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Waterfront on the Shores of a Picturesque Tidal Inlet Lake Tashmoo, Shared Tennis Courts, Spectacular Views & Sunsets,

This lovely three-bedroom home is located on the shores of beautiful Lake Tashmoo (a tidal saltwater lake connecting to Vineyard Sound).  The modern open floor plan includes. kitchen, living, and...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$8,500 - $8,500
June 2026
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July 2026
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August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$8,500
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 $8,500
September 2026
SuMoTuWeThFrSaWeek
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$8,500
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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KERR4

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Property Details
Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,500 - $9,500
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSaWeek
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$9,500
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 $9,500
August 2026
SuMoTuWeThFrSaWeek
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$9,500
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$9,500
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$9,500
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$9,500
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$9,500
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 $9,500
September 2026
SuMoTuWeThFrSaWeek
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$9,500
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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KILLY

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Property Details
Beautiful Village Area Summer Retreat, Tucked Away on a Quiet Street, Walk to Village Center.

This lovely contemporary home offers the perfect blend of elegance, comfort, and prime location in the highly sought-after Plantingfield Wood area of Edgartown. With its soothing coastal palette and modern design,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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$5,500
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$7,500
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$8,500
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$9,500
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29
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 $10,500
July 2026
SuMoTuWeThFrSaWeek
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$10,500
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$11,000
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$11,000
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$11,000
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 $12,000
August 2026
SuMoTuWeThFrSaWeek
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$12,000
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$13,000
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$13,000
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$13,000
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$12,000
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 $8,000
September 2026
SuMoTuWeThFrSaWeek
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$8,000
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$7,500
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$6,000
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$5,500
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 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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KINOL

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Property Details
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $7,000
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,500
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$4,500
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$6,000
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 $6,000
July 2026
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$7,000
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 $7,000
August 2026
SuMoTuWeThFrSaWeek
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$7,000
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$7,500
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$8,500
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$8,500
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$6,800
30
31
 
September 2026
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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KLEIB

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Property Details
Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,960 - $3,640
June 2026
SuMoTuWeThFrSaWeek
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$2,960
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$3,260
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$3,270
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$3,640
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 $3,980
July 2026
SuMoTuWeThFrSaWeek
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$3,980
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$4,070
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$4,090
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$4,200
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 $4,300
August 2026
SuMoTuWeThFrSaWeek
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$4,300
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$4,390
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$4,390
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$4,200
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$3,850
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 $3,300
September 2026
SuMoTuWeThFrSaWeek
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$3,300
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$2,820
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$2,560
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$2,460
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 $2,350
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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KNOXA

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Property Details
Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,600 - $9,950
June 2026
SuMoTuWeThFrSaWeek
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$3,600
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$3,600
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$3,600
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$3,600
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 $4,200
July 2026
SuMoTuWeThFrSaWeek
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$4,200
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$4,100
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$4,200
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$4,100
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 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
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$6,000
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$9,950
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$9,950
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$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$4,500
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$3,850
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$3,600
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$3,600
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29
30
 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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KOEOB

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Property Details
Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach

If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
1
Price Range:
$2,500 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$2,500
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$2,500
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$2,700
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$2,700
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 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$3,800
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$3,800
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$3,800
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$3,800
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30
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 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
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$4,500
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$4,500
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$4,500
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$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
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2
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$3,000
6
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$2,500
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$2,500
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$2,500
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28
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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KOGAD

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Property Details
Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $3,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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$3,100
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$3,100
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$3,100
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$3,100
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 $3,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$3,100
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$3,100
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$3,100
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$3,100
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30
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 $3,100
August 2026
SuMoTuWeThFrSaWeek
 1
$3,100
2
3
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5
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$3,100
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10
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15
$3,400
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17
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21
22
$3,400
23
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27
28
29
$3,100
30
31
 $3,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
8
9
10
11
12
$3,100
13
14
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16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 $3,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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KOPF3

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Property Details
Casa Katama, Edgartown Luxury Living, Main & Guest House, Heated Pool, Pool House, Large Hot Tub, 6 + Bedrooms, 8.5 Baths, Multiple Lounge Areas

Casa Katama, A Luxe Retreat in the Heart of the Katama Area of Edgartown!

Welcome to Casa Katama, an extraordinary island compound where contemporary design meets Vineyard charm. Privately set in...Read more

Location: 
Edgartown
Sleeps: 
16
Bedrooms: 
6
Baths: 
8
Price Range:
$70 - $40,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
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 $35,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$35,000
5
6
7
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10
11
$35,000
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13
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15
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18
$35,000
19
20
21
22
23
24
25
$35,000
26
27
28
29
30
31
 $35,000
August 2026
SuMoTuWeThFrSaWeek
 1
$35,000
2
3
4
5
6
7
8
$40,000
9
10
11
12
13
14
15
$40,000
16
17
18
19
20
21
22
$40,000
23
24
25
26
27
28
29
$40,000
30
31
 $40,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$40,000
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: 
$1000 per week
Tax: State & Local: 
11.7

 

Pool Heated to 80 degrees

Hot Tub Heated to 102 degrees 

Add Favorite
 
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KOR30

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Property Details
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 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 luxury....Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$4,000 - $12,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$7,200
14
15
16
17
18
19
20
$7,200
21
22
23
24
25
26
27
$7,200
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $12,500
August 2026
SuMoTuWeThFrSaWeek
 1
$12,500
2
3
4
5
6
7
8
$12,500
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
$12,500
30
31
 $12,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
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: 
$600 per week
Tax: State & Local: 
11.7

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