining for 10 both of which overlook...Read more
Location:
Katama
Sleeps:
10
Bedrooms:
4
Baths:
4
Price Range:
$6,750 - $16,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$7,250
7
8
9
10
11
12
13
$7,250
14
15
16
17
18
19
20
$7,250
21
22
23
24
25
26
27
$11,500
28
29
30
$21,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$21,500
5
6
7
8
9
10
11
$19,500
12
13
14
15
16
17
18
$19,500
19
20
21
22
23
24
25
$19,500
26
27
28
29
30
31
$19,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$19,500
2
3
4
5
6
7
8
$23,500
9
10
11
12
13
14
15
$23,500
16
17
18
19
20
21
22
$23,500
23
24
25
26
27
28
29
$16,500
30
31
$16,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$16,500
6
7
8
9
10
11
12
$10,500
13
14
15
16
17
18
19
$7,250
20
21
22
23
24
25
26
$7,250
27
28
29
30
$7,250
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool heated to 82, included in rental rate July & August weeks.
Gorgeous Waterfront Home on the Lagoon Oak Bluffs, Kayak, Swim, Enjoy the Sunsets, 4 bedrooms 4.5 Baths
Stunning Waterfront home nestled just in the outskirts of Oak Bluffs, 1 mile from town center and Oak Bluffs beaches. This home offers 150 feet of private lagoon beach, perfect...Read more
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 - $16,000
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
Pool Heat additional $250 per week June & September
Stunning Newly Renovated Home, Located on Coveted North Water St in the Village Area of Edgartown, Walk to the Village Center, Lighthouse and Fuller St Beaches
Nestled within the Village Center on N Water St, stands this magnificent 5-bedroom residence, meticulously revitalized from its core with every luxury befitting its storied past. Throughout the home, bespoke...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
5
Baths:
4
Price Range:
$14,000 - $16,000
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
$16,000
28
29
30
$17,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$17,500
5
6
7
8
9
10
11
$17,500
12
13
14
15
16
17
18
$17,500
19
20
21
22
23
24
25
$17,500
26
27
28
29
30
31
$19,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$19,500
2
3
4
5
6
7
8
$19,500
9
10
11
12
13
14
15
$19,500
16
17
18
19
20
21
22
$19,500
23
24
25
26
27
28
29
$18,500
30
31
$17,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$17,500
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
$14,000
27
28
29
30
$14,000
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Ferry Tickets Available for Purchase: 613 -6/20, 816 -8/23, & 8/30-9/6
Exquisite New Contemporary Waterfront Home, Multiple Indoor& Outdoor Living Spaces with Waterviews.
This stunning luxury waterfront home, nestled on the Lagoon, offers breathtaking water views from every corner of the newly built residence. Enjoy the seamless transition between indoor and outdoor living...Read more
Location:
Vineyard Haven
Sleeps:
8
Bedrooms:
3
Baths:
4
Price Range:
$12,500 - $16,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$12,500
7
8
9
10
11
12
13
$14,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$16,000
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
$18,000
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
$18,000
30
31
$18,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$18,000
6
7
8
9
10
11
12
$16,000
13
14
15
16
17
18
19
$14,000
20
21
22
23
24
25
26
$14,000
27
28
29
30
$12,500
Clean Fee:
$450 per week
Tax: State & Local:
11.7
Owner requires two week minimum booking during months July & August
Gorgeous Katama Vacation Home, Heated Pool 20 x 40. 1.2 mi to Beach and Town, Large Landscaped Yard.
This beautifully detailed home offers the perfect retreat for vacationing families, ideally situated just 1.2 miles from both Edgartown Village and South Beach. Convenient bike paths are only a few...Read more
Location:
Katama
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$6,000 - $15,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$9,800
7
8
9
10
11
12
13
$9,800
14
15
16
17
18
19
20
$11,500
21
22
23
24
25
26
27
$15,000
28
29
30
$15,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$15,500
5
6
7
8
9
10
11
$15,500
12
13
14
15
16
17
18
$15,500
19
20
21
22
23
24
25
$15,500
26
27
28
29
30
31
$17,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$17,000
2
3
4
5
6
7
8
$17,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$17,000
23
24
25
26
27
28
29
$17,000
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
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
$6,000
Clean Fee:
$400 per week
Tax: State & Local:
11.7
Pool Heated to 84 degrees, included in rental rate July & August weeks
Pool Heated 84 degrees, additional $500 June & September
Pool Heated to 84 degrees May and October please inquire!
Exceptional Main & Guest House, 20 x 40 Heated Pool with Stone Patio Surround, Tucked on Large Landscaped Acreage, 2 miles to Beautiful Lambert's Cove Beach, Sleeps 8
This exceptional vacation home and guest house have been recently updated, offering a large, heated saltwater pool nestled on expansive, private acreage in the desirable Indian Hill area of West...Read more
Location:
West Tisbury
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$11,000 - $15,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$11,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$11,000
21
22
23
24
25
26
27
$11,000
28
29
30
$14,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$14,500
5
6
7
8
9
10
11
$14,500
12
13
14
15
16
17
18
$14,500
19
20
21
22
23
24
25
$14,500
26
27
28
29
30
31
$14,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$14,500
2
3
4
5
6
7
8
$15,500
9
10
11
12
13
14
15
$15,500
16
17
18
19
20
21
22
$15,500
23
24
25
26
27
28
29
$14,500
30
31
$11,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$11,000
6
7
8
9
10
11
12
$11,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$11,000
27
28
29
30
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool Heated to 82 degrees included in rental rate July & August
Pool Heated to 82 degrees, June, Sept & October additional $300 propane surcharge per week.
Requests for pool heated above 82 additional cost. Please inquire with an agent for details.
