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5 minute walk to town center.

Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc... The Captain Henry Stevenson house has been renovated to include a...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$0 - $0
June 2027
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July 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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FINNM

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Property Details
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:
$25,000 - $40,000
June 2027
SuMoTuWeThFrSaWeek
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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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 $38,500
July 2027
SuMoTuWeThFrSaWeek
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$38,500
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$38,500
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$38,500
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$38,500
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$38,500
August 2027
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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 $25,000
September 2027
SuMoTuWeThFrSaWeek
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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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FISHJ

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Property Details
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:
$3,500 - $4,500
June 2027
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,500
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$5,500
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 $6,900
July 2027
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$6,900
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$6,900
August 2027
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$6,900
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 $6,900
September 2027
SuMoTuWeThFrSaWeek
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$6,900
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$5,500
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$5,200
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$5,200
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 $5,200
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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FRANL

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Property Details
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 - $3,600
June 2027
SuMoTuWeThFrSaWeek
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$3,600
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 $3,600
July 2027
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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$3,600
August 2027
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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 $3,100
September 2027
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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30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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FREE2

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Property Details
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 - $9,250
June 2027
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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 $9,250
July 2027
SuMoTuWeThFrSaWeek
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$9,250
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$9,250
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$9,250
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$9,250
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$9,250
August 2027
SuMoTuWeThFrSaWeek
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$9,250
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$9,250
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$9,250
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$9,250
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September 2027
SuMoTuWeThFrSaWeek
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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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FRIEM

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Property Details
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:
$5,750 - $5,750
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$5,750
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$5,750
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August 2027
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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September 2027
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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FRISD

Inquire
Property Details
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 - $6,000
June 2027
SuMoTuWeThFrSaWeek
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$3,800
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$3,900
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$4,600
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 $5,100
July 2027
SuMoTuWeThFrSaWeek
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$5,100
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$6,000
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$6,000
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$6,000
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$6,000
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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$5,000
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 $4,000
September 2027
SuMoTuWeThFrSaWeek
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$4,000
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$3,800
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$3,800
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$3,800
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 $3,800
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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FRISE

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Property Details
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 - $5,800
June 2027
SuMoTuWeThFrSaWeek
 1
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$3,800
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$3,900
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$4,300
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 $5,000
July 2027
SuMoTuWeThFrSaWeek
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$5,000
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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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$5,800
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$5,800
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$5,800
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$4,800
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 $4,000
September 2027
SuMoTuWeThFrSaWeek
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$4,000
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$3,800
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$3,800
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$3,800
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 $3,800
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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FUSCM

Inquire
Property Details
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 - $2,700
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: 
$475 per week
Tax: State & Local: 
11.7
Add Favorite
 
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GAIED

Inquire
Property Details
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 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$40,000
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$40,000
August 2027
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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September 2027
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Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

2 Week Minimum Stay required   

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