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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 - $6,250
June 2027
SuMoTuWeThFrSaWeek
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$4,850
6
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$4,850
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$5,250
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$5,250
27
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29
30
 $6,000
July 2027
SuMoTuWeThFrSaWeek
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2
3
$6,000
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10
$6,000
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$6,000
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$6,000
25
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30
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$6,250
August 2027
SuMoTuWeThFrSaWeek
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$6,250
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$6,250
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$6,250
22
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$6,250
29
30
31
 $6,000
September 2027
SuMoTuWeThFrSaWeek
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$6,000
5
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$5,000
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$5,000
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29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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BEG21

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Property Details
Ideally located just 1 mile to OB Center, Many Updates, Enclosed Private Back Yard, Deck Nicely outfitted with Dining and new Living Area Grouping., Central AC

This cozy recently updated vacation home is tucked on a quiet street just on the outskirts of Oak Bluffs Center. Bike or walk to the town center, Inkwell Beach, and the picturesque Harbor...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $8,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
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18
19
$4,500
20
21
22
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24
25
26
$4,500
27
28
29
30
 $6,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,500
4
5
6
7
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9
10
$7,000
11
12
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$7,000
18
19
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24
$7,000
25
26
27
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30
31
$7,000
August 2027
SuMoTuWeThFrSaWeek
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2
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$8,000
8
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14
$8,000
15
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21
$8,000
22
23
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25
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27
28
$8,000
29
30
31
 $3,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
6
7
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11
$3,500
12
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18
$3,500
19
20
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22
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25
$3,500
26
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Note: Owner maintains security camera on front of house

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BELAT

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Property Details
Charming West Tisbury Country Setting, Access to Association Pool,, Mutiple Indoor/Outdoor Living Spaces, Gorgeous Private Yard

Spacious, light-filled home set in a lovely community with AC and a well-equipped kitchen. The sun room opens to the deck which overlooks a lovely, private yard.  A combined living and dining...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,600 - $3,500
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
 1
2
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$3,500
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$3,500
25
26
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30
31
$3,500
August 2027
SuMoTuWeThFrSaWeek
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2
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$3,500
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$3,500
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$3,500
22
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29
30
31
 $2,600
September 2027
SuMoTuWeThFrSaWeek
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$2,600
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$2,600
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21
22
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25
26
27
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29
30
 
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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BELJA

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Property Details
Captain Swain House, Elegant Main & Guest House, 4 Bedrooms, 4.5 Baths, Multiple Indoor/Outdoor Living Spaces, 5 Minute Walk to Town, Expansive Landscaped Yard

In-Town Vacation Retreat in the William Street Historic District
Just a five-minute walk to the heart of town, this spacious and beautifully updated home blends modern comfort with timeless...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSa
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September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$875 per week
Tax: State & Local: 
11.7
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BELLJ

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Property Details
Gorgeous Beach Retreat, 20 x 40 Heated Pebble Tec Pool, Tennis Courts, Walk or Bike to South Beach

This stunning newly updated contemporary beach home is just steps from South Beach, and even fewer steps to the bike path that leads to the beach and  2 miles to Edgartown village...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$11,000 - $30,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$15,000
6
7
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9
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12
$15,000
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$20,000
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21
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$20,000
27
28
29
30
 $25,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$25,000
4
5
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10
$25,000
11
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$28,500
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19
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24
$28,500
25
26
27
28
29
30
31
$30,000
August 2027
SuMoTuWeThFrSaWeek
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2
3
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5
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$30,000
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9
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13
14
$30,000
15
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20
21
$30,000
22
23
24
25
26
27
28
$25,000
29
30
31
 $20,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$20,000
5
6
7
8
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10
11
$15,000
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18
$15,000
19
20
21
22
23
24
25
$15,000
26
27
28
29
30
 $11,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

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

Pool heated to 82 additional $300 per week June & September, May & October pool heated to 82 additional $400 per week

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BERNC

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Property Details
Mini Retreat with Pool, Private Peaceful Chilmark Location, Lucy Vincent and Menemsha Beaches Nearby.

