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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Outer Harbor Waterfront, West Chop Area, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

NOTE: New upgrades for 2026 Rental Season: Mini Split AC units in the Living Area, Kitchen, and Bedrooms,  New Sofa in the Living Area, Newly Painted,  All new Windows throughout the House....Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $8,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,700
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$8,100
28
29
30
 $8,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500
5
6
7
8
9
10
11
$9,000
12
13
14
15
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18
$9,000
19
20
21
22
23
24
25
$9,500
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,500
9
10
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12
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14
15
$10,500
16
17
18
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20
21
22
$10,500
23
24
25
26
27
28
29
$10,000
30
31
 $6,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$5,500
13
14
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18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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MOORD

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Property Details
Charming Post & Beam Home, Tucked on a Private Lot in the Desirable Makonikey Community of Homes, Walk to Private Association Beach, Multiple Indoor/Outdoor Living Spaces .

The essence of summer vacation living shines in this beautiful custom post-and-beam home, nestled in the private Makonikey community of Vineyard Haven, Martha’s Vineyard. Just a short quarter-mile walk to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$8,500 - $8,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
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10
11
12
13
14
15
16
17
18
19
20
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25
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28
29
30
 $7,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
9
10
11
$7,300
12
13
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$7,300
19
20
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22
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25
$7,300
26
27
28
29
30
31
 $7,300
August 2026
SuMoTuWeThFrSaWeek
 1
$7,300
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
16
17
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23
24
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26
27
28
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31
 
September 2026
SuMoTuWeThFrSa
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13
14
15
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17
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21
22
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25
26
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28
29
30
 
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

 

 

 

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CHAMV

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Property Details
WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C

In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,250 - $7,990
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,990
7
8
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10
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13
$7,990
14
15
16
17
18
19
20
$7,990
21
22
23
24
25
26
27
$7,990
28
29
30
 $9,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,650
5
6
7
8
9
10
11
$9,650
12
13
14
15
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18
$9,650
19
20
21
22
23
24
25
$9,650
26
27
28
29
30
31
 $9,650
August 2026
SuMoTuWeThFrSaWeek
 1
$9,650
2
3
4
5
6
7
8
$9,650
9
10
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12
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15
$9,650
16
17
18
19
20
21
22
$9,650
23
24
25
26
27
28
29
$9,650
30
31
 $7,990
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,990
6
7
8
9
10
11
12
$7,990
13
14
15
16
17
18
19
$7,990
20
21
22
23
24
25
26
$6,990
27
28
29
30
 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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BROVH

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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:
$4,370 - $7,900
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
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
 $7,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,900
5
6
7
8
9
10
11
$7,900
12
13
14
15
16
17
18
$7,900
19
20
21
22
23
24
25
$7,900
26
27
28
29
30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $4,370
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,370
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
$4,500
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Ferry Tickets Available for Purchase, 7/19 - 26.  Inquire for Details (mv)

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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:
$3,000 - $7,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,200
21
22
23
24
25
26
27
$5,200
28
29
30
 $7,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,750
5
6
7
8
9
10
11
$7,750
12
13
14
15
16
17
18
$7,750
19
20
21
22
23
24
25
$7,750
26
27
28
29
30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

 

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BELJA

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Property Details
Captain Swain House, Elegant Main & Guest House, 5 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard

In-Town Vacation Retreat in the William Street Historic District
Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$5,000 - $7,500
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
$5,500
21
22
23
24
25
26
27
$6,000
28
29
30
 $7,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
16
17
18
$8,500
19
20
21
22
23
24
25
$8,500
26
27
28
29
30
31
 $8,500
August 2026
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$875 per week
Tax: State & Local: 
11.7
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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 - $7,400
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
 $7,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,400
5
6
7
8
9
10
11
$7,400
12
13
14
15
16
17
18
$7,400
19
20
21
22
23
24
25
$7,400
26
27
28
29
30
31
 $7,400
August 2026
SuMoTuWeThFrSaWeek
 1
$7,400
2
3
4
5
6
7
8
$7,400
9
10
11
12
13
14
15
$7,400
16
17
18
19
20
21
22
$6,900
23
24
25
26
27
28
29
$6,900
30
31
 $5,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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PE585

