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Newly updated vacation retreat, 3 minute walk to association pool, 10 min drive to Lamberts Cove Beach or South Shore Beach

This lovely West Tisbury contemporary cape features multiple living spaces both indoors and out for your vacation enjoyment.  Just a 3-minute walk from the house to the association pool!  This home...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$2,800 - $3,650
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,800
7
8
9
10
11
12
13
$2,800
14
15
16
17
18
19
20
$2,800
21
22
23
24
25
26
27
$3,400
28
29
30
 $3,450
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,450
5
6
7
8
9
10
11
$3,450
12
13
14
15
16
17
18
$3,550
19
20
21
22
23
24
25
$3,550
26
27
28
29
30
31
 $3,650
August 2026
SuMoTuWeThFrSaWeek
 1
$3,650
2
3
4
5
6
7
8
$3,650
9
10
11
12
13
14
15
$3,650
16
17
18
19
20
21
22
$3,650
23
24
25
26
27
28
29
$3,450
30
31
 $2,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,800
6
7
8
9
10
11
12
$2,800
13
14
15
16
17
18
19
$2,800
20
21
22
23
24
25
26
$2,800
27
28
29
30
 $2,800
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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KLEIB

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Property Details
Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,960 - $3,640
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,960
7
8
9
10
11
12
13
$3,260
14
15
16
17
18
19
20
$3,270
21
22
23
24
25
26
27
$3,640
28
29
30
 $3,980
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,980
5
6
7
8
9
10
11
$4,070
12
13
14
15
16
17
18
$4,090
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,300
August 2026
SuMoTuWeThFrSaWeek
 1
$4,300
2
3
4
5
6
7
8
$4,390
9
10
11
12
13
14
15
$4,390
16
17
18
19
20
21
22
$4,200
23
24
25
26
27
28
29
$3,850
30
31
 $3,300
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$2,820
13
14
15
16
17
18
19
$2,560
20
21
22
23
24
25
26
$2,460
27
28
29
30
 $2,350
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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NIEJE

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Property Details
Modern Summer Home, Newly updated, Perfect Central Location

MVVR Exclusive:  Charming Summer Vacation Home in Dodger's Hole area of Edgartown

Step into the perfect summer retreat with this inviting cottage-style home, designed with an open first-floor layout, highlighted in soft,...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $3,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,000
7
8
9
10
11
12
13
$2,000
14
15
16
17
18
19
20
$2,500
21
22
23
24
25
26
27
$2,800
28
29
30
 $3,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,600
5
6
7
8
9
10
11
$3,600
12
13
14
15
16
17
18
$3,600
19
20
21
22
23
24
25
$3,600
26
27
28
29
30
31
 $3,900
August 2026
SuMoTuWeThFrSaWeek
 1
$3,900
2
3
4
5
6
7
8
$4,100
9
10
11
12
13
14
15
$4,100
16
17
18
19
20
21
22
$4,100
23
24
25
26
27
28
29
$3,500
30
31
 $2,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,700
6
7
8
9
10
11
12
$2,700
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,700
27
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

Ferry Tickets Available 6/28 - 7/5, 7/5 - 7/12 - please inquire

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POHOD

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Property Details
Eagles Nest, Set on a Quiet Cul-de-Sac, Large Deck, Central A/C

Lovely open concept 3 bedroom, 2 full bath home on a quiet cul de sac in popular Dodger’s Hole neighborhood, steps to bike paths, and public transportation.  Dodger’s Hole is centrally...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $3,600
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
 $3,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,600
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
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
6
7
8
$3,800
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$3,800
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
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
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PIKUT

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Property Details
Cozy Contemporary Home with Designer Interior Details , Centrally Located to Towns and Beaches

WELCOME TO SANDPIPER COTTAGE, YOUR STYLISH FAMILY RETREAT!

Four bedrooms include a primary bedroom with a queen bed on the 1st level with a television and a full bath across the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$1,600 - $3,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,600
7
8
9
10
11
12
13
$2,600
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$3,500
19
20
21
22
23
24
25
$4,000
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
$4,000
23
24
25
26
27
28
29
$3,200
30
31
 $2,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,800
6
7
8
9
10
11
12
$2,600
13
14
15
16
17
18
19
$2,600
20
21
22
23
24
25
26
$1,600
27
28
29
30
 $1,600
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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MCGOK

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Property Details
Cozy Contemporary Home in Dodger's Hole, Centrally Located to Towns and Beaches, Wrap Around Deck, WiFI

MVVR Exclusive Listing: Open concept three-bedroom, 2 bath home centrally located in Dodger's Hole area on the outskirts of Edgartown. Bike Paths 500 yards from the house connect to additional...Read more

