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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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 - $6,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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$3,500
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13
$3,500
14
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$3,500
21
22
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$4,000
28
29
30
 $6,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,000
5
6
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$6,000
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$6,000
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$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,200
9
10
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$6,200
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17
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21
22
$6,200
23
24
25
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27
28
29
$6,200
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
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17
18
19
$3,500
20
21
22
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25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$450 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:
$2,000 - $5,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
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10
11
12
13
$3,960
14
15
16
17
18
19
20
$3,960
21
22
23
24
25
26
27
$3,960
28
29
30
 $4,860
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,860
5
6
7
8
9
10
11
$5,600
12
13
14
15
16
17
18
$5,600
19
20
21
22
23
24
25
$5,600
26
27
28
29
30
31
 $5,700
August 2026
SuMoTuWeThFrSaWeek
 1
$5,700
2
3
4
5
6
7
8
$5,900
9
10
11
12
13
14
15
$5,900
16
17
18
19
20
21
22
$5,400
23
24
25
26
27
28
29
$5,310
30
31
 $4,860
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,860
6
7
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12
$4,860
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14
15
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21
22
23
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25
26
27
28
29
30
 
Clean Fee: 
$500 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
SuMoTuWeThFrSaWeek
 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
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
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10
11
$4,900
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15
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18
$4,900
19
20
21
22
23
24
25
$4,900
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
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5
6
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$5,900
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$5,900
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22
$5,900
23
24
25
26
27
28
29
$4,900
30
31
 $4,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,900
6
7
8
9
10
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12
$4,900
13
14
15
16
17
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19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$4,250 - $5,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,250
7
8
9
10
11
12
13
$4,250
14
15
16
17
18
19
20
$4,250
21
22
23
24
25
26
27
$4,250
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
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18
$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,800
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$5,800
23
24
25
26
27
28
29
$5,800
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
8
9
10
11
12
$4,250
13
14
15
16
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19
$4,250
20
21
22
23
24
25
26
$4,250
27
28
29
30
 $4,250
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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GRILJ

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Property Details
Lovely Custom Post & Beam Home, Tucked on Gorgeous Private Acreage, just 1 Mile from the Center of Vineyard Haven.

Complete Detailed Description to follow soon. 

Attention Parents: Please be aware that the stairs leading to the 2nd-level primary bedroom do not meet current building codes but are grandfathered in....Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $5,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
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10
11
12
13
$3,000
14
15
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17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,500
28
29
30
 $4,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$4,800
12
13
14
15
16
17
18
$4,800
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $4,800
August 2026
SuMoTuWeThFrSaWeek
 1
$4,800
2
3
4
5
6
7
8
$5,800
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$5,800
23
24
25
26
27
28
29
$5,200
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
Tax: State & Local: 
11.7
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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
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $6,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,750
5
6
7
8
9
10
11
$6,750
12
13
14
15
16
17
18
$6,750
19
20
21
22
23
24
25
$6,750
26
27
28
29
30
31
 $6,750
August 2026
SuMoTuWeThFrSaWeek
 1
$6,750
2
3
4
5
6
7
8
$6,750
9
10
11
12
13
14
15
$6,750
16
17
18
19
20
21
22
$6,750
23
24
25
26
27
28
29
$6,750
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BORAR

(0)Inquire/Share
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 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,800
28
29
30
 $4,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,300
5
6
7
8
9
10
11
$4,300
12
13
14
15
16
17
18
$4,300
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$4,800
23
24
25
26
27
28
29
$4,400
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
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: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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

Ideally located in the West Chop woods area of Vineyard Haven, just 1 mile to town center and the business district, and a 10 to 15-minute drive to various public...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,700 - $5,150
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,850
7
8
9
10
11
12
13
$3,850
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,650
5
6
7
8
9
10
11
$4,850
12
13
14
15
16
17
18
$4,850
19
20
21
22
23
24
25
$4,850
26
27
28
29
30
31
 $4,850
August 2026
SuMoTuWeThFrSaWeek
 1
$4,850
2
3
4
5
6
7
8
$5,150
9
10
11
12
13
14
15
$5,150
16
17
18
19
20
21
22
$5,150
23
24
25
26
27
28
29
$5,150
30
31
 $3,300
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $2,700
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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FRISD

