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, 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 - $5,500
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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29
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 $4,300
July 2027
SuMoTuWeThFrSaWeek
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2
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$4,300
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$4,300
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$4,300
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$4,800
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$5,500
August 2027
SuMoTuWeThFrSaWeek
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$5,500
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$5,800
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$4,800
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$4,400
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30
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 $3,500
September 2027
SuMoTuWeThFrSaWeek
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2
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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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29
30
 $3,500
Clean Fee: 
$450 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:
$3,250 - $5,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
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5
$4,750
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$4,750
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$4,950
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$4,950
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29
30
 $5,150
July 2027
SuMoTuWeThFrSaWeek
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2
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$5,150
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$5,150
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$5,150
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$5,500
25
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$5,500
August 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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30
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 $5,500
September 2027
SuMoTuWeThFrSaWeek
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2
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$5,500
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$4,900
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$4,900
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$4,900
26
27
28
29
30
 $4,900
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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PHOUE

Inquire
Property Details
Sweet Cape Home, Gorgeous Water Views, Walk to Town, Lovely Landscaped Yard, Deck and Outdoor Dining Area.

Step into this impeccably clean Cape-style home and enjoy an open floor plan filled with natural light and serene waterviews.  The double living area offers multiple seating options, a TV, and...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,850 - $5,350
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$4,850
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$4,850
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$4,850
25
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$4,850
August 2027
SuMoTuWeThFrSaWeek
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$5,350
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$5,250
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$5,250
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$5,350
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 $5,350
September 2027
SuMoTuWeThFrSaWeek
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$5,350
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Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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JOHNE

Inquire
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 - $5,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
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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
 $4,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$4,500
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$4,500
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$4,500
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$4,500
25
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$4,500
August 2027
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
29
30
31
 $4,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,500
5
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$4,250
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$3,500
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$3,500
26
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29
30
 $3,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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 2027
SuMoTuWeThFrSaWeek
 1
2
3
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5
$3,270
6
7
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$3,270
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$3,270
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$3,270
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29
30
 $4,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,400
4
5
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$4,400
11
12
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$4,400
18
19
20
21
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$4,400
25
26
27
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30
31
$4,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
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$4,900
8
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$4,900
15
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$4,900
22
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$4,450
29
30
31
 $3,150
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,150
5
6
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$3,150
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$2,750
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$2,250
26
27
28
29
30
 $2,250
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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HALLL

Inquire
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:
$4,800 - $4,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
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12
13
14
15
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30
 $4,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,800
4
5
6
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9
10
$4,800
11
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$4,800
18
19
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23
24
$4,800
25
26
27
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29
30
31
$4,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
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$4,800
8
9
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$4,800
15
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31
 
September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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SANBG

Inquire
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 2027
SuMoTuWeThFrSa
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July 2027
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August 2027
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September 2027
SuMoTuWeThFrSa
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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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BROVH

Inquire
Property Details
Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths

Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,500 - $4,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
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18
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$6,500
20
21
22
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25
26
$6,500
27
28
29
30
 $7,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,900
4
5
6
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9
10
$7,900
11
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$7,900
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$7,900
25
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$7,900
August 2027
SuMoTuWeThFrSaWeek
1
2
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$7,900
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$7,900
15
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$7,900
22
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$7,900
29
30
31
 $4,370
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,370
5
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$4,500
26
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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WILLD

Inquire
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 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,700
6
7
8
9
10
11
12
$3,700
13
14
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$3,700
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25
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$3,700
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
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5
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10
$4,000
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$4,000
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$4,000
25
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30
31
$4,200
August 2027
SuMoTuWeThFrSaWeek
1
2
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$4,200
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$4,200
15
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$4,400
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$4,400
29
30
31
 $3,200
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
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$3,200
5
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$3,200
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$3,200
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25
26
27
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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CLARA

Inquire
Property Details
Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$4,000 - $4,000
June 2027
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July 2027
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September 2027
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Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Sheets & Towels are not provided. Rental guests need to bring sheets & towels, or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com

 

 

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THEOK

Inquire
Property Details
Lovely Cape Home, Newly Updated, Private Back Deck with Outdoor Dining & Grill, 3 Bedrooms w/AC and TV, 1.5 baths

Nestled on a serene lane in the outskirts of Vineyard Haven, this newly updated & charming Cape Style residence exudes chic charm. Step inside to discover an inviting open layout...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $4,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
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12
$3,000
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$3,000
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$3,500
27
28
29
30
 $3,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,700
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5
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10
$3,700
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$3,700
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$3,700
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$4,000
August 2027
SuMoTuWeThFrSaWeek
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2
3
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$4,000
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$4,400
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$4,400
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$4,000
29
30
31
 $3,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
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$3,000
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$3,000
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$3,000
26
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28
29
30
 $3,000
Clean Fee: 
$450 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 - $3,800
June 2027
SuMoTuWeThFrSaWeek
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$2,000
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$2,400
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$2,400
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$3,050
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 $3,250
July 2027
SuMoTuWeThFrSaWeek
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2
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$3,250
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$3,250
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$3,250
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$3,500
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$3,500
August 2027
SuMoTuWeThFrSaWeek
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$3,800
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$3,800
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$3,800
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$3,500
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 $2,100
September 2027
SuMoTuWeThFrSaWeek
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$2,100
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$2,100
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$2,100
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$2,100
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 $2,100
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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ARNOP

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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 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
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10
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12
$3,500
13
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$3,500
20
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$4,000
27
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30
 $5,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,800
4
5
6
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$5,800
11
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$5,800
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$5,800
25
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$5,800
August 2027
SuMoTuWeThFrSaWeek
1
2
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$6,000
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$6,000
15
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$6,000
22
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$6,000
29
30
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 $4,250
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
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$4,250
5
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$3,500
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$3,500
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$3,500
26
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29
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 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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ADELC

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Property Details
Cozy Sunny 3 Bedroom Contemporary, Spacious Deck, Situated in a Quiet Neighborhood just on the outskirts of Vineyard Haven Village Center

Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling.  New natural travertine...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$2,750 - $2,750
June 2027
SuMoTuWeThFrSaWeek
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 $2,750
July 2027
SuMoTuWeThFrSaWeek
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2
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$2,750
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5
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$2,750
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$2,750
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$2,750
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$2,750
August 2027
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September 2027
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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 - $2,500
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: 
$300 per week
Tax: State & Local: 
11.7

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