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Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, Bike Paths at Entrance to Neighborhood, Multiple Beaches Near By

Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,200 - $6,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,200
8
9
10
11
12
13
14
$4,600
15
16
17
18
19
20
21
$5,100
22
23
24
25
26
27
28
$5,700
29
30
 $6,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,200
6
7
8
9
10
11
12
$6,100
13
14
15
16
17
18
19
$6,100
20
21
22
23
24
25
26
$6,100
27
28
29
30
31
 $6,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,500
3
4
5
6
7
8
9
$6,500
10
11
12
13
14
15
16
$6,900
17
18
19
20
21
22
23
$6,500
24
25
26
27
28
29
30
$6,500
31
 $6,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$4,700
21
22
23
24
25
26
27
$4,700
28
29
30
 
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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Lovely Home in a quiet Neighborhood. Walk to Town Center and Inkwell Beach, Large Private Deck, Room AC

Spacious sun-filled contemporary home located on a quiet private street, a 10-minute walk to town center, Inkwell Beach, and the harborfront.

The first level features a spacious kitchen with stainless steel...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$6,300 - $6,400
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,300
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
$6,300
29
30
 $6,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,400
6
7
8
9
10
11
12
$6,400
13
14
15
16
17
18
19
$6,400
20
21
22
23
24
25
26
$6,400
27
28
29
30
31
 $7,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,200
3
4
5
6
7
8
9
$7,200
10
11
12
13
14
15
16
$7,200
17
18
19
20
21
22
23
$7,200
24
25
26
27
28
29
30
$7,200
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700
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: 
$375 per week
Tax: State & Local: 
11.7
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Katama, less than a mile to South Beach. May be rented as a 4 bedroom - see HUES4

Note new for summer 2025:  All new high-end kitchen, 36” Refrigerator - Thermador              36” Gas Range -  * 24” Dishwasher - Thermador  30” Built-in Microwave...Read more

Location: 
Katama
Sleeps: 
11
Bedrooms: 
6
Baths: 
3
Price Range:
$6,350 - $6,350
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,670
8
9
10
11
12
13
14
$3,950
15
16
17
18
19
20
21
$3,950
22
23
24
25
26
27
28
$4,050
29
30
 $9,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,100
6
7
8
9
10
11
12
$9,100
13
14
15
16
17
18
19
$9,100
20
21
22
23
24
25
26
$9,730
27
28
29
30
31
 $9,730
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,730
3
4
5
6
7
8
9
$9,730
10
11
12
13
14
15
16
$9,730
17
18
19
20
21
22
23
$9,730
24
25
26
27
28
29
30
$9,000
31
 $7,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$6,350
14
15
16
17
18
19
20
$6,350
21
22
23
24
25
26
27
$6,350
28
29
30
 
Clean Fee: 
$550 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:
$3,100 - $6,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,800
8
9
10
11
12
13
14
$3,800
15
16
17
18
19
20
21
$3,800
22
23
24
25
26
27
28
$5,500
29
30
 $6,300
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,300
6
7
8
9
10
11
12
$6,300
13
14
15
16
17
18
19
$6,300
20
21
22
23
24
25
26
$6,300
27
28
29
30
31
 $6,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,800
3
4
5
6
7
8
9
$6,800
10
11
12
13
14
15
16
$6,800
17
18
19
20
21
22
23
$6,800
24
25
26
27
28
29
30
$6,800
31
 $5,820
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,820
7
8
9
10
11
12
13
$3,800
14
15
16
17
18
19
20
$3,800
21
22
23
24
25
26
27
$3,800
28
29
30
 $3,800
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Menemsha Waterfront, Magnificent Views and Private Location, WiFi

This quintessential Chilmark cottage/home has been impeccably maintained,  The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap-around deck.  Enjoy spectacular water views...Read more

Location: 
Chilmark
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,500
8
9
10
11
12
13
14
$4,500
15
16
17
18
19
20
21
$6,000
22
23
24
25
26
27
28
$8,000
29
30
 $8,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
31
 $8,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,000
3
4
5
6
7
8
9
$8,000
10
11
12
13
14
15
16
$8,000
17
18
19
20
21
22
23
$7,500
24
25
26
27
28
29
30
$8,000
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
$6,000
21
22
23
24
25
26
27
$6,000
28
29
30
 $4,000
Clean Fee: 
$375 per week, owner will provide sheets, towels, beach towels, additional $225 per rental period
Tax: State & Local: 
11.7

Owner will provide, sheets, towels & beach towels for an additional $225 per rented period. 

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Bayes Hill Beauty - Stunning Landscaping, Privately Situated Deck & Patio Association Tennis, Bose Soundock II
Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $6,300
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,300
6
7
8
9
10
11
12
$6,300
13
14
15
16
17
18
19
$6,300
20
21
22
23
24
25
26
$6,300
27
28
29
30
31
 $6,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,300
3
4
5
6
7
8
9
$7,200
10
11
12
13
14
15
16
$7,200
17
18
19
20
21
22
23
$7,200
24
25
26
27
28
29
30
$6,000
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
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Oak Bluffs 4 Bedroom Home, Walk to Town & Beach!

