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Boutique Sweet with Designer Interior, Large Screened Porch, AC all Bedrooms, 15 Minute Walk to Oak Bluffs Center and Inkwell Beach

All newly remodeled and furnished and tucked away on a quiet Oak Bluffs lane for the perfect reprieve after a day at the beach and shopping in town, all just a...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $7,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$4,700
20
21
22
23
24
25
26
$4,700
27
28
29
30
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
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$5,500
18
19
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21
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23
24
$5,990
25
26
27
28
29
30
31
$5,990
August 2027
SuMoTuWeThFrSaWeek
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2
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6
7
$8,000
8
9
10
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12
13
14
$10,000
15
16
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18
19
20
21
$10,000
22
23
24
25
26
27
28
$7,000
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,500
26
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
14.45
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Long Point Beach House, All New Primary Suite, Expansive Sun Porch with Living and Dining Areas, Expansive Deck, Private Yard

This Beach-chic Long Point retreat has just undergone an update in most areas with an all-new Primary Bedroom suite and expansive sun porch hosting both living and dining areas and decorated in nautical...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$7,000 - $7,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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29
30
 $7,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$7,000
4
5
6
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10
$7,000
11
12
13
14
15
16
17
18
19
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21
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29
30
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$7,500
August 2027
SuMoTuWeThFrSaWeek
1
2
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4
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$7,500
8
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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
31
 $7,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
7
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10
11
$7,500
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Edgartown Village Center Home, Walk to Town, 2 Bedrooms, 2 Baths

Experience all that Edgartown Village Center has to offer, just a short stroll from this bright and airy home. Additional décor and deck furniture will be added.

The spacious main...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$4,500 - $7,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $6,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,400
4
5
6
7
8
9
10
$6,400
11
12
13
14
15
16
17
$6,400
18
19
20
21
22
23
24
$6,400
25
26
27
28
29
30
31
$6,400
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
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
$6,500
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
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
 $4,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Lovely In-Town Home, Ideally located 5 Minute Walk to Main St, Bike Paths to South Beach in Front of House, A/C

Traditional home with large fenced-in yard and great location. Extended families seeking walking distance to in-town activities will find this comfortable and attractively furnished home ideally suited. A bike path...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
5
Baths: 
2
Price Range:
$4,000 - $6,950
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,850
6
7
8
9
10
11
12
$4,850
13
14
15
16
17
18
19
$4,850
20
21
22
23
24
25
26
$6,950
27
28
29
30
 $6,950
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,950
4
5
6
7
8
9
10
$6,950
11
12
13
14
15
16
17
$6,950
18
19
20
21
22
23
24
$6,950
25
26
27
28
29
30
31
$6,950
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,950
8
9
10
11
12
13
14
$6,950
15
16
17
18
19
20
21
$6,950
22
23
24
25
26
27
28
$6,950
29
30
31
 $6,950
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,950
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
 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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New Modern Farmhouse Design, Great Location!, Wraparound Farmers Porch, Deck Area.

Beautiful new 4 bedroom home, 3.5 bath sleeps 8.  Ideally located just 2 miles from the center of Oak Bluffs and just minutes by car to the towns of Vineyard Haven and...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,800 - $6,900
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,800
6
7
8
9
10
11
12
$3,800
13
14
15
16
17
18
19
$3,800
20
21
22
23
24
25
26
$3,800
27
28
29
30
 $6,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,400
4
5
6
7
8
9
10
$6,400
11
12
13
14
15
16
17
$6,400
18
19
20
21
22
23
24
$6,400
25
26
27
28
29
30
31
$6,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,900
8
9
10
11
12
13
14
$6,900
15
16
17
18
19
20
21
$6,900
22
23
24
25
26
27
28
$6,900
29
30
31
 $6,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,900
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
$3,800
26
27
28
29
30
 $3,800
Clean Fee: 
$500 per week
Tax: State & Local: 
14.45
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Beautiful Oak Bluffs home just blocks from the Center of Town, Ocean Park and Inkwell Beach.

Note: the kitchen is being completely remodeled and will have all new high-end appliances, Subzero, Thermador, and new cabinets, and counters. 

Summer Joy!  Set in the heart of Oak Bluffs just a...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,900 - $6,900
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,900
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $8,250
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,250
4
5
6
7
8
9
10
$8,400
11
12
13
14
15
16
17
$8,500
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$8,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,150
8
9
10
11
12
13
14
$9,150
15
16
17
18
19
20
21
$9,150
22
23
24
25
26
27
28
$9,150
29
30
31
 $6,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,900
5
6
7
8
9
10
11
$6,900
12
13
14
15
16
17
18
$6,900
19
20
21
22
23
24
25
$6,900
26
27
28
29
30
 $6,900
Clean Fee: 
$700 per week
Tax: State & Local: 
14.45

8-minute walk from the ferry dock in Oak Bluffs and 5 minute walk to the Inkwell Beach, and Oak Bluffs Center from the house. 

