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Cottage with Screened Porch, Close to Menemsha Village Area and just a Short Drive to Lucy Vincent Beacn

Menemsha Crossroads sweet cottage in a private wooded area, perfect for a family of four. Features 2 bedrooms, a primary with bath, and the 2nd bedroom uses a hall bath. The...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,500 - $3,500
June 2027
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,500
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$2,500
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 $3,000
July 2027
SuMoTuWeThFrSaWeek
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$3,000
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$3,000
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$3,000
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$3,000
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$3,000
August 2027
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$3,500
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 $2,500
September 2027
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,500
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$2,500
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29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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ARNOP

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Property Details
West Chop Area, Central Air

Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. The interior layout features four bedrooms, 2.5 baths, a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $3,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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$3,500
6
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$3,500
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$3,500
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21
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$4,000
27
28
29
30
 $5,800
July 2027
SuMoTuWeThFrSaWeek
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2
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$5,800
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5
6
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$5,800
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$5,800
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$5,800
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$5,800
August 2027
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,000
29
30
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 $4,250
September 2027
SuMoTuWeThFrSaWeek
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$4,250
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$3,500
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$3,500
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$3,500
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29
30
 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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DONVJ

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Property Details
Meadow House, 5 Minute Drive to Lambert's Cove Beach, Sleeps 6, AC, Private, Quiet Location yet close to Town and Beach, AC

Immaculately clean cabinesque home, privately located off of Lambert's Cove Rd, yet just a 5-minute drive to beautiful Lambert's Cove Beach and 10 minutes from Vineyard Haven town center. 

This three-bedroom home...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,100 - $3,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$2,100
6
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$2,100
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$2,100
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$2,750
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28
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 $3,050
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$3,050
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$3,050
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$3,050
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$3,300
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$3,300
August 2027
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$3,200
29
30
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 $2,100
September 2027
SuMoTuWeThFrSaWeek
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$2,100
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$2,100
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$2,100
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$2,100
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 $2,100
Clean Fee: 
$405 per week
Tax: State & Local: 
11.7

Owner will accept bookings with arrival and departure, either weekends or weekdays, to accommodate the need for auto ferry tickets.

 

Rates Just Reduced July Weeks, See Calendar for Current Reduce Rates

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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 - $3,500
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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BELAT

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Property Details
Charming West Tisbury Country Setting, Access to Association Pool,, Mutiple Indoor/Outdoor Living Spaces, Gorgeous Private Yard

Spacious, light-filled home set in a lovely community with AC and a well-equipped kitchen. The sun room opens to the deck which overlooks a lovely, private yard.  A combined living and dining...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,600 - $3,400
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$3,300
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$3,300
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$3,400
August 2027
SuMoTuWeThFrSaWeek
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2
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$3,400
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$3,400
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$3,400
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$3,400
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 $2,600
September 2027
SuMoTuWeThFrSaWeek
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$2,600
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$2,600
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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GOLLB

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Property Details
Waterfront, Private Beach, Gorgeous Water Views, Room AC, Wifi

MVVR EXCLUSIVE:  Classic, beach cottage with spectacular views across the sound, calm water swimming, and a great area for kayaking. The open kitchen, dining, and living areas are enhanced by the wall of windows...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
3
Baths: 
1
Price Range:
$1,900 - $3,400
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
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5
$2,250
6
7
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$2,300
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$2,700
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$2,900
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 $3,250
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$3,250
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5
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$3,250
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$3,250
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$3,250
25
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$3,350
August 2027
SuMoTuWeThFrSaWeek
1
2
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$3,400
8
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$3,400
15
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$3,400
22
23
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$3,200
29
30
31
 $2,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,000
5
6
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$2,000
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$2,000
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$2,000
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30
 $2,000
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7

Cottage books Tuesday to Tuesday July & August weeks

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MCKER

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Property Details
Newly Updated Contemporary Home, I mile to Edgartown Village Center, Lovely Landscaped Yard Area!