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Property Details
Perfect Beach Front Cottage. Expansive Water Views, Gorgeous Sunsets, Pristine Modern Interior

Privately nestled atop a dune with breathtaking views and just steps from a private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun-filled rooms...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,040 - $7,090
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,530
7
8
9
10
11
12
13
$5,530
14
15
16
17
18
19
20
$5,530
21
22
23
24
25
26
27
$5,530
28
29
30
 $7,090
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,090
5
6
7
8
9
10
11
$7,090
12
13
14
15
16
17
18
$7,090
19
20
21
22
23
24
25
$7,090
26
27
28
29
30
31
 $7,090
August 2026
SuMoTuWeThFrSaWeek
 1
$7,090
2
3
4
5
6
7
8
$7,090
9
10
11
12
13
14
15
$7,090
16
17
18
19
20
21
22
$7,090
23
24
25
26
27
28
29
$6,560
30
31
 $6,040
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,040
6
7
8
9
10
11
12
$5,510
13
14
15
16
17
18
19
$4,990
20
21
22
23
24
25
26
$4,990
27
28
29
30
 $4,460
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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DELOA

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Property Details
Ramble House, Lovely, Spacious 3 Bedroom, 3 bath Vacation Home. Tucked on a Tranquil Street in Vineyard Haven, Multiple Living Spaces Indoor & Outdoor, Impeccably Maintained.

A tranquil oasis just outside Vineyard Haven and only one mile from the village center, this spacious and inviting three-bedroom, three-bath home is tucked away at the end of a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$3,500 - $6,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,000
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $5,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,900
5
6
7
8
9
10
11
$5,900
12
13
14
15
16
17
18
$5,900
19
20
21
22
23
24
25
$5,900
26
27
28
29
30
31
 $6,900
August 2026
SuMoTuWeThFrSaWeek
 1
$6,900
2
3
4
5
6
7
8
$6,900
9
10
11
12
13
14
15
$6,900
16
17
18
19
20
21
22
$6,900
23
24
25
26
27
28
29
$6,900
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
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: 
$600 per week
Tax: State & Local: 
11.7
Add Favorite
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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 - $6,750
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
$5,500
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
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CLARA

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

Ferry Tickets available for purchase 7/12-7/19, 7/19-7/26, 8/16-8/23 (2 tickets), 8/23-8/30, 8/30-9/6 - please inquire

 

 

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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NORMD

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Property Details
Lovely Newly Renovated Waterfront Home on the Lagoon!

Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,800 - $6,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,100
7
8
9
10
11
12
13
$4,300
14
15
16
17
18
19
20
$4,600
21
22
23
24
25
26
27
$6,100
28
29
30
 $7,550
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,550
5
6
7
8
9
10
11
$7,550
12
13
14
15
16
17
18
$7,950
19
20
21
22
23
24
25
$7,950
26
27
28
29
30
31
 $8,950
August 2026
SuMoTuWeThFrSaWeek
 1
$8,950
2
3
4
5
6
7
8
$8,950
9
10
11
12
13
14
15
$8,950
16
17
18
19
20
21
22
$8,950
23
24
25
26
27
28
29
$7,200
30
31
 $5,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,200
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $4,500
Clean Fee: 
$385
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
9
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
$5,900
23
24
25
26
27
28
29
$5,900
30
31
 $4,860
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,860
6
7
8
9
10
11
12
$4,860
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
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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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 - $5,800
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
$4,000
28
29
30
 $5,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,800
5
6
7
8
9
10
11
$5,800
12
13
14
15
16
17
18
$5,800
19
20
21
22
23
24
25
$5,800
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
19
20
21
22
$6,000
23
24
25
26
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
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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 - $5,500
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

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