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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 2027
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
 $6,750
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,750
4
5
6
7
8
9
10
$6,750
11
12
13
14
15
16
17
$6,750
18
19
20
21
22
23
24
$6,750
25
26
27
28
29
30
31
$6,750
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,750
8
9
10
11
12
13
14
$6,750
15
16
17
18
19
20
21
$6,750
22
23
24
25
26
27
28
$6,750
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
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
 $5,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Cozy Newly updated Seashore Cottage, East Chop Highlands Area, Farmers Porch and Deck

If you are looking for an immaculate, charming, cottage-style, yet modern home close to Oak Bluffs center, look no further. This recently updated 3 bedroom, 2 bath home features sunny open...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $6,700
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,600
6
7
8
9
10
11
12
$5,600
13
14
15
16
17
18
19
$5,600
20
21
22
23
24
25
26
$5,600
27
28
29
30
 $6,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,700
4
5
6
7
8
9
10
$6,700
11
12
13
14
15
16
17
$6,700
18
19
20
21
22
23
24
$6,700
25
26
27
28
29
30
31
$6,700
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,700
8
9
10
11
12
13
14
$6,700
15
16
17
18
19
20
21
$6,700
22
23
24
25
26
27
28
$6,700
29
30
31
 $5,600
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,600
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
 $5,600
Clean Fee: 
$350 per week
Tax: State & Local: 
14.45
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Spacious Tri Level, Contemporary Home, Located just 1.5 Miles to Edgartown Village Center

This delightful tri-level post and beam home is set in a neighborhood just on the outskirts of the Village area. 1.5 miles to town center, 10-minute drive to State and...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $6,700
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,000
4
5
6
7
8
9
10
$6,500
11
12
13
14
15
16
17
$6,500
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$6,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,700
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
$5,000
29
30
31
 
September 2027
SuMoTuWeThFrSa
 1
2
3
4
5
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10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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Adorable Oak Bluffs Cottage Just Over a Mile to the Village Center and Town Beaches, Porch, Deck, 4 Bedrooms, 2 Baths

Nestled on a quiet street, this recently updated residence boasts delightful indoor and outdoor living areas. The entrance porch offers cozy seating with wicker chairs and a small dining table that...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,950 - $6,700
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$4,950
13
14
15
16
17
18
19
$4,950
20
21
22
23
24
25
26
$4,950
27
28
29
30
 $5,300
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,300
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,200
8
9
10
11
12
13
14
$6,700
15
16
17
18
19
20
21
$6,700
22
23
24
25
26
27
28
$6,700
29
30
31
 $6,700
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,700
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: 
$450 per week
Tax: State & Local: 
14.45
Add Favorite
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1.5 Acres of Privacy, Bike Paths Adjacent to House, Association Pool, WiFi, Central A/C

West Tisbury - Newly updated and featuring 5 bedrooms and 4 baths.  Recently renovated including all new kitchen, updated baths, flooring, carpeting, walls painted, and lovely furnishings.  There is central AC on the 1st...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$3,500 - $6,500
June 2027
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
 $5,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,900
4
5
6
7
8
9
10
$6,250
11
12
13
14
15
16
17
$6,250
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$6,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
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
31
 $5,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,900
5
6
7
8
9
10
11
$4,900
12
13
14
15
16
17
18
$4,900
19
20
21
22
23
24
25
$4,900
26
27
28
29
30
 $3,900
Clean Fee: 
$450 per week, $600 per week with pet
Tax: State & Local: 
11.7
Add Favorite
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KATAMA AREA, SET ON PRIVATE ACREAGE, SHORT DRIVE TO SOUTH BEACH AND EDGARTOWN VILLAGE CENTER

Extended family will enjoy the comfort and private setting of this large 5 bedroom home in the Katama area of Edgartown.   Spacious for extended family, the kitchen with custom cabinetry and...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$3,000 - $6,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,400
6
7
8
9
10
11
12
$3,400
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$5,100
27
28
29
30
 $5,400
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,400
4
5
6
7
8
9
10
$5,800
11
12
13
14
15
16
17
$6,200
18
19
20
21
22
23
24
$6,200
25
26
27
28
29
30
31
$6,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
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
$5,200
29
30
31
 $4,800
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$3,400
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
 $3,000
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Set in the heart of Oak Bluffs and on a quiet residential street, this newly updated tastefully decorated vacation home offers rental guests all the comforts of home inside and out....Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$4,000 - $6,500
June 2027
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
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
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
31
 $5,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
 $5,000
Clean Fee: 
$380 per week
Tax: State & Local: 
14.45
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Wonderful Vacation Home, East Chop Area of Oak Bluffs, Private Yard, Screened Porch, 4 bedrooms, 2 baths.

Nestled on a quiet street in the idyllic East Chop area of Oak Bluffs, this classic New England summer home offers vacationing families and friends a special place to gather...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $6,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,750
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,750
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,750
4
5
6
7
8
9
10
$6,250
11
12
13
14
15
16
17
$6,250
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$6,750
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,250
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
$6,500
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,250
12
13
14
15
16
17
18
$4,500
19
20
21
22
23
24
25
$4,000
26
27
28
29
30
 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
14.45

Linens additonal $250

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Vineyard Meadow Farms Home, Close to Gorgeous Long Point Beach, Contemporary Styling, Central AC, Wi-Fi, Private Yard and Deck

 

 Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,700 - $6,490
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$4,700
20
21
22
23
24
25
26
$4,700
27
28
29
30
 $4,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,700
4
5
6
7
8
9
10
$5,490
11
12
13
14
15
16
17
$5,490
18
19
20
21
22
23
24
$5,490
25
26
27
28
29
30
31
$5,490
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,490
8
9
10
11
12
13
14
$6,490
15
16
17
18
19
20
21
$6,300
22
23
24
25
26
27
28
$5,790
29
30
31
 $5,790
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,790
5
6
7
8
9
10
11
$5,790
12
13
14
15
16
17
18
$4,900
19
20
21
22
23
24
25
$4,900
26
27
28
29
30
 $4,900
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

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