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Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Multiple Living Spaces, Screened Porch, Spacious Deck, AC, Wifi, Beautifully Furnished, Bike Paths at the head of the Road

Spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. . The main living level features an open concept and hosts a family...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,500 - $9,100
June 2026
SuMoTuWeThFrSaWeek
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$5,400
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$5,400
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$5,400
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22
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$5,400
28
29
30
 $6,300
July 2026
SuMoTuWeThFrSaWeek
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3
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$6,300
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$6,300
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$6,500
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$6,700
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30
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 $6,900
August 2026
SuMoTuWeThFrSaWeek
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$6,900
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$9,100
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$13,500
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$9,500
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$6,900
30
31
 $6,600
September 2026
SuMoTuWeThFrSaWeek
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$6,600
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$5,900
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$5,000
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25
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$5,000
27
28
29
30
 $5,000
Clean Fee: 
$500 per week ($375 for interim cleaning on multiple week rentals)
Tax: State & Local: 
11.7

Ferry Tickets Available 7/26 - 8/2 & 8/2 - 8/9 - please inquire

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Stunning 6 Bedroom, 5.5 Bath Home, Heated Pool, Multiple Indoor, Outdoor Entertainment Areas

Luxury Edgartown Retreat with Heated Pool & Expansive Grounds

This beautifully appointed vacation home offers the perfect blend of luxury, comfort, and space, ideal for extended families and friends. Featuring a...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$7,500 - $23,000
June 2026
SuMoTuWeThFrSaWeek
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5
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$15,500
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$17,500
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$17,500
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22
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25
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$17,500
28
29
30
 $23,000
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$23,000
5
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$23,000
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$23,000
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25
$23,000
26
27
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30
31
 $23,000
August 2026
SuMoTuWeThFrSaWeek
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$23,000
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$25,500
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$25,500
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$25,500
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28
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$23,500
30
31
 $17,500
September 2026
SuMoTuWeThFrSaWeek
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$17,500
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$17,500
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$10,500
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25
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$10,500
27
28
29
30
 $10,500
Clean Fee: 
$700
Tax: State & Local: 
11.7

Ferry Tickets available for Purchase,  7/11-7/18,  8/23-8/30 - please inquire

 

Pool Heated to 82 degrees July & August weeks included in rental rate.

Pool Heated 82 degrees, July & September weeks additional $300 propane surcharge per week. 

May & October Pool Heat  inquire with Agent for details. 

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Heated Pool, 10 x 16. Edgartown Village Center, Walk to Town, Sleeps 6, South and State Beaches 10 to 12 minute drive.

Beautiful new in-town home with heated pool,screened porch, a lovely, landscaped yard with expansive lawn area and nicely tucked on a quiet street just a 10-minute walk from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
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: 
$600 per week
Tax: State & Local: 
11.7
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Stylish Main & Guest House with Heated Pool, 10 x 16 Plunge Pool,Landscaped Yard, Walk to Village Center, Sleeps 8-10 2026- Owner will rent Main House Only in June for $10,000 per week, and $15,000 open July weeks.Inquire for Details!

This inviting 5-bedroom, 3.5-bath compound is perfect for extended families and friends. It features a Main House and separate Guest House, both offering a heated plunge pool, 10 x 16...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
5
Baths: 
3
Price Range:
$10,000 - $20,000
June 2026
SuMoTuWeThFrSaWeek
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$15,000
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$15,000
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$15,000
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$15,000
28
29
30
 $18,000
July 2026
SuMoTuWeThFrSaWeek
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$18,000
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$20,000
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$18,000
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21
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25
$18,000
26
27
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30
31
 $18,000
August 2026
SuMoTuWeThFrSaWeek
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$18,000
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$20,000
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$20,000
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$20,000
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$15,000
30
31
 $15,000
September 2026
SuMoTuWeThFrSaWeek
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5
$15,000
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$15,000
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$15,000
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25
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$15,000
27
28
29
30
 $15,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Pool Heated to 82 included in rental rate July & August weeks.

Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.

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Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area

Charming Historic Home in the Heart of Edgartown Village

Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10,000 - $14,000
June 2026
SuMoTuWeThFrSaWeek
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$12,000
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$12,000
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$12,000
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22
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27
$12,000
28
29
30
 $14,000
July 2026
SuMoTuWeThFrSaWeek
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$14,000
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$14,000
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$14,000
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25
$14,000
26
27
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30
31
 $14,000
August 2026
SuMoTuWeThFrSaWeek
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$14,000
2
3
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$14,000
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$14,000
16
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21
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$14,000
23
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28
29
$14,000
30
31
 $14,000
September 2026
SuMoTuWeThFrSaWeek
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2
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4
5
$14,000
6
7
8
9
10
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12
$12,000
13
14
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16
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18
19
$12,000
20
21
22
23
24
25
26
$12,000
27
28
29
30
 $10,000
Clean Fee: 
$450
Tax: State & Local: 
11.7

Ferry tickets available for purchase, 7/5-7/12, 7/12-7/19, 7/19-7/26, & 7/26-8/2  - please inquire  (mv)

 

Owner offers a 5% discount on the Rental Rate for two weeks, and 10% for 3 weeks or longer

 

 

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Stunning Tri-Level Home, Heated Pool, Screened Porch, Beautifully Landscaped, Walk to Association Tennis Courts

Featured MVVR Listing:

Beautiful Coastal Inspired Retreat features multiple living spaces, a pool, a bluestone patio area, and a deck with an outdoor dining and grill area.  This beautiful home is...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$70 - $70
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: 
$550 per week
Tax: State & Local: 
11.7

Pool Heated to 80 degrees included in rental rate last Saturday in June to the first Saturday in September. 

 

Pool Heated to 80 degrees, June & September weeks additional $300 propane surcharge per week. 

   

 

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Perfect Retreat for Large Families, 1.5 miles to Oak Bluffs Town Center & Beach, Bike Path at end of Street

Spacious and perfect for extended families, featuring multiple attractively furnished living areas, and sleeps 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more

Location: 
Oak Bluffs
Sleeps: 
11
Bedrooms: 
5
Baths: 
3
Price Range:
$7,950 - $7,950
June 2026
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
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 $7,950
July 2026
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
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 $7,950
August 2026
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
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$7,950
30
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 $7,950
September 2026
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
27
28
29
30
 $7,950
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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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:
$6,000 - $6,000
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSaWeek
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$6,000
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 $6,000
August 2026
SuMoTuWeThFrSaWeek
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$6,000
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$7,000
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$6,500
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September 2026
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8

The perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by woodlands.  Bold Meadow is a lovely private enclave of homes on the outskirts of...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
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: 
$525 per week
Tax: State & Local: 
11.7
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Classic Lovely Vineyard Cottage, Approximately 1.5 Miles to Oak Bluffs Center and Beaches. Mature Landscaped Yard, Spacious Deck

The Perfect Cozy Cottage, is pristinely maintained and situated in a quiet neighborhood just on the outskirts of Oak Bluffs.  This spacious 2 bedroom, 2 bath home sleeps 4. The...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,700 - $4,000
June 2026
SuMoTuWeThFrSaWeek
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$2,700
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$2,700
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$2,700
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$2,700
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 $3,500
July 2026
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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 $4,000
August 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
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$4,000
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 $2,700
September 2026
SuMoTuWeThFrSaWeek
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$2,700
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$2,700
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$2,700
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$2,700
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Clean Fee: 
$300, additional may apply multiple week rentals
Tax: State & Local: 
11.7

Owner will rent off weekend dates, with a 7-night minimum, to accommodate the need for auto ticket reservations.  

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