Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location
A light-filled, coastal-inspired luxury vacation home and guest house tucked in a private location featuring views of Watcha Pond, multiple living spaces, a gourmet kitchen, 4 bedrooms, 4 luxury bathrooms, and the ability to...Read more
Location:
West Tisbury
Sleeps:
8
Bedrooms:
4
Baths:
4
Price Range:
$19,000 - $26,000
June 2027
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
$20,100
20
21
22
23
24
25
26
$20,100
27
28
29
30
$26,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$26,000
4
5
6
7
8
9
10
$26,000
11
12
13
14
15
16
17
$26,000
18
19
20
21
22
23
24
$26,000
25
26
27
28
29
30
31
$26,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$26,000
8
9
10
11
12
13
14
$26,000
15
16
17
18
19
20
21
$26,000
22
23
24
25
26
27
28
$26,000
29
30
31
$26,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$26,000
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
$20,000
Clean Fee:
$850 per week
Tax: State & Local:
11.7
Pool heated to 81 degrees included in rental rate July to 8/26. Pool heated to 81 degrees June & September weeks additional $300 propane surcharge weekly.
Essence of Chilmark Living, Tucked on High Knoll Providing Expansive Waterviews of the Atlantic, Luxurious Custom Design, Lush Gardens, 5 minute Drive to Lucy Vincent Beach
Experience the essence of Martha's Vineyard with family and friends at this exceptional home nestled on Peaked Hill in Chilmark, offering breathtaking views of the Atlantic. Set on 8 acres...Read more
Walk to Village Center. Beautiful Spacious Contemporary Home with Heated Pool, 14' x 30'
Walk to Egartown Village Center.
Experience the perfect Vineyard getaway in this outstanding luxury home featuring multiple indoor and outdoor living spaces designed for relaxation and entertaining. Offering 4 bedrooms,...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
4
Baths:
3
Price Range:
$10,000 - $25,500
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$18,000
20
21
22
23
24
25
26
$25,500
27
28
29
30
$25,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$25,500
4
5
6
7
8
9
10
$25,500
11
12
13
14
15
16
17
$25,500
18
19
20
21
22
23
24
$25,500
25
26
27
28
29
30
31
$25,500
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$25,500
8
9
10
11
12
13
14
$25,500
15
16
17
18
19
20
21
$25,500
22
23
24
25
26
27
28
$18,000
29
30
31
$12,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$12,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$12,000
19
20
21
22
23
24
25
$12,000
26
27
28
29
30
$10,000
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Pool Heated to 81, included in rental rate July & August weeks
Pool Heated to 81 June & September weeks additional $350 per week. Pool Heat in May and October, additional cost. Please inquire with your agent!
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 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$14,250
6
7
8
9
10
11
12
$14,250
13
14
15
16
17
18
19
$14,250
20
21
22
23
24
25
26
$14,250
27
28
29
30
$20,250
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$20,250
4
5
6
7
8
9
10
$20,250
11
12
13
14
15
16
17
$20,250
18
19
20
21
22
23
24
$22,500
25
26
27
28
29
30
31
$25,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$25,000
8
9
10
11
12
13
14
$25,000
15
16
17
18
19
20
21
$25,000
22
23
24
25
26
27
28
$22,000
29
30
31
$14,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$14,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
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!
Ocean View House! Luxury Main & Guest, Waterfront on the Vineyard Sound, Association Beach, 5 Bedrooms, 3 Baths
Stunning Spring Point Vacation Retreat! This newly renovated Main & Guest House is situated in a 335 acre parcel of Chilmark with approximately 40 homes scattered throughout the acreage, and is...Read more
THE FERRY HOUSE IS A LUXURIOUS HARBORFRONT HOME, AND PART OF A 2 HOUSE COMPOUND, VILLAGE CENTER, WALK TO LIGHT HOUSE AND FULLER ST BEACHES
Welcome to luxury living dockside in this spectacular 3 bedroom, 3 bath restored boathouse. The Ferry House has been featured in Architectural Digest. Attention to detail, design, and craftsmanship are evident...Read more
Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles
This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
3
Baths:
2
Price Range:
$25,000 - $25,000
June 2027
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 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
8
9
10
$25,000
11
12
13
14
15
16
17
$25,000
18
19
20
21
22
23
24
$25,000
25
26
27
28
29
30
31
$25,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$25,000
8
9
10
11
12
13
14
$25,000
15
16
17
18
19
20
21
$25,000
22
23
24
25
26
27
28
$25,000
29
30
31
$25,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$25,000
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
Clean Fee:
$600 per week
Tax: State & Local:
11.7
Two-week minimum stay required August weeks
This home is exempt from the 11.7% tax, saving over $2600 per week.
Stunning Edgartown Village Center Retreat, Heated Pool & Spa, 26' x 11, 3 to 6 Feet Deep, Luxurious Amenities Throughout, 5 Bedrooms, 5 Baths , 2 Powder Rooms
Built in 1784 by Reverend Joseph “Parson” Thaxter, First Chaplain of the Revolutionary War and the town’s longtime minister, this storied residence has anchored the island’s history for more than...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
5
Price Range:
$14,000 - $25,000
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$20,000
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$20,000
27
28
29
30
$24,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$24,000
4
5
6
7
8
9
10
$24,000
11
12
13
14
15
16
17
$24,000
18
19
20
21
22
23
24
$24,000
25
26
27
28
29
30
31
$24,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$24,000
8
9
10
11
12
13
14
$24,000
15
16
17
18
19
20
21
$24,000
22
23
24
25
26
27
28
$24,000
29
30
31
$24,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$24,000
5
6
7
8
9
10
11
$24,000
12
13
14
15
16
17
18
$24,000
19
20
21
22
23
24
25
$24,000
26
27
28
29
30
$25,000
Clean Fee:
$850 per week
Tax: State & Local:
11.7
Pool heating fee: $300 per week (covers both pool and spa)
Pool is heated to 81 degrees during July & August,off season pool heat at additional cost please inquire.