(0)Inquire/Share
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:
$2,900 - $5,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
$3,700
14
15
16
17
18
19
20
$3,800
21
22
23
24
25
26
27
$4,100
28
29
30
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
9
10
11
$5,100
12
13
14
15
16
17
18
$5,100
19
20
21
22
23
24
25
$5,100
26
27
28
29
30
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
6
7
8
$5,100
9
10
11
12
13
14
15
$5,100
16
17
18
19
20
21
22
$5,100
23
24
25
26
27
28
29
$4,500
30
31
 $3,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,700
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: 
$390 per week
Tax: State & Local: 
11.7
Add Favorite
 
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PHOUE

(0)Inquire/Share
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:
$4,000 - $5,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,250
5
6
7
8
9
10
11
$4,500
12
13
14
15
16
17
18
$4,500
19
20
21
22
23
24
25
$4,500
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,000
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$5,000
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SAVAJ

(0)Inquire/Share
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 - $4,850
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,220
7
8
9
10
11
12
13
$3,220
14
15
16
17
18
19
20
$3,220
21
22
23
24
25
26
27
$3,220
28
29
30
 $4,350
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,350
5
6
7
8
9
10
11
$4,350
12
13
14
15
16
17
18
$4,350
19
20
21
22
23
24
25
$4,350
26
27
28
29
30
31
 $4,750
August 2026
SuMoTuWeThFrSaWeek
 1
$4,750
2
3
4
5
6
7
8
$4,850
9
10
11
12
13
14
15
$4,850
16
17
18
19
20
21
22
$4,850
23
24
25
26
27
28
29
$4,400
30
31
 $3,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
8
9
10
11
12
$3,100
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,200
27
28
29
30
 $2,200
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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
SuMoTuWeThFrSaWeek
 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
 $4,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,600
5
6
7
8
9
10
11
$4,600
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 $4,600
August 2026
SuMoTuWeThFrSaWeek
 1
$4,600
2
3
4
5
6
7
8
$4,600
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2026
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
 
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7

Owner reduced rate for week 7/6 - see calendar for adjusted rate

Add Favorite
 
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BURTS

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Property Details
Lagoon View House, Gorgeous Water Views, Screened Porch, Large Deck, Patio Area, A/C in 5 Bedrooms

Lovely, spacious water view home within walking distance to downtown Vineyard Haven, nicely situated with lots of privacy. Expansive decks; one on the front of the house and one at the rear...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$4,400 - $4,400
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,400
7
8
9
10
11
12
13
$4,400
14
15
16
17
18
19
20
$4,400
21
22
23
24
25
26
27
$7,300
28
29
30
 $7,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,700
5
6
7
8
9
10
11
$7,700
12
13
14
15
16
17
18
$7,700
19
20
21
22
23
24
25
$7,700
26
27
28
29
30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$8,000
9
10
11
12
13
14
15
$8,000
16
17
18
19
20
21
22
$9,000
23
24
25
26
27
28
29
$8,000
30
31
 $4,400
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,400
6
7
8
9
10
11
12
$4,400
13
14
15
16
17
18
19
$4,400
20
21
22
23
24
25
26
$4,400
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
Add Favorite
 
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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:
$2,250 - $4,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,800
5
6
7
8
9
10
11
$3,800
12
13
14
15
16
17
18
$3,800
19
20
21
22
23
24
25
26
27
28
29
30
31
 $4,000
August 2026
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
$4,200
23
24
25
26
27
28
29
$4,200
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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THEOK

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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 2026
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
$3,500
28
29
30
 $3,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,700
5
6
7
8
9
10
11
$3,700
12
13
14
15
16
17
18
$3,700
19
20
21
22
23
24
25
$3,700
26
27
28
29
30
31
 $4,000
August 2026
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,400
16
17
18
19
20
21
22
$4,400
23
24
25
26
27
28
29
$4,000
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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