Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths
This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more
Location:
Edgartown
Sleeps:
14
Bedrooms:
7
Baths:
5
Price Range:
$14,000 - $18,500
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
$15,500
28
29
30
$20,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$20,000
5
6
7
8
9
10
11
$20,000
12
13
14
15
16
17
18
$20,000
19
20
21
22
23
24
25
$20,000
26
27
28
29
30
31
$24,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$24,000
2
3
4
5
6
7
8
$27,500
9
10
11
12
13
14
15
$27,500
16
17
18
19
20
21
22
$24,000
23
24
25
26
27
28
29
$22,500
30
31
$18,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$18,500
6
7
8
9
10
11
12
$18,500
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
$18,500
27
28
29
30
$18,500
Clean Fee:
$850 per week
Tax: State & Local:
11.7
Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details
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
Luxury Retreat Chilmark, Key to Quansoo Private Association Beach, Heated Pool, Spacious Stone Patio, Pool Pavilion, Propane Fire Pit, Professionally Landscaped Grounds and Gardens
Tucked on 7.25 private acres in the coveted seaside community of Chilmark, this exceptional retreat includes coveted access to Quansoo Beach—one of Martha’s Vineyard’s most stunning and private association shorelines. Offering...Read more
Location:
Chilmark
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$18,500 - $22,000
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
$22,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$22,500
5
6
7
8
9
10
11
$22,500
12
13
14
15
16
17
18
$22,500
19
20
21
22
23
24
25
$22,500
26
27
28
29
30
31
$25,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$25,000
2
3
4
5
6
7
8
$22,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$20,000
23
24
25
26
27
28
29
$20,000
30
31
$18,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$18,500
6
7
8
9
10
11
12
$18,500
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
$18,500
27
28
29
30
$18,500
Clean Fee:
$850 per week ($650 interim clean)
Tax: State & Local:
11.7
Rates reduced for available weeks in August - see calendar for adjusted rates
Ferry tickets available for purchase, 8/1-8/8 or 8/2 -8/9 - please inquire (mv)
Pool will be heated to 82 degrees July and August included in rental rate.
Pool Heated to 82 degrees June & Sept weeks $300/week
Luxurious New Build 2024, 5 Bedroom, 5.5 Baths, 20 x 40 Heated Saltwater Pool with Spa, Expansive Deck wiith Outdoor Dining and Lounge Area, Association Tennis, Tucked in Sought After Deep Bottom Enclave of Homes
Welcome to this exquisite contemporary farmhouse nestled in the tranquil community of Deep Bottom in West Tisbury, just a short drive from the vibrant village centers of Edgartown and Oak...Read more
Location:
West Tisbury
Sleeps:
10
Bedrooms:
5
Baths:
5
Price Range:
$24,000 - $30,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$26,000
7
8
9
10
11
12
13
$26,000
14
15
16
17
18
19
20
$26,000
21
22
23
24
25
26
27
$26,000
28
29
30
$26,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$26,000
5
6
7
8
9
10
11
$28,000
12
13
14
15
16
17
18
$28,000
19
20
21
22
23
24
25
$28,000
26
27
28
29
30
31
$30,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$30,000
2
3
4
5
6
7
8
$30,000
9
10
11
12
13
14
15
$30,000
16
17
18
19
20
21
22
$30,000
23
24
25
26
27
28
29
$30,000
30
31
$30,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$30,000
6
7
8
9
10
11
12
$26,000
13
14
15
16
17
18
19
$26,000
20
21
22
23
24
25
26
$26,000
27
28
29
30
$26,000
Clean Fee:
$800 per week
Tax: State & Local:
11.7
Pool Heated to 82 in July & August included in rental rate.
Pool Heated to 82 June & September additional propane surcharge, Please inquire with an agent!
Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights, Hancock Beach 1.5 miles from House
This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach! The house lies between West Tisbury (Alley’s General Store, 7A...Read more
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 6/13-6/20, 8/16-8/23, 8/30-9/6 - please inquire
Wintucket Cove House, Heated Pool 20 x 40, Edgartown Great Pond Frontage, Boat to Private South Shore Beach, Boat Rentals Available
MVVR Exclusive Listing: Relax in style in this large and comfortable custom post and beam family home with a 20 x 40 heated pool, expansive patio and deck overlooking the pool. Acres...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$7,000 - $14,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$8,500
21
22
23
24
25
26
27
$9,900
28
29
30
$13,900
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$13,900
5
6
7
8
9
10
11
$14,000
12
13
14
15
16
17
18
$14,000
19
20
21
22
23
24
25
$15,500
26
27
28
29
30
31
$15,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$15,500
2
3
4
5
6
7
8
$16,000
9
10
11
12
13
14
15
$16,000
16
17
18
19
20
21
22
$16,000
23
24
25
26
27
28
29
$13,500
30
31
$7,800
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,800
6
7
8
9
10
11
12
$7,000
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:
$650 per week
Tax: State & Local:
11.7
Ferry tickets available for purchase, 6/28 - 7/5 & 7/5 - 7/12 (mv)
Pool heated to 80 degrees, included in rental rate July and August weeks!
Pool heated to 80 June and September weeks additional $300 per week.
Requests for higher temp can be accommodated at additional costs.
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
Sophisticated New Contemporary Home, Walk to Lambert's Cove Beach, Multiple Indoor Outdoor Living Spaces, Privately Tucked in Longview Area of West Tisbury
Discover a stunning &captivating modern vacation retreat in the heart of West Tisbury, Martha's Vineyard. This newly built home features a striking modern design that combines architectural elegance with contemporary...Read more
Location:
West Tisbury
Sleeps:
7
Bedrooms:
3
Baths:
3
Price Range:
$4,000 - $10,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$7,000
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
$10,500
19
20
21
22
23
24
25
$10,500
26
27
28
29
30
31
$10,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$10,500
2
3
4
5
6
7
8
$10,500
9
10
11
12
13
14
15
$12,500
16
17
18
19
20
21
22
$12,500
23
24
25
26
27
28
29
$10,500
30
31
$10,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,500
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:
$600 per week
Tax: State & Local:
11.7
Ferry tickets available for purchase, 7/5-7/12, 7/12-7/19, 7/19-7/26, & 7/26-8/2 - please inquire (mv)
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 - $7,250
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 Custom Contemporary Farmhouse Design, Heated Pool & Spa, Located Just on the Outskirts of Edgartown Center! 4 Bedrooms, 4.5 Baths
Heated Pool and Outdoor Living
Enjoy a beautifully designed 30x16' heated pool with a depth ranging from 3.7 feet at the shallow end to 7 feet at the deep end....Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$7,500 - $13,500
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
$7,500
14
15
16
17
18
19
20
$7,500
21
22
23
24
25
26
27
$10,500
28
29
30
$12,750
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$12,750
5
6
7
8
9
10
11
$12,750
12
13
14
15
16
17
18
$12,750
19
20
21
22
23
24
25
$12,750
26
27
28
29
30
31
$13,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$13,500
2
3
4
5
6
7
8
$14,500
9
10
11
12
13
14
15
$14,500
16
17
18
19
20
21
22
$14,500
23
24
25
26
27
28
29
$13,500
30
31
$10,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,500
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:
$575
Tax: State & Local:
11.7
Ferry tickets available for purchase, 8/22-8/29 - please inquire (mv)
Pool heated to 80 included in the rental rate last week in June through the last week in August. Spa is heated to the same temperature as pool.
Per a renter request the spa can be heated to 101, 4 hours per day 6 to 10 pm for an additional $200 per week.
June & September weeks pool heated to 80 additional $250 propane surcharge week, request for higher temperatures, speak with an agent. Spa is heated to the same temperature as the Pool. Requests for Spa heated to 101 4 hours per day additional $200 per week.
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 - $15,000
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!
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
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.
Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Multiple Living Spaces
This newly constructed, luxurious home offers the perfect blend of comfort, style, and convenience. Featuring a heated 16 x 32' pool with varying depths of 3 to 8 feet, a...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$6,000 - $7,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$6,000
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
$11,500
12
13
14
15
16
17
18
$11,500
19
20
21
22
23
24
25
$11,500
26
27
28
29
30
31
$11,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$11,500
2
3
4
5
6
7
8
$13,000
9
10
11
12
13
14
15
$13,000
16
17
18
19
20
21
22
$13,000
23
24
25
26
27
28
29
$11,500
30
31
$11,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
$6,500
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool Heated to 81 degrees included in rental rate last Sat in June to first Sat in September. Pool Depth 3 feet to 8 Feet
Pool Heated to 81 degrees June and September weeks additional $275 per week