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

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Property Details
Charming Newly Updated Menemsha Cottage, 2 + Bedroom Cottage Sleeps 5, AC, Screened Porch & Deck, Walk to Menemsha Village & Beach

Dreaming of Vacationing in an idyllic Menemsha Cottage? This adorable newly updated  1950s cottage nestled in the village area provides easy access to numerous exclusive Chilmark beaches with town permits and Menemsha Beach...Read more

Location: 
Chilmark
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$2,500 - $3,500
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
$3,000
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$3,500
19
20
21
22
23
24
25
$3,500
26
27
28
29
30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
 1
$3,500
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,200
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
 
Clean Fee: 
$325 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 - $3,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,700
7
8
9
10
11
12
13
$2,700
14
15
16
17
18
19
20
$2,700
21
22
23
24
25
26
27
$3,000
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
8
9
10
11
$3,500
12
13
14
15
16
17
18
$3,500
19
20
21
22
23
24
25
$3,500
26
27
28
29
30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
 1
$3,500
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BELAT

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Property Details
Charming West Tisbury Country Setting, Access to Association Pool, and Tennis, Mulitple Indoor/Outdoor Living Spaces, Gorgeous Private Yard

Spacious, light-filled home set in a lovely community with AC and a well-equipped kitchen. The sun room opens to the deck which overlooks a lovely, private yard.  A combined living and dining...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,600 - $3,400
June 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
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$3,300
19
20
21
22
23
24
25
$3,300
26
27
28
29
30
31
 $3,400
August 2026
SuMoTuWeThFrSaWeek
 1
$3,400
2
3
4
5
6
7
8
$3,400
9
10
11
12
13
14
15
$3,400
16
17
18
19
20
21
22
$3,400
23
24
25
26
27
28
29
$3,400
30
31
 $2,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,600
6
7
8
9
10
11
12
$2,600
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
Add Favorite
 
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KRAFM

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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 - $3,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,000
7
8
9
10
11
12
13
$2,400
14
15
16
17
18
19
20
$2,400
21
22
23
24
25
26
27
$3,050
28
29
30
 $3,050
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,050
5
6
7
8
9
10
11
$3,050
12
13
14
15
16
17
18
$3,050
19
20
21
22
23
24
25
$3,300
26
27
28
29
30
31
 $3,300
August 2026
SuMoTuWeThFrSaWeek
 1
$3,300
2
3
4
5
6
7
8
$3,600
9
10
11
12
13
14
15
$3,600
16
17
18
19
20
21
22
$3,600
23
24
25
26
27
28
29
$3,300
30
31
 $2,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,100
6
7
8
9
10
11
12
$2,100
13
14
15
16
17
18
19
$2,100
20
21
22
23
24
25
26
$2,100
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SAVAJ

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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 - $3,220
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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FENNB

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Property Details
Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,950 - $3,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,950
7
8
9
10
11
12
13
$1,950
14
15
16
17
18
19
20
$1,950
21
22
23
24
25
26
27
$1,950
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,200
August 2026
SuMoTuWeThFrSaWeek
 1
$3,200
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
 $1,950
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$1,950
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: 
$200 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KOGAD

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Property Details
Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $3,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,100
7
8
9
10
11
12
13
$3,100
14
15
16
17
18
19
20
$3,100
21
22
23
24
25
26
27
$3,100
28
29
30
 $3,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,100
5
6
7
8
9
10
11
$3,100
12
13
14
15
16
17
18
$3,100
19
20
21
22
23
24
25
$3,100
26
27
28
29
30
31
 $3,100
August 2026
SuMoTuWeThFrSaWeek
 1
$3,100
2
3
4
5
6
7
8
$3,100
9
10
11
12
13
14
15
$3,400
16
17
18
19
20
21
22
$3,400
23
24
25
26
27
28
29
$3,100
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
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 $3,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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LODGJ

(0)Inquire/Share
Property Details
Meadow View Farms, Out of Town, Association Tennis, Hi Speed Internet
Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$2,900
21
22
23
24
25
26
27
$2,900
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,000
16
17
18
19
20
21
22
$3,000
23
24
25
26
27
28
29
$3,000
30
31
 $2,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
10
11
12
$2,900
13
14
15
16
17
18
19
$2,900
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$360 per week
Tax: State & Local: 
11.7
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MILLD

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Property Details
Green Home, Private Location, AC, Screened Porch with dining for 8, Patio, Short Drive to Gorgeous West Tisbury Beaches

Contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families....Read more

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

Ferry Ticket available 7/5-7/12 - please inquire

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