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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Show Rate Quote
Stunning, Luxury Harborfront Home with Pool, Descreetly Tucked in just off of Main St in Vineyard Haven, Expansive Waterviews across the Harbor!

Stunning Architect Designed Vineyard Waterfront Home with gorgeous water views overlooking the Vineyard Haven Harbor from the patio, private decks, screened porch, interior rooms, and the pool.  Walk to the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Bathrooms: 
4
Price Range:
$50,000 - $50,000
June 2024
SuMoTuWeThFrSaWeek
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28
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$50,000
30
 $50,000
July 2024
SuMoTuWeThFrSaWeek
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5
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$50,000
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$50,000
14
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20
$50,000
21
22
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25
26
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$50,000
28
29
30
31
 $50,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$50,000
4
5
6
7
8
9
10
$50,000
11
12
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14
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$50,000
18
19
20
21
22
23
24
$50,000
25
26
27
28
29
30
31
$50,000
September 2024
SuMoTuWeThFrSa
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2
3
4
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10
11
12
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15
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29
30
 
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
Show Rate Quote
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
Bathrooms: 
4
Price Range:
$10,000 - $35,000
June 2024
SuMoTuWeThFrSaWeek
 1
$13,000
2
3
4
5
6
7
8
$13,000
9
10
11
12
13
14
15
$17,500
16
17
18
19
20
21
22
$17,500
23
24
25
26
27
28
29
$17,500
30
 $30,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$30,000
7
8
9
10
11
12
13
$30,000
14
15
16
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18
19
20
$30,000
21
22
23
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25
26
27
$30,000
28
29
30
31
 $35,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
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$35,000
4
5
6
7
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9
10
$35,000
11
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$35,000
18
19
20
21
22
23
24
$25,000
25
26
27
28
29
30
31
$25,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$17,500
8
9
10
11
12
13
14
$15,000
15
16
17
18
19
20
21
$14,000
22
23
24
25
26
27
28
$14,000
29
30
 $15,500
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Rates reduced for September weeks - see calendar for adjusted rates

 

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!

 

Show Rate Quote
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
Bathrooms: 
5
Price Range:
$28,000 - $28,000
June 2024
SuMoTuWeThFrSaWeek
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25
26
27
28
29
$25,000
30
 $28,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$28,000
7
8
9
10
11
12
13
$25,000
14
15
16
17
18
19
20
$25,000
21
22
23
24
25
26
27
$25,000
28
29
30
31
 $28,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$28,000
4
5
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7
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9
10
$28,000
11
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$28,000
18
19
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21
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$25,000
25
26
27
28
29
30
31
$28,000
September 2024
SuMoTuWeThFrSa
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Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
Show Rate Quote
Located in the Heart of West Chop, Newly Updated. 12 min Walk to the Village Center, Spacious Patio, Modern Interior

Stately, classic home, located in the West Chop Area of Vineyard Haven.  Lovingly updated with state of the art kitchen and comfortable furnishings this vacation retreat is perfect for extended...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$7,000 - $20,000
June 2024
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$7,000
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
$12,000
30
 $12,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,000
7
8
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10
11
12
13
$12,000
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$12,000
28
29
30
31
 $15,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$15,000
4
5
6
7
8
9
10
$15,000
11
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$20,000
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19
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$20,000
25
26
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30
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$15,000
September 2024
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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21
$10,000
22
23
24
25
26
27
28
$10,000
29
30
 $8,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote

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
Bathrooms: 
5
Price Range:
$7,000 - $18,500
June 2024
SuMoTuWeThFrSaWeek
 1
$10,000
2
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$10,000
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$10,000
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22
$10,000
23
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26
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29
$16,500
30
 $16,750
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$16,750
7
8
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$16,750
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15
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20
$16,750
21
22
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27
$18,500
28
29
30
31
 $20,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$20,500
4
5
6
7
8
9
10
$20,500
11
12
13
14
15
16
17
$20,500
18
19
20
21
22
23
24
$18,500
25
26
27
28
29
30
31
$16,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,000
8
9
10
11
12
13
14
$8,000
15
16
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18
19
20
21
$8,000
22
23
24
25
26
27
28
$8,000
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.

Show Rate Quote
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
Bathrooms: 
3
Price Range:
$8,500 - $16,000
June 2024
SuMoTuWeThFrSaWeek
 1
$9,500
2
3
4
5
6
7
8
$9,500
9
10
11
12
13
14
15
$14,500
16
17
18
19
20
21
22
$14,500
23
24
25
26
27
28
29
$16,000
30
 $16,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$16,000
7
8
9
10
11
12
13
$16,000
14
15
16
17
18
19
20
$16,000
21
22
23
24
25
26
27
$16,000
28
29
30
31
 $16,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$16,000
4
5
6
7
8
9
10
$16,000
11
12
13
14
15
16
17
$16,000
18
19
20
21
22
23
24
$16,000
25
26
27
28
29
30
31
$10,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$15,000
8
9
10
11
12
13
14
$15,000
15
16
17
18
19
20
21
$15,000
22
23
24
25
26
27
28
$13,500
29
30
 $13,000
Clean Fee: 
$600
Tax: State & Local: 
11.7
Show Rate Quote
Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

NOTE:  Owners adding new in-ground salt water heated pool 13 x 30 and 4.3 feet deep to 6 feet deep end to end. 

