Captain Swain House, Elegant Main & Guest House, 4 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard
In-Town Vacation Retreat in the William Street Historic District Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more
Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.
Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon, 85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more
Location:
Vineyard Haven
Sleeps:
12
Bedrooms:
6
Baths:
5
Price Range:
$8,500 - $25,000
June 2026
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 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
31
$25,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$25,000
2
3
4
5
6
7
8
$25,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$25,000
23
24
25
26
27
28
29
$22,000
30
31
$14,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$14,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$11,000
27
28
29
30
$11,000
Clean Fee:
$850 per week
Tax: State & Local:
11.7
Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!
Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area
Charming Historic Home in the Heart of Edgartown Village
Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$5,500 - $9,000
June 2026
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 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
31
$11,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$11,900
2
3
4
5
6
7
8
$11,900
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$11,900
23
24
25
26
27
28
29
$11,900
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
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$5,500
27
28
29
30
$5,500
Clean Fee:
$500
Tax: State & Local:
11.7
Owner offers a 5% discount on the Rental Rate for two weeks, and 10% for 3 weeks or longer
Stunning, Charming, Historic Luxury Home in Edgartown Village Center, Newly Remodeled
This beautifully remodeled historic home is nestled in the heart of Edgartown Village and boasts 4 bedrooms and 4.5 luxurious baths, complete with an array of inviting indoor and outdoor...Read more
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
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 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
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.
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 - $27,500
June 2026
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 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
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
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 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
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:
$15,000 - $23,000
June 2026
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 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
31
$25,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$25,000
2
3
4
5
6
7
8
$20,000
9
10
11
12
13
14
15
$15,000
16
17
18
19
20
21
22
$18,000
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
$15,000
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
27
28
29
30
Clean Fee:
$850 per week ($650 interim clean)
Tax: State & Local:
11.7
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
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 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
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 - $15,000
June 2026
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 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
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 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:
$6,500 - $16,000
June 2026
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 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
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
Pool heated to 82 degrees, included in rental rate July and August weeks!
Pool heated to 82 June and September weeks additional $275 per week.
Requests for higher temperatures can be accommodated at a slightly higher cost. Inquire for Details!
Outstanding Impeccable,Waterfront Home, Private Dock, Spectacular Views & Sunsets across and up the Lagoon. Screened Porch, Larger Wrap Around Deck with Cushioned Chaise and Chair Seating, Additional Shady Lower Level Deck
Nestled hillside, this stunning, impeccably maintained contemporary residence offers an exquisite retreat overlooking the tranquil lagoon, and the sunsets are magnificent. Featuring breathtaking water vistas, a private dock, a screened...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
2
Price Range:
$6,000 - $11,750
June 2026
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 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
31
$14,600
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$14,600
2
3
4
5
6
7
8
$16,500
9
10
11
12
13
14
15
$16,500
16
17
18
19
20
21
22
$15,900
23
24
25
26
27
28
29
$11,750
30
31
$7,750
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,750
6
7
8
9
10
11
12
$7,750
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,000
27
28
29
30
$7,000
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Owner is flexible with arrival & departure dates open weeks, June and July of 2026, to accommodate the need for auto ferry tickets. Inquire for details!
Owner reduced rates for available weeks June, July, August & September - see calendar for adjusted rates
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 captivating modern retreat in the heart of West Tisbury on Martha’s Vineyard. Newly built and thoughtfully designed, this striking home blends clean architectural lines with contemporary comfort, offering...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:
$7,250 - $24,500
June 2026
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 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
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.
