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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Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.

Exceptional Rental Offering: Stunning 6-Bedroom, 5.5-Bath Home in West Chop, Vineyard Haven

Experience the epitome of summer luxury living in this exquisite 6-bedroom, 5.5-bath home nestled in the desirable West...Read more

Location: 
Vineyard Haven
Sleeps: 
13
Bedrooms: 
6
Baths: 
5
Price Range:
$10 - $35,000
June 2025
SuMoTuWeThFrSaWeek
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 $30,000
July 2025
SuMoTuWeThFrSaWeek
 1
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$30,000
6
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$30,000
13
14
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18
19
$30,000
20
21
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$30,000
27
28
29
30
31
 $35,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$35,000
3
4
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$35,000
10
11
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$35,000
17
18
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22
23
$35,000
24
25
26
27
28
29
30
$35,000
31
 $25,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
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10
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12
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$18,000
14
15
16
17
18
19
20
$18,000
21
22
23
24
25
26
27
$16,000
28
29
30
 $14,000
Clean Fee: 
$1750 per week
Tax: State & Local: 
11.7
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HODGE

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Property Details
Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.

Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon,  85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Baths: 
4
Price Range:
$10 - $30,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$13,000
8
9
10
11
12
13
14
$17,500
15
16
17
18
19
20
21
$17,500
22
23
24
25
26
27
28
$17,500
29
30
 $30,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
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5
$30,000
6
7
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12
$30,000
13
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$30,000
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21
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26
$30,000
27
28
29
30
31
 $25,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,000
3
4
5
6
7
8
9
$35,000
10
11
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15
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$35,000
17
18
19
20
21
22
23
$30,000
24
25
26
27
28
29
30
$25,000
31
 $17,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,500
7
8
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13
$15,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$14,000
28
29
30
 $15,500
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!

 

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ELLIK

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Property Details
Quintessential West Chop Waterfront Home. Private Beach, Spectacular Views

Enjoy the essence of summer at this waterfront home with a private beach just 50 yards in front of the house. Evenings enjoy the magnificent sunsets while relaxing on the...Read more

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

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Property Details

Gorgeous estate home on large acreage, gorgeous water views with the ferry passing to and from the Vineyard, heated pool with patio surround, and an outdoor kitchen and patio dining...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$10 - $20,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,000
8
9
10
11
12
13
14
$10,000
15
16
17
18
19
20
21
$10,000
22
23
24
25
26
27
28
$16,500
29
30
 $16,750
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,750
6
7
8
9
10
11
12
$16,750
13
14
15
16
17
18
19
$16,750
20
21
22
23
24
25
26
$18,500
27
28
29
30
31
 $20,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$20,500
3
4
5
6
7
8
9
$20,500
10
11
12
13
14
15
16
$20,500
17
18
19
20
21
22
23
$18,500
24
25
26
27
28
29
30
$16,000
31
 $10,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
 $7,000
Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

This home books Fri to Fri.

Pool Heated to 82 included in rental rate July & August weeks. 

 

June & September weeks heated to 81 degrees additional $300 propane surcharge per week.

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ARONA

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Property Details
Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring

Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$10 - $20,000
June 2025
SuMoTuWeThFrSa
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29
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July 2025
SuMoTuWeThFrSaWeek
 1
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6
7
8
9
10
11
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13
14
15
16
17
18
19
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21
22
23
24
25
26
$20,000
27
28
29
30
31
 $20,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$20,000
3
4
5
6
7
8
9
$20,000
10
11
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$20,000
17
18
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20
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25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
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10
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12
13
14
15
16
17
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21
22
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24
25
26
27
28
29
30
 
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner provides a key to a beautiful  private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. 

 

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THOHP

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Property Details
Exquisite New Contemporary Waterfront Home, Multiple Indoor& Outdoor Living Spaces with Waterviews.

This stunning luxury waterfront home, nestled on the Lagoon, offers breathtaking water views from every corner of the newly built residence. Enjoy the seamless transition between indoor and outdoor living...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
4
Price Range:
$10 - $20,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,500
8
9
10
11
12
13
14
$14,000
15
16
17
18
19
20
21
$14,000
22
23
24
25
26
27
28
$14,000
29
30
 $16,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,000
6
7
8
9
10
11
12
$18,000
13
14
15
16
17
18
19
$18,000
20
21
22
23
24
25
26
$18,000
27
28
29
30
31
 $18,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$18,000
3
4
5
6
7
8
9
$20,000
10
11
12
13
14
15
16
$20,000
17
18
19
20
21
22
23
$20,000
24
25
26
27
28
29
30
$18,000
31
 $18,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$18,000
7
8
9
10
11
12
13
$16,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$14,000
28
29
30
 $12,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner requires two week minimum booking during months July & August

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TAVAM

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Property Details
Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

Impeccable Vacation Getaway with Updated Amenities and a Heated Saltwater Pool

Nestled within the serene community of Stonegate, this exceptional retreat offers a rejuvenating escape. Conveniently located just a brief...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $16,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,000
8
9
10
11
12
13
14
$11,000
15
16
17
18
19
20
21
$11,000
22
23
24
25
26
27
28
$11,000
29
30
 $12,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
31
 $16,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$16,000
3
4
5
6
7
8
9
$16,000
10
11
12
13
14
15
16
$16,000
17
18
19
20
21
22
23
$16,000
24
25
26
27
28
29
30
$16,000
31
 $13,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$13,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$9,000
28
29
30
 $9,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool heated to 82 July & August included in rental rate.  