10-minute walk to Oak Bluffs center and beach area from this lovely modern vacation home.  Enjoy all that the summer community of Oak Bluffs has to offer with quaint shops,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$540 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,700
8
9
10
11
12
13
14
$3,700
15
16
17
18
19
20
21
$3,700
22
23
24
25
26
27
28
$3,900
29
30
 $5,250
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,250
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$5,250
20
21
22
23
24
25
26
$5,250
27
28
29
30
31
 $5,250
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,250
3
4
5
6
7
8
9
$6,000
10
11
12
13
14
15
16
$6,000
17
18
19
20
21
22
23
$6,000
24
25
26
27
28
29
30
$5,750
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,200
14
15
16
17
18
19
20
$4,200
21
22
23
24
25
26
27
$4,200
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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Edgartown Village, Lovely 4 bedroom Home, 3 Baths, Quiet Location, 5 Minute Walk to Main Street,

MVVR Exclusive:This charming 4-bedroom, 3-bath home is ideally located just a 5-minute walk from Main Street, offering the perfect combination of in-town convenience and privacy at the end of Silva...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,000 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,000
15
16
17
18
19
20
21
$4,000
22
23
24
25
26
27
28
$4,500
29
30
 $7,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,500
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$7,500
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
$8,000
10
11
12
13
14
15
16
$8,000
17
18
19
20
21
22
23
$8,000
24
25
26
27
28
29
30
$6,300
31
 $4,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
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
 $3,500
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

Transferrable Ferry Tickets available 7/27 to 8/3

 

 

Rates just reduced on available weeks in June & July - see calendar for adjusted rates

Parking for 2 mid-size cars or SUV's only - please inquire

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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:
$2,400 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,300
15
16
17
18
19
20
21
$4,000
22
23
24
25
26
27
28
$5,100
29
30
 $5,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,200
6
7
8
9
10
11
12
$5,700
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,200
27
28
29
30
31
 $6,400
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,400
3
4
5
6
7
8
9
$6,500
10
11
12
13
14
15
16
$6,500
17
18
19
20
21
22
23
$6,500
24
25
26
27
28
29
30
$6,000
31
 $5,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$2,900
21
22
23
24
25
26
27
$2,900
28
29
30
 $2,600
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Exquisite Designer Home, 10 minute Walk to Oak Bluffs Town Center, Screened Porch, Patio Dining Area, Landscaped Yard, Professionally Decorated, AC

Quietly nestled on a quiet street just on the outskirts of town, this brightly lit home features a mix of coastal details and traditionally styled upscale furnishings for your comfort. The...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$5,100 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,300
8
9
10
11
12
13
14
$5,300
15
16
17
18
19
20
21
$5,300
22
23
24
25
26
27
28
$5,400
29
30
 $6,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
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
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,000
3
4
5
6
7
8
9
$6,000
10
11
12
13
14
15
16
$6,000
17
18
19
20
21
22
23
$6,000
24
25
26
27
28
29
30
$6,000
31
 $6,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$5,100
14
15
16
17
18
19
20
$5,100
21
22
23
24
25
26
27
$5,100
28
29
30
 $5,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Beautiful Newly Updated Cape Style Home, Association Tennis Courts 2 min Walk, Biking & Hiking Trails, Beaches 10 minutes from House

This lovely 3 bedroom, 2.5 bath home features sun-filled rooms, an open floor plan throughout, screened porch set up as a summer living room with a sectional sofa, and a...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $6,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,400
8
9
10
11
12
13
14
$5,400
15
16
17
18
19
20
21
$5,400
22
23
24
25
26
27
28
$5,400
29
30
 $6,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
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
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,000
3
4
5
6
7
8
9
$6,000
10
11
12
13
14
15
16
$6,000
17
18
19
20
21
22
23
$6,000
24
25
26
27
28
29
30
$6,000
31
 $5,400
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,400
7
8
9
10
11
12
13
$5,400
14
15
16
17
18
19
20
$5,400
21
22
23
24
25
26
27
$5,400
28
29
30
 $5,000
Clean Fee: 
$400
Tax: State & Local: 
11.7
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rossj13-02-patio.jpg
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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:
$4,000 - $5,900
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,000
15
16
17
18
19
20
21
$4,900
22
23
24
25
26
27
28
$4,900
29
30
 $5,900
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
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
$5,900
27
28
29
30
31
 $5,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,900
3
4
5
6
7
8
9
$5,900
10
11
12
13
14
15
16
$5,900
17
18
19
20
21
22
23
$5,900
24
25
26
27
28
29
30
$4,500
31
 $4,000
September 2025
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
 $4,000
Clean Fee: 
$400 per week, $500 per week with pet
Tax: State & Local: 
11.7
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Recently Updated & Perfect Katama Location, 3 Minute Drive to South Beach, 5 minute Drive to Edgartown Village

Contemporary Beach Home with easy access to South Beach and all that Edgartown Village has to offer.

The modern and bright main living area is an open concept with a...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $5,750
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,250
15
16
17
18
19
20
21
$4,250
22
23
24
25
26
27
28
$4,500
29
30
 $4,750
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,750
6
7
8
9
10
11
12
$4,750
13
14
15
16
17
18
19
$4,750
20
21
22
23
24
25
26
$4,750
27
28
29
30
31
 $5,750
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,750
3
4
5
6
7
8
9
$5,750
10
11
12
13
14
15
16
$5,750
17
18
19
20
21
22
23
$5,750
24
25
26
27
28
29
30
$5,750
31
 $4,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,000
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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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 - $5,600
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$4,000
29
30
 $5,600
July 2025
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
31
 $5,600
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,600
3
4
5
6
7
8
9
$5,600
10
11
12
13
14
15
16
$5,600
17
18
19
20
21
22
23
$5,600
24
25
26
27
28
29
30
$5,600
31
 $4,250
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,250
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
$3,500
28
29
30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
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Set Just on the ouskirts of Oak Bluffs. Central AC, Screened Porch

Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs center and beach area.  Fully furnished screen porch and shady porch.  This lovely home sleeps families of 8 comfortably.

The main...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$5,500 - $5,500
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
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
31
 $6,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,000
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
 
September 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
 
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7

Transferrable Ferry Tickets available, 7/13 -7/20 & 7/20 -7/27. Please inquire for details!

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