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Charming , Modern In-Town Oak Bluffs Vacation Home. Walk to Town, Parks, Beach. 4 Bedrooms, Sleeps 8, 3 Baths

This charming Oak Bluffs home is tucked away in a peaceful neighborhood, yet conveniently located just a 10-minute walk to the heart of town, the harbor, and the beach. Meticulously...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $8,500
June 2025
SuMoTuWeThFrSaWeek
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 $8,000
July 2025
SuMoTuWeThFrSaWeek
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$8,000
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$7,000
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$7,000
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$7,000
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 $7,000
August 2025
SuMoTuWeThFrSaWeek
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$7,000
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$7,500
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$7,500
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$8,500
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$6,500
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September 2025
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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VANAL

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Property Details
Classic Updated Gingerbread Cottage, 5 Minute Stroll Along Harbor to Beach and Town Center,

Classic Vineyard Oak Bluffs Cottage, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. The main living level features a lovely kitchen, very well stocked with...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $4,500
June 2025
SuMoTuWeThFrSaWeek
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 $5,000
July 2025
SuMoTuWeThFrSaWeek
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$5,000
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$4,500
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$4,500
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$4,500
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 $6,500
August 2025
SuMoTuWeThFrSaWeek
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$6,500
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$6,500
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$6,500
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$7,500
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$4,500
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 $4,500
September 2025
SuMoTuWeThFrSaWeek
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$4,500
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$3,000
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$3,000
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$3,000
28
29
30
 $3,000
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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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:
$3,200 - $3,200
June 2025
SuMoTuWeThFrSaWeek
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 $3,500
July 2025
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$3,500
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 $3,500
August 2025
SuMoTuWeThFrSaWeek
 1
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$3,500
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$3,500
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$3,500
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$3,500
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$3,500
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 $3,200
September 2025
SuMoTuWeThFrSaWeek
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$3,200
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$3,200
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$3,200
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$3,200
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29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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VOL55

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Property Details
LIGHT FILLED CONTEMPORARY HOME, AC, DECK AND SUN PORCH, SLEEPS 8

Set on a quiet circular street (Teaberry Lane), on the outskirts of Edgartown. Bike paths at the end of the street connect to town and miles of touring trails. This...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $4,150
June 2025
SuMoTuWeThFrSaWeek
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 $3,200
July 2025
SuMoTuWeThFrSaWeek
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$3,200
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$3,200
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$4,150
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$4,150
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 $4,150
August 2025
SuMoTuWeThFrSaWeek
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$4,150
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$3,100
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September 2025
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7

2025 Owner Special no clean fee for dates 6/28 - 7/12. Interim and final clean provided. 

6/28-7/5 available for $3100

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VOREA

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Property Details
Meeting House Village Condo, Association Pool, Short Drive to Edgartown Center, South Beach & State Beach

Note: Owner is replacing Sofas seen in photos with two new slip covered sofas and will be replacing all bedding and the baths will get a primp as well. New kitchen items...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
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 $3,200
July 2025
SuMoTuWeThFrSaWeek
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$3,200
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$3,200
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$3,200
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$3,700
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 $3,700
August 2025
SuMoTuWeThFrSaWeek
 1
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$3,700
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$3,700
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$4,000
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$3,700
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$3,000
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 $1,700
September 2025
SuMoTuWeThFrSaWeek
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$1,700
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$1,700
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$1,400
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$1,400
28
29
30
 $1,400
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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WALCN

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Property Details
Lovely Home in Island Grove Area of Edgartown Conveniently Located between South Beach and Edgartown Village

New for 2025: All new lower level renovation will have a family room with large screen TV,  comfy sofa seating and a game table. Bedroom #4 will be added to...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
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 $4,800
July 2025
SuMoTuWeThFrSaWeek
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$4,800
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 $5,200
August 2025
SuMoTuWeThFrSaWeek
 1
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$5,200
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$5,800
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$5,800
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$5,800
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$5,500
31
 
September 2025
SuMoTuWeThFrSa
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Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
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WALSB

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Property Details
New Contemporary Luxury Home, Heated Pool,18 x 40, Luxury Amenities, Screened Porch, Patio and Private Yard

This beautiful new luxury home with an 18 x 40 heated pool which is located a quick bike ride to Morning Glory Farm and close to historic Edgartown Village, is...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Baths: 
4
Price Range:
$4,300 - $18,500
June 2025
SuMoTuWeThFrSaWeek
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 $16,500
July 2025
SuMoTuWeThFrSaWeek
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3
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$16,500
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$16,500
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$16,500
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$17,250
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 $17,740
August 2025
SuMoTuWeThFrSaWeek
 1
2
$17,740
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$17,740
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$17,740
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$17,740
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30
$15,500
31
 $8,250
September 2025
SuMoTuWeThFrSaWeek
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2
3
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$8,250
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$7,750
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$6,500
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$6,500
28
29
30
 $5,500
Clean Fee: 
$675 per week
Tax: State & Local: 
11.7

Pool is heated to 82 degrees in July and August included in rental rate. 

 

Pool heat fee May, June, Sept $350 per week. Pool heated to 82. 

Pool is not available after October 5th

 

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WALSJ

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Property Details
Gorgeous in Town Home, Heated Saltwater Pool, 16 x 32, Pool Cabana/Office Space, 5 minute walk to the heart of Edgartown Village

Sansouci  Located on a quiet cul de sac that is a 5-minute walk to restaurants and shops in downtown Edgartown. It’s a 10-minute walk to the harbor and a 15-minute walk...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$19,500 - $22,500
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
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$19,500
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$19,500
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 $19,500
August 2025
SuMoTuWeThFrSaWeek
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$19,500
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$22,500
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$22,500
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$22,500
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$25,000
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September 2025
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Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

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

Pool heated to 82 in June & September additional $250 per week, May & October additional $350 per week 
 

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WALSP

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Property Details
Gracious Village Area 5 Bedroom Home, Light Filled Interior, Mulitple Living Spaces, Large Landscaped Yard, Located on Quiet Side St, 5 min Walk to Main St.

Stunning Edgartown Village Home! This meticulously maintained and newly updated property offers multiple living areas, 5 bedrooms, and 3.5 baths, surrounded by a lushly landscaped yard. Just a 5-minute walk...Read more

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

 

Parking for 3 cars, no on street parking

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WASHS

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Property Details
Stylish and Beautifully Decorated Summer Residence, Screened Porch, Spacious Deck, WiFi

Centrally located mid-island, this beautifully appointed home features an open design kitchen, dining, and living areas for easy entertaining with family and friends.  French doors off of the living area...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,100 - $4,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
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8
9
10
11
12
13
14
15
16
17
18
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20
21
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23
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26
27
28
29
30
 $4,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
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10
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12
$4,000
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14
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18
19
$4,000
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21
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23
24
25
26
$4,000
27
28
29
30
31
 $4,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,300
3
4
5
6
7
8
9
$4,300
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11
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16
$4,300
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18
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23
$4,300
24
25
26
27
28
29
30
$4,300
31
 $2,350
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,350
7
8
9
10
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12
13
$2,350
14
15
16
17
18
19
20
$2,350
21
22
23
24
25
26
27
$2,350
28
29
30
 $2,100
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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