Spa area in the pool is heated to the same temperature as the pool and is not available Spa jets are also not available for renter use. 

 

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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GRUNM

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Property Details
Waterfront & Beachfront

The Beach House  There are few homes anywhere on the island directly on a sandy swimming beach like Beach House. If you love a sunset, and water views that seemingly never...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $15,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500
8
9
10
11
12
13
14
$14,500
15
16
17
18
19
20
21
$14,500
22
23
24
25
26
27
28
$16,000
29
30
 $16,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,000
6
7
8
9
10
11
12
$16,000
13
14
15
16
17
18
19
$16,000
20
21
22
23
24
25
26
$16,000
27
28
29
30
31
 $16,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$16,000
3
4
5
6
7
8
9
$16,000
10
11
12
13
14
15
16
$16,000
17
18
19
20
21
22
23
$16,000
24
25
26
27
28
29
30
$10,000
31
 $15,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$13,500
28
29
30
 $13,000
Clean Fee: 
$600
Tax: State & Local: 
11.7
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WIL14

(0)Inquire/Share
Property Details

Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$10 - $14,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$9,000
15
16
17
18
19
20
21
$9,000
22
23
24
25
26
27
28
$10,000
29
30
 $12,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$10,500
13
14
15
16
17
18
19
$10,500
20
21
22
23
24
25
26
$10,500
27
28
29
30
31
 $11,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$11,000
3
4
5
6
7
8
9
$13,000
10
11
12
13
14
15
16
$13,000
17
18
19
20
21
22
23
$13,000
24
25
26
27
28
29
30
$14,000
31
 $8,400
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,400
7
8
9
10
11
12
13
$6,300
14
15
16
17
18
19
20
$6,300
21
22
23
24
25
26
27
$5,500
28
29
30
 $5,500
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BROWN

(0)Inquire/Share
Property Details
Waterfront on the Lagoon, Spectacular Views, Tri-Level Home, Multiple Living Spaces

MVVR EXCLUSIVE:  Wonderful family-friendly waterfront on the lagoon home! This home is tucked on quiet Hines Point, a finger peninsula that stretches into the lagoon.  Impeccably maintained, this 4 bedroom, 4 bath home...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
4
Price Range:
$10 - $13,000
June 2025
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
$9,000
29
30
 $13,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$13,000
6
7
8
9
10
11
12
$13,000
13
14
15
16
17
18
19
$13,000
20
21
22
23
24
25
26
$13,000
27
28
29
30
31
 $13,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$13,000
3
4
5
6
7
8
9
$13,000
10
11
12
13
14
15
16
$13,000
17
18
19
20
21
22
23
$13,000
24
25
26
27
28
29
30
$13,000
31
 $9,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
 $7,000
Clean Fee: 
$600 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:
$10 - $12,000
June 2025
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 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$6,000
27
28
29
30
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$12,000
24
25
26
27
28
29
30
$6,500
31
 $5,500
September 2025
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
$4,000
21
22
23
24
25
26
27
$4,070
28
29
30
 
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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SAGID

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Property Details
Newly refurbished Tri Level, Gorgeous Water Views of North Shore in Exclusive Makonikey Area

Stunning Hilltop Post & Beam Vacation Home with a relaxed coastal ambiance and picturesque distant water vistas! Nestled off Lambert’s Cove Rd in Vineyard Haven, this exquisite property resides within...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $12,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,800
8
9
10
11
12
13
14
$5,800
15
16
17
18
19
20
21
$6,800
22
23
24
25
26
27
28
$9,000
29
30
 $11,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,000
6
7
8
9
10
11
12
$11,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$12,000
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$12,000
24
25
26
27
28
29
30
$10,000
31
 $7,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,000
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
 $5,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

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SHAJO

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Property Details

Step into this exquisite Victorian-style residence, meticulously renovated to preserve its original allure while offering a sanctuary away from the bustle of everyday life. Nestled in the picturesque town of...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $12,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,000
8
9
10
11
12
13
14
$6,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,000
29
30
 $9,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$9,000
20
21
22
23
24
25
26
$12,000
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$10,000
24
25
26
27
28
29
30
$10,000
31
 $6,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 
Clean Fee: 
$600 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:
$10 - $9,650
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,990
8
9
10
11
12
13
14
$7,990
15
16
17
18
19
20
21
$7,990
22
23
24
25
26
27
28
$7,990
29
30
 $9,650
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,650
6
7
8
9
10
11
12
$9,650
13
14
15
16
17
18
19
$9,650
20
21
22
23
24
25
26
$9,650
27
28
29
30
31
 $9,650
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,650
3
4
5
6
7
8
9
$9,650
10
11
12
13
14
15
16
$9,650
17
18
19
20
21
22
23
$9,650
24
25
26
27
28
29
30
$9,650
31
 $7,990
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,990
7
8
9
10
11
12
13
$7,990
14
15
16
17
18
19
20
$7,990
21
22
23
24
25
26
27
$7,990
28
29
30
 $7,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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KERR4

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Property Details
Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$10 - $9,500
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
20
21
22
23
24
25
26
$9,000
27
28
29
30
31
 $9,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,000
3
4
5
6
7
8
9
$9,500
10
11
12
13
14
15
16
$9,500
17
18
19
20
21
22
23
$9,500
24
25
26
27
28
29
30
$9,500
31
 $9,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,500
7
8
9
10
11
12
13
$9,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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