Set in a lovely enclave of homes...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$9,000 - $15,000
June 2024
SuMoTuWeThFrSaWeek
 1
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
$12,000
30
 $15,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$14,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$14,000
28
29
30
31
 $15,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$15,000
4
5
6
7
8
9
10
$15,000
11
12
13
14
15
16
17
$15,000
18
19
20
21
22
23
24
$15,000
25
26
27
28
29
30
31
$15,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,000
8
9
10
11
12
13
14
$10,000
15
16
17
18
19
20
21
$9,000
22
23
24
25
26
27
28
$9,000
29
30
 $9,000
Clean Fee: 
$900 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 to renters to be used as a spa at higher temperatures. 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.

Show Rate Quote
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: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$5,500 - $12,000
June 2024
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
 $9,300
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,300
7
8
9
10
11
12
13
$9,300
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$12,000
28
29
30
31
 $12,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,000
4
5
6
7
8
9
10
$12,000
11
12
13
14
15
16
17
$12,000
18
19
20
21
22
23
24
$12,000
25
26
27
28
29
30
31
$12,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,000
29
30
 $5,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

House can be booked with weekday arrival and departure from 8/20 forward to help with the need for auto tickets. 

Show Rate Quote
Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Families 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
Bathrooms: 
4
Price Range:
$5,500 - $12,000
June 2024
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
 $6,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$6,500
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
28
29
30
31
 $8,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$12,000
11
12
13
14
15
16
17
$12,000
18
19
20
21
22
23
24
$8,000
25
26
27
28
29
30
31
$7,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,000
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550 weekly, Sheets & Towels $175
Tax: State & Local: 
11.7

Owner will supply sheets and towels at an additional cost of $175. Beach towels not provided.  Linens can also be rented and delivered to the house from Martha's Linen Rentals. 

 

 

 

Show Rate Quote
Newly refurbished Tri Level, Gorgeous Water Views of North Shore in Exclusive Makonikey Area

Spacious Post & Beam Vacation Home with Beachy vibe rooms filled with light through oversize windows. All newly updated with substantial water views of the North Shore and private association...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$5,000 - $12,000
June 2024
SuMoTuWeThFrSaWeek
 1
$5,000
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
$6,800
23
24
25
26
27
28
29
$9,000
30
 $11,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$11,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$11,000
21
22
23
24
25
26
27
$12,000
28
29
30
31
 $12,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,000
4
5
6
7
8
9
10
$12,000
11
12
13
14
15
16
17
$12,000
18
19
20
21
22
23
24
$12,000
25
26
27
28
29
30
31
$10,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$6,500
29
30
 $5,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

Show Rate Quote

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
Bathrooms: 
5
Price Range:
$5,400 - $11,000
June 2024
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$8,400
16
17
18
19
20
21
22
$8,400
23
24
25
26
27
28
29
$9,500
30
 $10,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
31
 $11,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$11,000
4
5
6
7
8
9
10
$13,000
11
12
13
14
15
16
17
$13,000
18
19
20
21
22
23
24
$13,000
25
26
27
28
29
30
31
$11,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,400
8
9
10
11
12
13
14
$6,300
15
16
17
18
19
20
21
$6,300
22
23
24
25
26
27
28
$5,500
29
30
 $5,500
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
Show Rate Quote
Beautiful 3 Bedroom, 3.5 bath Home, Bluestone Patio with Outdoor Dining & Grill , Lovely Landscaped Yard. Situated on Quiet Street, Walk to Town
Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
3
Price Range:
$5,200 - $10,000
June 2024
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$5,200
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$7,000
30
 $8,600
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,600
7
8
9
10
11
12
13
$8,600
14
15
16
17
18
19
20
$8,600
21
22
23
24
25
26
27
$8,800
28
29
30
31
 
August 2024
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
$10,000
25
26
27
28
29
30
31
$8,500
September 2024
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: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote
Spectacular Waterfront in exclusive Makonikey area, Ocean Views and Breathtaking Sunsets, Private Beach, Private Location

Relaxed waterfront home with sweeping water views and very private location, yet just a 10-minute drive to town, fine dining, shopping, galleries, and movies  This is a classic, casual and comfortably furnished...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$9,750 - $9,750
June 2024
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 2024
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
31
 $9,750
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,750
4
5
6
7
8
9
10
$9,750
11
12
13
14
15
16
17
$9,750
18
19
20
21
22
23
24
25
26
27
28
29
30
31
September 2024
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: 
$550 per week
Tax: State & Local: 
11.7

Two week minimum stay is required during open dates. 

kerr413-01-exterior.jpg
Show Rate Quote
Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning home where the waterfront is literally at your doorstep.  Relax on the expansive waterfront deck which is the only one of it's kind on the Vineyard.  Private dock at...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
2
Price Range:
$9,500 - $9,500
June 2024
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 2024
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
$9,000
28
29
30
31
 $9,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,000
4
5
6
7
8
9
10
$9,500
11
12
13
14
15
16
17
$9,500
18
19
20
21
22
23
24
$9,500
25
26
27
28
29
30
31
$9,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500
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
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
Show Rate Quote
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
Bathrooms: 
4
Price Range:
$4,990 - $9,450
June 2024
SuMoTuWeThFrSaWeek
 1
$6,990
2
3
4
5
6
7
8
$5,990
9
10
11
12
13
14
15
$7,990
16
17
18
19
20
21
22
$7,990
23
24
25
26
27
28
29
$7,990
30
 $9,450
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,450
7
8
9
10
11
12
13
$9,450
14
15
16
17
18
19
20
$9,450
21
22
23
24
25
26
27
$9,450
28
29
30
31
 $9,450
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,450
4
5
6
7
8
9
10
$9,450
11
12
13
14
15
16
17
$9,450
18
19
20
21
22
23
24
$9,450
25
26
27
28
29
30
31
$7,990
September 2024
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
 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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