Extended families will enjoy this modern, contemporary, open living style home set just on the outskirts of Edgartown center, just 1.8 miles into town and a short distance to State and South...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,250 - $3,250
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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FENNB

Inquire
Property Details
Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,950 - $3,200
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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$1,950
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$1,950
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$1,950
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$1,950
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 $3,000
July 2027
SuMoTuWeThFrSaWeek
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2
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$3,000
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5
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$3,000
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$3,000
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$3,000
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$3,000
August 2027
SuMoTuWeThFrSaWeek
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$3,200
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$3,200
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$3,200
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$3,200
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 $3,200
September 2027
SuMoTuWeThFrSaWeek
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$3,200
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Clean Fee: 
$200 per week
Tax: State & Local: 
11.7
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VANDN

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Property Details
Charming Newly Updated Menemsha Cottage, 2 + Bedroom Cottage Sleeps 5, AC, Screened Porch & Deck, Walk to Menemsha Village & Beach

Dreaming of Vacationing in an idyllic Menemsha Cottage? This adorable newly updated  1950s cottage nestled in the village area provides easy access to numerous exclusive Chilmark beaches with town permits and Menemsha Beach...Read more

Location: 
Chilmark
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$3,200 - $3,200
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$325 per week
Tax: State & Local: 
11.7

Owner will rent off weekend arrival and departure dates, weeks open in 2026, to accommodate the need for Auto ferry reservations. Inquire!

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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 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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MAYOJ

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Property Details
Central Location with Ease of Access to Village Centers and Multiple Beaches

Lovely vacation home budget-friendly in a quiet residential area and centrally located with a short drive to town centers of Oak Bluffs, Edgartown, and Vineyard Haven. Multiple Beaches 10 to 15-minute drive...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,200 - $3,100
June 2027
SuMoTuWeThFrSaWeek
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6
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$2,800
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 $2,800
July 2027
SuMoTuWeThFrSaWeek
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2
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$2,800
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$3,000
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$3,000
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$3,000
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$3,000
August 2027
SuMoTuWeThFrSaWeek
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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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31
 $2,500
September 2027
SuMoTuWeThFrSaWeek
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$2,500
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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: 
Included
Tax: State & Local: 
11.7
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THOM3

Inquire
Property Details
Luxury 2-Bedroom Condo at Mariner’s Landing – Unit #3 of 8

Discover the perfect retreat just a short stroll from Edgartown Village Center. This condo offers easy access to scenic bike paths that lead to both the village center and the beautiful...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,000 - $3,100
June 2027
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July 2027
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Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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LODGJ

Inquire
Property Details
Meadow View Farms, Out of Town, Association Tennis, Hi Speed Internet
Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $3,000
June 2027
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$2,900
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$2,900
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 $3,000
July 2027
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$3,000
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August 2027
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$3,000
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 $2,900
September 2027
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Clean Fee: 
$360 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MERCM

Inquire
Property Details
CENTRAL KATAMA LOCATION, BIKE TO BEACH OR TOWN, LARGE, PRIVATE BACKYARD, Central A/C

Note: Not seen in the photos displayed, the kitchen has new stone counters and a new stainless stove. 

Wonderful three-bedroom, two-bath home offering unique Vineyard character with raised, beamed ceilings and...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $3,000
June 2027
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September 2027
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Clean Fee: 
$225 per week
Tax: State & Local: 
11.7
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ROBER

Inquire
Property Details
Cozy, newly updated Vineyard Haven Cottage, 2 Bedrooms, 1 Bath, Sleeps 4. Spacious Deck with Dining Area & Grill

Nestled on the outskirts of Vineyard Haven, this charming cottage is ideal for small families or two couples seeking a serene retreat. Just a leisurely 15-minute stroll from Main St,...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,000 - $3,000
June 2027
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September 2027
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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