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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:
$2,900 - $3,500
June 2025
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$5,000
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$5,000
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 $5,000
August 2025
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$5,000
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$4,800
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 $3,500
September 2025
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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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 $3,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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MAHAB

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Property Details
Sweet Updated 3 Bedroom Home, Nicely Tucked in Lightly Wooded Area, Central Location, Beaches and Towns just a short Drive!

Lovely reverse contemporary home with a large deck, outdoor dining, and grill area. The upper level of this home features an open kitchen, living, and dining area stylishly furnished.  Nicely equipped kitchen...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,500 - $3,500
June 2025
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July 2025
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$4,000
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$4,000
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 $4,000
August 2025
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
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$3,500
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 $3,500
September 2025
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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30
 $3,500
Clean Fee: 
$300 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:
$2,800 - $3,500
June 2025
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July 2025
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$5,000
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$5,000
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 $5,000
August 2025
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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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$4,800
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 $3,500
September 2025
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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 $3,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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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:
$3,500 - $3,500
June 2025
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July 2025
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$5,500
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$5,500
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 $5,750
August 2025
SuMoTuWeThFrSaWeek
 1
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$5,750
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$5,750
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$5,750
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$5,750
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$5,750
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 $5,000
September 2025
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$4,500
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$4,500
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29
30
 $3,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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ROBER

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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 - $3,500
June 2025
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July 2025
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$3,500
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$3,500
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 $3,500
August 2025
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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$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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30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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:
$2,950 - $3,400
June 2025
SuMoTuWeThFrSa
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July 2025
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 1
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$3,100
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$3,100
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 $3,100
August 2025
SuMoTuWeThFrSaWeek
 1
2
$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
31
 $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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BELAT

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Property Details
Charming West Tisbury Country Setting, Access to Association Pool, and Tennis, Mulitple 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 2025
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July 2025
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 $3,400
August 2025
SuMoTuWeThFrSaWeek
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2
$3,400
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$3,400
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 $2,600
September 2025
SuMoTuWeThFrSaWeek
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$2,600
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
Add Favorite
 
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PETEO

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Property Details
Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully Landscaped

Outstanding vacation home, centrally located to all three down-island town centers and multiple public beaches. This lovely home in a serene setting overlooks the picturesque Little Duarte Pond in the Iron Hill...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
5
Price Range:
$3,400 - $3,400
June 2025
SuMoTuWeThFrSa
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July 2025
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 1
2
3
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$6,200
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$6,700
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 $7,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,200
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$7,600
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$7,600
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$7,600
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$6,500
31
 $3,900
September 2025
SuMoTuWeThFrSaWeek
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2
3
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$3,900
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$3,400
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$3,400
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$3,400
28
29
30
 
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7
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ST203

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Property Details
Seaview Condominium, Waterview, Walk to Town and Beach

Beachfront Condominium with breathtaking views of Nantucket Sound. Just steps to the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
2
Price Range:
$2,900 - $3,300
June 2025
SuMoTuWeThFrSa
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July 2025
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 1
2
3
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$4,800
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$4,800
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31
 $5,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,200
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$5,300
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$5,300
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$5,600
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$5,300
31
 $3,600
September 2025
SuMoTuWeThFrSaWeek
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$3,600
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$3,300
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$2,900
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$2,900
28
29
30
 $2,900
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$1,850 - $3,300
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
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3
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$3,150
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$3,150
27
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29
30
31
 $3,250
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,250
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4
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$3,250
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$3,250
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$3,250
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29
30
$2,850
31
 $1,950
September 2025
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$1,950
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$1,950
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$1,950
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$1,950
28
29
30
 $1,850
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7

Cottage books Tuesday to Tuesday July & August weeks

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fennb13-01-exterior.jpg
 
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FENNB

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Property Details
Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,200 - $3,200
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
 1
2
3
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$3,000
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21
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$3,000
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31
 $3,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,200
3
4
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$3,200
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$3,200
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$3,200
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 $1,950
September 2025
SuMoTuWeThFrSaWeek
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$1,950
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$1,950
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$1,950
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$1,950
28
29
30
 $1,950
Clean Fee: 
$200 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
 1
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$3,500
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25
26
$3,500
27
28
29
30
31
 $3,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,500
3
4
5
6
7
8
9
$3,500
10
11
12
13
14
15
16
$3,500
17
18
19
20
21
22
23
$3,500
24
25
26
27
28
29
30
$3,500
31
 $3,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,200
7
8
9
10
11
12
13
$3,200
14
15
16
17
18
19
20
$3,200
21
22
23
24
25
26
27
$3,200
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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MILLR

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Property Details
Tashmoo Cove Condominium, Association Pool, Tennis and Beach, Central Air

Set in Tashmoo Woods, an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
2
Baths: 
3
Price Range:
$3,000 - $3,000
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$2,770
20
21
22
23
24
25
26
$2,770
27
28
29
30
31
 $2,770
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,770
3
4
5
6
7
8
9
$3,000
10
11
12
13
14
15
16
$3,000
17
18
19
20
21
22
23
$3,000
24
25
26
27
28
29
30
$3,000
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Owner requires two week minimum in August and must be either 8/2 to 8/16 or 8/16 to 8/30 

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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 - $3,000
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$2,900
20
21
22
23
24
25
26
$2,900
27
28
29
30
31
 $2,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,900
3
4
5
6
7
8
9
$3,000
10
11
12
13
14
15
16
$3,000
17
18
19
20
21
22
23
$3,000
24
25
26
27
28
29
30
$3,000
31
 $2,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$2,500
14
15
16
17
18
19
20
$2,300
21
22
23
24
25
26
27
$2,300
28
29
30
 $2,300
Clean Fee: 
Included
Tax: State & Local: 
11.7
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MERCM

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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. 

This wonderful three-bedroom, two-bath home has been completely redecorated for the 2015 season. ...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $3,000
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,500
27
28
29
30
31
 $4,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,800
3
4
5
6
7
8
9
$4,800
10
11
12
13
14
15
16
$4,800
17
18
19
20
21
22
23
$4,800
24
25
26
27
28
29
30
$4,800
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,000
28
29
30
 $3,000
Clean Fee: 
$225 per week
Tax: State & Local: 
11.7

Owner reduced rate for available weeks in July - see calendar for adjusted rates

 

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