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Exquisite West Chop Waterfront Home, Panoramic Ocean Views, Beach, Less than a Mile to Town Center

Grand West Chop Home, designed by a noted Vineyard Architect to highlight the magnificent water views. Surrounded by lush grounds and featuring an expansive bluestone patio perfect space to gather, dine, relax, and take...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$675 per week
Tax: State & Local: 
11.7
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Luxury Retreat, Heart of Edgartown Village, Heated Salt Water Pool, 500 yards to Fuller St Beach, Two Blocks to Lighthouse Beach, 5 minute Walk to Village Center

Custom tri-level home with designer touches throughout.  Features open concept main level with French doors leading to the pool and patio areas and to the portico with fireplace.  Several living entertainment ...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$20,000 - $28,000
June 2026
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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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 $36,000
July 2026
SuMoTuWeThFrSaWeek
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$36,000
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$36,000
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$36,000
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$36,000
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 $36,000
August 2026
SuMoTuWeThFrSaWeek
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$36,000
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$38,000
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$38,000
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$38,000
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$38,000
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 $25,000
September 2026
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$25,000
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$25,000
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$25,000
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$25,000
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 $25,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heat included in Rental Rate.

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Stylish Contemporary Vacation Home situated in Meadow View Farms, Open Light Filled Design, Expansive Private Deck

Come and enjoy this light-filled, beautifully maintained, three-level contemporary home complete with gardens, landscaped yard, and a children’s backyard playground.  

The main level features an open kitchen, dining, and TV/living...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Modern, Light filled Home, Located at end of Quiet Street, 1.5 Miles to Oak Bluffs center, Harbor Area and one of many Public Beaches

Perfect Oak Bluffs vacation home.  Located just 1.5 miles to the village center, town beach, and centrally located to the towns of Vineyard Haven, Edgartown, and multiple public beaches.  This...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,300 - $2,800
June 2026
SuMoTuWeThFrSaWeek
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$3,600
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 $3,600
July 2026
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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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 $3,600
August 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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$3,300
30
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 $3,100
September 2026
SuMoTuWeThFrSaWeek
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$3,100
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$2,800
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$2,800
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$2,800
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 $2,300
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Lovely Historic William St Home, Located just one block from Main St. 4 bedrooms, 4 baths

Beautifully renovated Greek Revival home (the Berkshire House) on historic William Street in Vineyard Haven.

This finely crafted home offers vacationing guests spacious living on three levels. The main level...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,900 - $9,200
June 2026
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$7,500
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$7,500
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 $9,200
July 2026
SuMoTuWeThFrSaWeek
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$9,200
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$9,200
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$9,200
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$9,200
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 $9,200
August 2026
SuMoTuWeThFrSaWeek
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$9,200
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$9,200
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$9,200
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$9,200
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$9,200
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 $6,900
September 2026
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$6,900
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$6,900
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$6,900
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$5,900
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 $5,900
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

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Beautiful East Chop Home , Walk to Town & Beach, Outdoor Patio Area with Patio Dining

Lovely Spacious East Chop Area home features elegant custom craftsmanship throughout, a light-filled open kitchen, living and dining areas, and a family/TV room. 3 bedrooms on the 2nd level and 2...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Adorable, Chic In -Town Home, Coastal Décor, Central AC, Large Bluestone Patio plus a Farmers Porch for Summer Outdoor Enjoyment

Charming is the description for this newly furnished in-town summer cottage-style home. The house boasts multiple outdoor living spaces, including a large, secluded bluestone patio with an outdoor living room, a patio dining and grill...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,100
June 2026
SuMoTuWeThFrSaWeek
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$3,700
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$3,800
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$4,100
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 $4,900
July 2026
SuMoTuWeThFrSaWeek
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$4,900
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$5,100
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$5,100
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$5,100
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 $5,100
August 2026
SuMoTuWeThFrSaWeek
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$5,100
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$5,100
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$5,100
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$5,100
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$4,500
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 $3,700
September 2026
SuMoTuWeThFrSaWeek
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$3,700
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$3,500
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$3,500
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$3,500
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 $3,500
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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Chic, Newly Updated Cottage Style Home, Spacious Deck, Centrally Located just a Short Drive to Edgartown Village Center and Beaches

A beautifully decorated, open, light-filled Cape style home featuring 3 bedrooms and 2 baths, a main living area & separate TV room, newly updated kitchen with an adjacent dining area that opens to...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,000
June 2026
SuMoTuWeThFrSaWeek
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$3,700
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$3,700
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$4,000
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 $4,800
July 2026
SuMoTuWeThFrSaWeek
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$4,800
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$5,000
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$5,000
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$5,000
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 $5,000
August 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
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$5,000
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 $3,700
September 2026
SuMoTuWeThFrSaWeek
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$3,700
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$3,500
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$3,500
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$3,500
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 $3,500
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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Nicely Updated 4 bedroom Edgartown Home, Location 1.5 mi From Village Center, 10 minute Drive to Beaches. Miles of Bike Paths Nearby

Perfect family vacation home tucked on the outskirts of Edgartown just 1.5 miles to the village center and a 10-minute drive to South Beach and State Beach, and for those...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,700 - $4,650
June 2026
SuMoTuWeThFrSaWeek
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$2,750
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$2,750
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$2,750
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$3,700
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 $4,650
July 2026
SuMoTuWeThFrSaWeek
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$4,650
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$4,650
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$4,650
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$4,650
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 $4,650
August 2026
SuMoTuWeThFrSaWeek
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$4,650
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$4,700
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$4,700
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$4,700
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$3,900
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 $2,900
September 2026
SuMoTuWeThFrSaWeek
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$2,900
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$2,700
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$2,700
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$2,700
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 $2,700
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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Gracious Waterview Estate Home, Heated Pool, Hot Tub, Exclusive Eel Pond Area of Edgartown Village

Luxury Coastal Gambrel Home with Pool and Carriage House.  This Eloquent Home was designed by architect Patrick Ahearn and features waterviews of Nantucket Sound from many rooms within the house,...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
7
Baths: 
5
Price Range:
$0 - $0
June 2026
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July 2026
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$40,000
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 $40,000
August 2026
SuMoTuWeThFrSaWeek
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$40,000
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$40,000
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$40,000
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$40,000
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$35,000
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September 2026
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Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

2 Week Minimum Stay required   

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