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Luxury Modern Farm House Design, Waterfront Pear Tree Cove on the Tisbury Great Pond, Rental Boat Access to South Shore Beach, Spectacular Area for Kayak Enthusiasts

New exquisite contemporary farmhouse design! Waterfront on the Tisbury Great Pond with access via boat rentals to gorgeous South Shore Beach. The beach area on the pond provides a great play space...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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INGAE

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Property Details
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$500 per week
Tax: State & Local: 
14.45
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LANLL

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Property Details
Outstanding Waterfront Home & Guest House, Panoramic Views, Beach on the Lagoon, 5 Bedrooms, 4 Baths, AC

Gorgeous Expansive Waterfront Main & Guest Cottage, perfect for a multigenerational family vacation.  Spectacular views across and up the lagoon, this pristine home and guest cottage sits on just under two...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$600 per week
Tax: State & Local: 
14.45

Two Week Minimum Stay Required per Owner

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KERIB

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Property Details
Perfect Katama Location, New Furnishings, Newly Painted and New Wood Floors Throughout!

Perfect beach vacation home situated just 1.5 miles from South Beach and approximately the same distance to the center of Edgartown Village.

Open main level hosts the family room with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
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July 2027
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Clean Fee: 
$450
Tax: State & Local: 
11.7
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HANRJ~

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Property Details
Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes

Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$3,800
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 $4,500
July 2027
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$4,500
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$6,000
August 2027
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September 2027
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 $3,500
Clean Fee: 
$575
Tax: State & Local: 
14.45

 

 

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NMAKO

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Property Details
Split Rock House - Waterfront Makonikey, Private Association Beach, Private Tennis Court, WiFi

Beautiful beachfront summer house with breathtaking views. 

Welcome to your opportunity to experience what Martha's Vineyard vacations are all about.  Beautiful beachfront living with expansive views of Martha's Vineyard Sound...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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ELLIK

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Property Details
Quintessential West Chop Waterfront Home. Private Beach, Spectacular Views

Enjoy the essence of summer at this waterfront home with a private beach just 50 yards in front of the house. Evenings enjoy the magnificent sunsets while relaxing on the...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$0 - $0
June 2027
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$25,000
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 $28,000
July 2027
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$28,000
August 2027
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$28,000
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$28,000
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$28,000
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$28,000
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 $25,000
September 2027
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$25,000
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 $17,500
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
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NEWMJ

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Property Details

Newly update mid-century modern beach house set in the private community of homes surrounding Sengekontacket pond. The cozy summer cottage offers indoor and outdoor living at its best with a...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$400 per week
Tax: State & Local: 
14.45
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PEALY

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Property Details
Newly Updated Chilmark Cottage, Key to Private association Black Point Beach just 8/10ths mile from Cottage

For those who love Chilmark! Located in a very private setting off of Quenames Rd, this fresh and modern updated cottage comes with a key to private association Black Point...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$0 - $0
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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ROSKH

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Property Details
East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets, For 2027 this Home is Under the code MUCCJ

Experience refined coastal living at this exceptional cottage- style waterfront retreat in the coveted East Chop area of Oak Bluffs. 

This idyllic waterfront summer sanctuary is poised to create cherished...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$650 per week
Tax: State & Local: 
14.45

This property is under a new code for the 2027 season.  Please see MUCCJ

 

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MAL24

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Property Details
Gorgeous, Classic, Spacious New England Home, Main & Carriage House, In the Heart of the Katama Area of Edgartown, Multiple Living Spaces both Inside & Out, Sleeps 10. Private Landscaped Grounds. Multiple Decks, Screened Porch

Experience the essence of modern living in an exquisite New England home boasting classic design, nestled on meticulously landscaped grounds just moments away from South Beach and Edgartown Village.

The Main...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$1250 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BURET

Inquire
Property Details
Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8

The perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by woodlands.  Bold Meadow is a lovely private enclave of homes on the outskirts of...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
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Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
Add Favorite
 
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ROBDE~

Inquire
Property Details
Edgartown, Katama Area, Spacious Luxury with Designer Detailing, Chef's Kitchen, Multiple Living Spaces, 4 Bedrooms, 3.5 Baths

Located within walking distance of town (1.4 miles) and biking to Katama South Beach (2.1 miles). 

The gourmet Kitchen features quartzite counters professional Thermador appliances and a convenient wine fridge....Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
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August 2027
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

No Rooms tax,  Owner is Tax Exempt for weeks 8/8 & 8/15

 

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ARONA

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Property Details
Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring

Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
 1
2
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July 2027
SuMoTuWeThFrSaWeek
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$20,000
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$20,000
August 2027
SuMoTuWeThFrSaWeek
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$20,000
8
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$22,500
15
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$22,500
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner provides a key to a beautiful private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. Worth the drive!

 

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HAZAM

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Property Details
The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area

Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
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July 2027
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August 2027
SuMoTuWeThFrSaWeek
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$9,050
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$9,050
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$500
Tax: State & Local: 
14.45

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