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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 - $6,000
June 2026
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$4,000
28
29
30
 $5,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$5,800
5
6
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10
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$5,800
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$5,800
19
20
21
22
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24
25
$5,800
26
27
28
29
30
31
 $5,800
August 2026
SuMoTuWeThFrSaWeek
 1
$5,800
2
3
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5
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$6,000
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$6,000
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$6,000
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$6,000
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$4,250
6
7
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$3,500
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$3,500
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$3,500
27
28
29
30
 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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ARNOS

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Property Details
Wonderful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$7,650 - $9,450
June 2026
SuMoTuWeThFrSaWeek
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5
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$7,000
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$7,000
14
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$7,000
21
22
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24
25
26
27
$7,000
28
29
30
 $8,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,400
5
6
7
8
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10
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$8,400
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$8,400
19
20
21
22
23
24
25
$8,400
26
27
28
29
30
31
 $8,550
August 2026
SuMoTuWeThFrSaWeek
 1
$8,550
2
3
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5
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$9,450
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$9,450
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$9,450
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28
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$9,450
30
31
 $7,650
September 2026
SuMoTuWeThFrSaWeek
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$7,650
6
7
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$6,300
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$6,300
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21
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25
26
$6,300
27
28
29
30
 $6,300
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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ARONA

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Property Details
Superior New Luxury Build, Waterfront on the Lagoon, Multiple Indoor/Outdoor living Spaces. Private Association Beach Key, Deep Water Mooring

Nestled on Hines Point in Vineyard Haven, The Epitome of Summer Living offers sweeping vistas of the water from every room. With a sprawling screened porch, an upper-level deck, and...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSaWeek
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$20,000
26
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30
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 $20,000
August 2026
SuMoTuWeThFrSaWeek
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$20,000
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$20,000
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September 2026
SuMoTuWeThFrSa
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Owner provides a key to a beautiful  private association Beach in Chilmark, Quansoo Beach, approximately a 25 minute drive from the house. 

 

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BAKE7

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Property Details
Waterview, Walk to the Beach and Town Center, Impeccably Maintained 4 bedroom Home set in the Heart of Oak Bluffs.
Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,400 - $13,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$4,400
7
8
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10
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$4,400
14
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$4,900
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$4,900
28
29
30
 $9,000
July 2026
SuMoTuWeThFrSaWeek
 1
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$9,000
5
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$11,000
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$11,000
19
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22
23
24
25
$11,000
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
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5
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$12,000
9
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$12,000
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$13,000
23
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28
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$13,000
30
31
 $11,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,000
6
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$6,000
13
14
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$5,700
20
21
22
23
24
25
26
$5,700
27
28
29
30
 $5,700
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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BALAR

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

 

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Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,400 - $5,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
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10
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12
13
$4,500
14
15
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17
18
19
20
$4,500
21
22
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24
25
26
27
$4,900
28
29
30
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
9
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15
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$4,900
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
6
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$5,100
9
10
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12
13
14
15
$5,100
16
17
18
19
20
21
22
$5,200
23
24
25
26
27
28
29
$4,900
30
31
 $4,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,900
6
7
8
9
10
11
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$4,600
13
14
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$4,400
20
21
22
23
24
25
26
$4,400
27
28
29
30
 $3,400
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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BARNJ

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Property Details
Chic, Meticulously Maintained Cape Style Home, 3 bedrooms, 3 Baths, Sleeps 6, Walk to Oak Bluffs Town Center and Beaches, Tucked on a Large Beautifully Landscaped Lot

Nestled in a beautifully landscaped lot in a serene and private neighborhood, this meticulously maintained cottage in Oak Bluffs offers a perfect retreat for rental guests. With chic luxury amenities, it's...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,750
7
8
9
10
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12
13
$3,750
14
15
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19
20
$4,350
21
22
23
24
25
26
27
$4,600
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,400
5
6
7
8
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10
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$5,400
12
13
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$5,600
19
20
21
22
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24
25
$5,600
26
27
28
29
30
31
 $5,600
August 2026
SuMoTuWeThFrSaWeek
 1
$5,600
2
3
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5
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$6,850
9
10
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14
15
$6,850
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21
22
$6,850
23
24
25
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27
28
29
$6,350
30
31
 $3,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,750
6
7
8
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$3,750
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$3,750
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21
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25
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$3,750
27
28
29
30
 $3,750
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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BARTE

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Property Details
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 - $6,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,700
7
8
9
10
11
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13
$4,700
14
15
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20
$6,800
21
22
23
24
25
26
27
$6,800
28
29
30
 $6,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,800
5
6
7
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10
11
$6,800
12
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$6,800
19
20
21
22
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24
25
$6,800
26
27
28
29
30
31
 $6,800
August 2026
SuMoTuWeThFrSaWeek
 1
$6,800
2
3
4
5
6
7
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$6,800
9
10
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12
13
14
15
$6,800
16
17
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19
20
21
22
$6,800
23
24
25
26
27
28
29
$6,800
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
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$4,000
13
14
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$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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BAYLM

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Property Details
Spectacular Waterfront Views in exclusive Makonikey area, Ocean Views and Breathtaking Sunsets, Private Beach, Private Location

This serene waterfront retreat offers sweeping water views in an exceptionally private setting, yet is just a 10-minute drive from town, with access to fine dining, shopping, galleries, and entertainment....Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$12,500 - $12,500
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSaWeek
 1
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$12,500
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$12,500
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September 2026
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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BEAT2

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Property Details
Perfect Katama Location. 4 bedrooms, Spacious Deck overlooking Yard Area

Situated in the heart of the Katama area of Edgartown this lovely home is just 2 miles to South Beach and 2 miles to the heart of Edgartown village area. ...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,480 - $7,150
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,250
7
8
9
10
11
12
13
$6,200
14
15
16
17
18
19
20
$6,200
21
22
23
24
25
26
27
$6,200
28
29
30
 $6,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,500
5
6
7
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9
10
11
$6,500
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,850
26
27
28
29
30
31
 $6,850
August 2026
SuMoTuWeThFrSaWeek
 1
$6,850
2
3
4
5
6
7
8
$7,150
9
10
11
12
13
14
15
$7,150
16
17
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19
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21
22
$7,150
23
24
25
26
27
28
29
$7,150
30
31
 $6,850
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,850
6
7
8
9
10
11
12
$6,200
13
14
15
16
17
18
19
$6,200
20
21
22
23
24
25
26
$6,200
27
28
29
30
 
Clean Fee: 
$475
Tax: State & Local: 
11.7
Add Favorite
 
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BEATM

(0)Inquire/Share
Property Details
South Beach Contemporary, Light Filled Interior, Screened Porch and Sunny Deck, Conveniently located to Beach and Five minute drive to Edgartown Village Center

Cute contemporary 3 bedroom, 2 bath beach house located on a quiet lane in the heart of Katama. Just a 5-minute drive to South Beach and 2.5 miles from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,250 - $5,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,850
7
8
9
10
11
12
13
$4,850
14
15
16
17
18
19
20
$5,180
21
22
23
24
25
26
27
$5,180
28
29
30
 $5,600
July 2026
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
31
 $5,750
August 2026
SuMoTuWeThFrSaWeek
 1
$5,750
2
3
4
5
6
7
8
$5,750
9
10
11
12
13
14
15
$5,750
16
17
18
19
20
21
22
$5,750
23
24
25
26
27
28
29
$5,750
30
31
 $5,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,750
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7

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