Vineyard Haven Vacation Rentals

Vineyard Haven, Martha’s Vineyard’s primary port town, is the perfect place for vacation rental guests who want to be close the action. While staying in a Vineyard Haven vacation rental, you have direct access to the waterfront and Vineyard Haven’s many fun events, world-famous restaurants, and classic bars. Vacations in Vineyard Haven are full of excitement and fun on the water, and going out in Vineyard Haven after a day at the beach gives you the classic Martha’s Vineyard experience.

 

 

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Lovely Custom Post & Beam Home, Tucked on Gorgeous Private Acreage, 1.5 Miles from the Center of Vineyard Haven.

Martha’s Vineyard Vacation Rental – Private Vineyard Haven Retreat

This lovely and spacious Martha’s Vineyard vacation rental offers all the comforts of home in a serene, private setting. Set on...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $6,000
June 2026
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 $5,500
August 2026
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$5,500
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$6,000
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$6,000
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$5,200
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 $3,500
September 2026
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$3,500
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$3,000
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$3,000
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$3,000
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 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7

Ferry Ticket available 8/22-8/29 - please inquire. 

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FERGN

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Property Details
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:
$5,900 - $5,900
June 2026
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 $7,400
August 2026
SuMoTuWeThFrSaWeek
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$7,400
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$7,400
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$7,400
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$6,900
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$6,900
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 $5,900
September 2026
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$5,900
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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STA50

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Property Details
Adorable 2 Bedroom, 1 Bath Cottage, Large Private Back Yard, Deck, Walk to Vineyard Haven Center

Adorable light-filled cottage, with modern furnishings, this lovely 2 bedroom home is situated on a large lot on a quiet street just on the outskirts of Vineyard Haven Center.  The home has a...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,900 - $5,900
June 2026
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 $5,900
August 2026
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$5,900
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$5,900
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$5,900
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$5,900
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$4,900
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 $4,900
September 2026
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$4,900
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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BORAR

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Property Details
Lovely, Recently Updated West Chop Area Home, Spacious Deck, Open Living Spaces, 15 Minute Walk to Town

This lovely, spacious, airy home was recently renovated, an open-concept home filled with natural light and located on a private road. Your next “home away from home” is perfectly located minutes from all...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,800
June 2026
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 $5,500
August 2026
SuMoTuWeThFrSaWeek
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$5,500
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$4,500
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$5,800
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$4,800
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$4,000
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 $3,500
September 2026
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
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Rates reduced for available weeks in July & August - see calendar for adjusted rates

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NORTO

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Property Details
In-Town, Water View, Waterfront

Enjoy expansive harbor views and passing tall-masted schooners from the breezy wrap-around porch of this delightful five-bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine,...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,500 - $5,500
June 2026
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 $6,750
August 2026
SuMoTuWeThFrSaWeek
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$6,750
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$6,750
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 $5,500
September 2026
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
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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HARTM

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Property Details
Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street, Close to Town & Beach

Note: Newly completed, not seen in photos, a 250 square foot deck has been added to the back of the house. The deck will have a patio dining table, and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,450 - $5,150
June 2026
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July 2026
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 $5,150
August 2026
SuMoTuWeThFrSaWeek
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$5,150
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$5,150
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$5,150
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$5,150
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$5,150
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 $5,150
September 2026
SuMoTuWeThFrSaWeek
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$5,150
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$3,250
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$3,250
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$3,250
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 $3,250
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Ferry Tickets Available 8/22-8/29 - please inquire

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SAVAJ

Inquire
Property Details
Tashmoo Cove Townhouse, Association Pool, Association Tennis Courts.