Renters control the spa: Heats to 104°F in about 1 hour, auto shut-off after 3 hours
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 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,500
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
$9,500
27
28
29
30
$12,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$12,000
4
5
6
7
8
9
10
$22,000
11
12
13
14
15
16
17
$19,500
18
19
20
21
22
23
24
$19,500
25
26
27
28
29
30
31
$19,500
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$24,500
8
9
10
11
12
13
14
$24,500
15
16
17
18
19
20
21
$24,500
22
23
24
25
26
27
28
$16,500
29
30
31
$16,500
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,500
5
6
7
8
9
10
11
$7,500
12
13
14
15
16
17
18
$7,500
19
20
21
22
23
24
25
$7,500
26
27
28
29
30
$7,500
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool heated to 82, included in rental rate July & August weeks.
Luxury Gambrel Home. Heated Pool, Bluestone Patio Surround, Patio Dining, Walk to Town, 4 Bedrooms, 3.5 Baths
Unwind with family and friends in this newly constructed vacation home, featuring a heated pool and ideally situated on a peaceful lane, just a short stroll to the village center....Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
4
Baths:
3
Price Range:
$10,600 - $24,500
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$13,500
13
14
15
16
17
18
19
$15,100
20
21
22
23
24
25
26
$16,500
27
28
29
30
$20,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$20,500
4
5
6
7
8
9
10
$22,500
11
12
13
14
15
16
17
$22,500
18
19
20
21
22
23
24
$22,500
25
26
27
28
29
30
31
$22,500
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$24,500
8
9
10
11
12
13
14
$24,500
15
16
17
18
19
20
21
$24,500
22
23
24
25
26
27
28
$24,000
29
30
31
$16,500
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$10,600
26
27
28
29
30
$10,600
Clean Fee:
$600 per week
Tax: State & Local:
11.7
Pool Heated included in rental rate July & August weeks
Pool Heated June & September weeks, additional $300 per week
Outstanding Luxury Family Retreat, Heated Pool, 10 Minute Walk/5 minute Bike Ride to Village Center,
This outstanding custom-built summer vacation home features an 18 X 40 ft heated pool with a bluestone patio surround. Set on a large private yard, this designer home is just a 10-minute...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
4
Price Range:
$10,600 - $23,500
June 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$13,500
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
$21,500
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$21,500
4
5
6
7
8
9
10
$21,500
11
12
13
14
15
16
17
$21,500
18
19
20
21
22
23
24
$21,500
25
26
27
28
29
30
31
$21,500
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$23,500
8
9
10
11
12
13
14
$23,500
15
16
17
18
19
20
21
$23,500
22
23
24
25
26
27
28
$23,500
29
30
31
$15,500
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$15,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$10,600
26
27
28
29
30
$10,600
Clean Fee:
$600 per week
Tax: State & Local:
11.7
Pool Heated to 81 July & August included in rental rate. Off season pool heat may be extra fee, please inquire!
Gorgeous in Town Home, Heated Saltwater Pool, 16 x 32, Pool Cabana/Office Space, 5 minute walk to the heart of Edgartown Village
Sansouci Located on a quiet cul de sac that is a 5-minute walk to restaurants and shops in downtown Edgartown. It’s a 10-minute walk to the harbor and a 15-minute walk...Read more
Location:
Edgartown
Sleeps:
8
Bedrooms:
4
Baths:
2
Price Range:
$20,000 - $23,000
June 2027
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
$22,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$22,000
4
5
6
7
8
9
10
$22,000
11
12
13
14
15
16
17
$22,000
18
19
20
21
22
23
24
$20,000
25
26
27
28
29
30
31
$21,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$23,000
8
9
10
11
12
13
14
$23,000
15
16
17
18
19
20
21
$23,000
22
23
24
25
26
27
28
$20,000
29
30
31
September 2027
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
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Pool heated to 82 in July & August included in the rental rate.
Pool heated to 82 in June & September, additional $250 per week, May & October, additional $350 per week
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 2027
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
$20,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$20,000
4
5
6
7
8
9
10
$20,000
11
12
13
14
15
16
17
$20,000
18
19
20
21
22
23
24
$20,000
25
26
27
28
29
30
31
$23,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$23,000
8
9
10
11
12
13
14
$23,000
15
16
17
18
19
20
21
$23,000
22
23
24
25
26
27
28
$23,000
29
30
31
$18,000
September 2027
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
$18,000
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
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 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
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
$13,000
27
28
29
30
$16,000
July 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
$16,000
4
5
6
7
8
9
10
$16,000
11
12
13
14
15
16
17
$16,000
18
19
20
21
22
23
24
$19,000
25
26
27
28
29
30
31
$20,000
August 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
7
$23,000
8
9
10
11
12
13
14
$23,000
15
16
17
18
19
20
21
$23,000
22
23
24
25
26
27
28
$19,000
29
30
31
$16,000
September 2027
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$16,000
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$12,000
19
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
