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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:
$4,250 - $4,250
June 2026
SuMoTuWeThFrSaWeek
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 $3,200
July 2026
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 2026
SuMoTuWeThFrSaWeek
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$4,150
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$4,250
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$4,250
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$4,250
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$4,250
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September 2026
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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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 2026
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July 2026
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August 2026
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September 2026
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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. Association Tennis Courts and Pickleball Available to Renters

This recently updated home is tucked in the Island Grove area of Edgartown and is a perfect retreat for families & friends to gather. Located in a desirable neighborhood with access...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,280 - $6,470
June 2026
SuMoTuWeThFrSaWeek
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$4,800
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 $5,280
July 2026
SuMoTuWeThFrSaWeek
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$5,280
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$5,770
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$5,770
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$5,770
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 $5,770
August 2026
SuMoTuWeThFrSaWeek
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$5,770
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$6,470
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September 2026
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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 - $17,000
June 2026
SuMoTuWeThFrSaWeek
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$9,750
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$10,750
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$13,000
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$15,000
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 $17,000
July 2026
SuMoTuWeThFrSaWeek
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$17,000
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$17,000
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$17,000
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$17,500
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 $18,000
August 2026
SuMoTuWeThFrSaWeek
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$18,000
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$18,500
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$18,500
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$18,500
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$16,000
30
31
 $8,500
September 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,000
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$7,000
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$6,750
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 $6,500
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:
$20,000 - $23,000
June 2026
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July 2026
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$20,000
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$20,000
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 $20,000
August 2026
SuMoTuWeThFrSaWeek
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$20,000
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$23,000
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$23,000
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$23,000
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$23,000
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September 2026
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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:
$8,000 - $8,000
June 2026
SuMoTuWeThFrSaWeek
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2
3
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$8,000
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$8,000
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$8,000
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$10,000
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 $10,000
July 2026
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$10,000
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$14,500
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 $14,500
August 2026
SuMoTuWeThFrSaWeek
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$14,500
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$14,500
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$14,500
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$14,500
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$12,500
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31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
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$10,000
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$8,000
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$8,000
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$8,000
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 $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 - $4,200
June 2026
SuMoTuWeThFrSaWeek
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$2,350
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$2,350
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$2,350
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$3,700
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29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
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$4,200
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$4,200
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August 2026
SuMoTuWeThFrSaWeek
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$4,500
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$4,500
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$4,500
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$4,500
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
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$2,350
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$2,350
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$2,350
27
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29
30
 $2,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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WATTL

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Property Details
Cottage with Screened Porch, Close to Menemsha Village Area and just a Short Drive to Lucy Vincent Beacn

Menemsha Crossroads sweet cottage in a private wooded area, perfect for a family of four. Features 2 bedrooms, a primary with bath, and the 2nd bedroom uses a hall bath. The...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$1,700 - $3,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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$2,500
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$2,500
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$2,500
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$2,500
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29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
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2
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$3,000
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$3,000
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$3,000
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$3,000
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31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
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$3,000
2
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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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31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
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2
3
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5
$2,500
6
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$2,500
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$2,500
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$2,500
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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WE122

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Property Details
Luxury Modern Farm House Design, Waterfront Pear Tree Cove on the Tisbury Great Pond, Rental Boat Access to South Shore Beach, Spectacular Area for Kayak Enthusiasts

New exquisite contemporary farmhouse design! Waterfront on the Tisbury Great Pond with access via boat rentals to gorgeous South Shore Beach. The beach area on the pond provides a great play space...Read more

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

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Property Details
Menemsha

Magical Menemsha Cottage with water views of the Elizabeth Islands and harbor. The wooded property encompasses 3 private acres and is within walking distance to the village of Menemsha and...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
3
Baths: 
1
Price Range:
$3,520 - $8,520
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,050
7
8
9
10
11
12
13
$6,050
14
15
16
17
18
19
20
$6,050
21
22
23
24
25
26
27
$6,050
28
29
30
 $8,520
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,520
5
6
7
8
9
10
11
$8,520
12
13
14
15
16
17
18
$8,520
19
20
21
22
23
24
25
$8,520
26
27
28
29
30
31
 $8,520
August 2026
SuMoTuWeThFrSaWeek
 1
$8,520
2
3
4
5
6
7
8
$8,520
9
10
11
12
13
14
15
$8,520
16
17
18
19
20
21
22
$8,520
23
24
25
26
27
28
29
$8,520
30
31
 $6,310
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,310
6
7
8
9
10
11
12
$6,310
13
14
15
16
17
18
19
$6,310
20
21
22
23
24
25
26
$6,310
27
28
29
30
 $6,310
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

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