MVVR Exclusive: Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance, and Pottery Barn, and original artwork, this highly desirable townhouse provides a luxurious...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$2,200 - $4,900
June 2026
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July 2026
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 $4,750
August 2026
SuMoTuWeThFrSaWeek
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$4,750
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$4,850
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$4,850
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$4,850
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$4,400
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 $3,100
September 2026
SuMoTuWeThFrSaWeek
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$3,100
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$3,100
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$2,700
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$2,200
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 $2,200
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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STA24

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Property Details
Lovely All Newly Furnished Home, Walk to Vineyard Haven Village Center

Perfectly located for those who love to walk! Vineyard Haven Yacht Club, Main St with its lovely shops, and the Vineyard Haven library are all within a 10-minute walk from...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,860 - $4,860
June 2026
SuMoTuWeThFrSa
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July 2026
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 $5,700
August 2026
SuMoTuWeThFrSaWeek
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$5,700
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$5,900
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$5,900
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$5,900
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$5,900
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 $4,860
September 2026
SuMoTuWeThFrSaWeek
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$4,860
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$4,860
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner will provide Sheets & Towels additional $150. Guests can choose to bring their own linens, or rent linens. Please Inquire with agent for details. 

 

 

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HALLL

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Property Details
Makonikey, Water View, Walk to Private Association Beach, Large Yard Area.

Located in Makonikey,  a private enclave of homes on the North Shore.

Beautifully maintained four-bedroom vacation home with water views. Just a short walk or drive to private Makonikey association beach,  This...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$4,600 - $4,600
June 2026
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Clean Fee: 
$270 per week
Tax: State & Local: 
11.7
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SANBG

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Property Details
Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House

Beautiful home in Mink Meadows area of West Chop.  Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,500 - $4,500
June 2026
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 $7,900
August 2026
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$7,900
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$7,900
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 $4,500
September 2026
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$4,500
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$4,500
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$4,500
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$4,500
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

 Ferry Tickets available weeks 8/30 to 9/5 and 9/5 to 9/12 - please inquire

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JOHNE

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Property Details
Lovely Tashmoo Cove Condo, Heated Association Pool, Association Tennis Courts, Deck with Patio Dining. 2 Miles to Town Center

Nestled in the lovely private community of homes and condos,  this charming 2 bedroom, 2.5 bath unit is just a five-minute walk to the association pool and tennis courts,  Located  two miles from...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,000 - $4,500
June 2026
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 $4,500
August 2026
SuMoTuWeThFrSaWeek
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$4,500
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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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 $4,500
September 2026
SuMoTuWeThFrSaWeek
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$4,500
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$4,250
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$3,500
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$3,500
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 $3,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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WILLD

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Property Details
The Sweetest In-town Cottage! 2 Minute Walk to Main St

This adorable cottage-style home features 2 bedrooms, and 2 baths and is tucked in on a tiny side street off of Main St. Walk to all that the village center...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,000 - $4,200
June 2026
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 $4,000
August 2026
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
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$4,000
9
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$4,000
16
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$4,200
23
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$4,200
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
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$3,000
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$3,000
20
21
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$3,000
27
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KRAFM

Inquire
Property Details
Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided

THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,000 - $3,700
June 2026
SuMoTuWeThFrSa
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2
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July 2026
SuMoTuWeThFrSaWeek
 1
2
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15
16
17
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20
21
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23
24
25
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27
28
29
30
31
 $3,300
August 2026
SuMoTuWeThFrSaWeek
 1
$3,300
2
3
4
5
6
7
8
$3,600
9
10
11
12
13
14
15
$3,600
16
17
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21
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$3,600
23
24
25
26
27
28
29
$3,300
30
31
 $2,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,100
6
7
8
9
10
11
12
$2,100
13
14
15
16
17
18
19
$2,100
20
21
22
23
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25
26
$2,100
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
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ARNOP

Inquire
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 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
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13
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20
21
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23
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27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
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8
9
10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $5,800
August 2026
SuMoTuWeThFrSaWeek
 1
$5,800
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
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20
21
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$6,000
23
24
25
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27
28
29
$6,000
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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 2026
SuMoTuWeThFrSa
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2
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July 2026
SuMoTuWeThFrSaWeek
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2
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13
14
15
16
17
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20
21
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23
24
25
26
27
28
29
30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
 1
$3,500
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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