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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 2025
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July 2025
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August 2025
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 2025
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$8,500
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$7,500
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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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 2025
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July 2025
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$9,000
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 $9,000
August 2025
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$9,000
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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 2025
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$9,500
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$9,000
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$9,000
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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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:
$3,000 - $8,000
June 2025
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 $10,500
July 2025
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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 2025
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
31
 $8,000
September 2025
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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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30
 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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 - $6,000
June 2025
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 $6,000
July 2025
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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 2025
SuMoTuWeThFrSaWeek
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$7,000
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$7,000
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$8,500
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$8,500
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$6,500
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 $4,000
September 2025
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$3,500
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$3,500
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 $4,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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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:
$0 - $0
June 2025
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 $3,400
July 2025
SuMoTuWeThFrSaWeek
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$3,400
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$3,800
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$3,800
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$3,800
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 $4,020
August 2025
SuMoTuWeThFrSaWeek
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$4,020
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$4,100
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$4,100
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$3,920
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$3,720
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 $2,770
September 2025
SuMoTuWeThFrSaWeek
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$2,770
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$2,540
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$2,390
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$2,300
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 $2,190
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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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:
$3,150 - $3,800
June 2025
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 $3,600
July 2025
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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 $4,900
August 2025
SuMoTuWeThFrSaWeek
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$4,900
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$7,000
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$7,000
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$4,200
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$3,800
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 $3,600
September 2025
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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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 $3,150
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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 2025
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 $3,800
July 2025
SuMoTuWeThFrSaWeek
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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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 $3,800
August 2025
SuMoTuWeThFrSaWeek
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$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
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 $3,000
September 2025
SuMoTuWeThFrSaWeek
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$3,000
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$2,500
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$2,500
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$2,500
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 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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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:
$2,950 - $3,400
June 2025
SuMoTuWeThFrSaWeek
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 $3,100
July 2025
SuMoTuWeThFrSaWeek
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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
August 2025
SuMoTuWeThFrSaWeek
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$3,100
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$3,100
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$3,400
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$3,400
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$3,100
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 $2,950
September 2025
SuMoTuWeThFrSaWeek
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$2,950
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$2,950
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$2,950
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$2,950
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30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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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, Martha's Vineyard. This newly built home features a striking modern design that combines architectural elegance with contemporary luxury. With...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$7,000 - $8,000
June 2025
SuMoTuWeThFrSaWeek
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 $8,500
July 2025
SuMoTuWeThFrSaWeek
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3
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$8,500
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$8,500
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$10,500
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$8,500
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 $10,000
August 2025
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$10,000
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$10,000
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$10,000
31
 $8,000
September 2025
SuMoTuWeThFrSaWeek
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$8,000
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$7,000
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$7,000
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$7,000
28
29
30
 $5,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided

THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
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 $2,950
July 2025
SuMoTuWeThFrSaWeek
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2
3
4
5
$2,950
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7
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$2,950
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$2,950
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25
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$3,200
27
28
29
30
31
 $3,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,200
3
4
5
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$3,200
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$3,200
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18
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$3,700
24
25
26
27
28
29
30
$2,950
31
 $2,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,000
7
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$2,000
14
15
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20
$2,000
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

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