Impeccably maintained and updated, this adorable summer home is perfect for families looking for luxury features such as quality linens in a quiet location. The 12 by 18-foot spa pool is...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,800 - $14,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,350
6
7
8
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10
11
12
$7,350
13
14
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18
19
$8,000
20
21
22
23
24
25
26
$12,400
27
28
29
30
 $14,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$14,500
4
5
6
7
8
9
10
$14,500
11
12
13
14
15
16
17
$14,500
18
19
20
21
22
23
24
$14,500
25
26
27
28
29
30
31
$14,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$14,500
8
9
10
11
12
13
14
$14,500
15
16
17
18
19
20
21
$14,500
22
23
24
25
26
27
28
$14,500
29
30
31
 $8,300
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,300
5
6
7
8
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10
11
$7,650
12
13
14
15
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18
$7,650
19
20
21
22
23
24
25
$7,650
26
27
28
29
30
 $4,800
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7

Pool heated to 82 degrees included in rental rate July & August

Pool heated to 82 degrees, May, June Sept and October additional $150 per week propane surcharge

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BERNS

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Property Details
Country Charm, Screened Porch, Large Yard, Bike Paths

Large families enjoy this wonderful summer home.  Conveniently located close to West Tisbury town center.  Great summer spaces for relaxing and enjoying barbeques, lawn games, lunch on the screened porch,...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$3,600 - $4,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,800
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
4
5
6
7
8
9
10
$4,000
11
12
13
14
15
16
17
$4,000
18
19
20
21
22
23
24
$4,000
25
26
27
28
29
30
31
$4,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,800
8
9
10
11
12
13
14
$4,800
15
16
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18
19
20
21
$4,800
22
23
24
25
26
27
28
$4,800
29
30
31
 $3,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,900
5
6
7
8
9
10
11
$3,900
12
13
14
15
16
17
18
$3,900
19
20
21
22
23
24
25
$3,900
26
27
28
29
30
 $3,900
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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BETTD

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Property Details
Outstanding Luxury Family Retreat, Heated Pool, 10 Minute Walk/5 minute Bike Ride to Village Center,

This outstanding custom-built summer vacation home features an 18 X 40 ft heated pool with a bluestone patio surround.  Set on a large private yard, this designer home is just a 10-minute...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$10,600 - $23,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$13,500
13
14
15
16
17
18
19
20
21
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25
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29
30
 $21,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$21,500
4
5
6
7
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9
10
$21,500
11
12
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17
$21,500
18
19
20
21
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24
$21,500
25
26
27
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29
30
31
$21,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$23,500
8
9
10
11
12
13
14
$23,500
15
16
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18
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20
21
$23,500
22
23
24
25
26
27
28
$23,500
29
30
31
 $15,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$10,600
26
27
28
29
30
 $10,600
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heated to 81 July & August included in rental rate. Off season pool heat may be extra fee, please inquire! 

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BETTE

Inquire
Property Details
Luxury Gambrel Home. Heated Pool, Bluestone Patio Surround, Patio Dining, Walk to Town, 4 Bedrooms, 3.5 Baths

Unwind with family and friends in this newly constructed vacation home, featuring a heated pool and ideally situated on a peaceful lane, just a short stroll to the village center....Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$10,600 - $24,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$13,500
13
14
15
16
17
18
19
$15,100
20
21
22
23
24
25
26
$16,500
27
28
29
30
 $20,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$20,500
4
5
6
7
8
9
10
$22,500
11
12
13
14
15
16
17
$22,500
18
19
20
21
22
23
24
$22,500
25
26
27
28
29
30
31
$22,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$24,500
8
9
10
11
12
13
14
$24,500
15
16
17
18
19
20
21
$24,500
22
23
24
25
26
27
28
$24,000
29
30
31
 $16,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$16,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$10,600
26
27
28
29
30
 $10,600
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

 

Pool Heated included in rental rate July & August weeks

 

Pool Heated June & September weeks, additional $300 per week 

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BIALS

Inquire
Property Details
Chilmark, Charming Updated Menemsha Home. Water Views & Sunset Views, Quintessential Beach House.

On a hilltop overlooking the ocean in Menemsha sits this authentic Vineyard home. From one of the most desirable locations on the island, it's an easy walk to the...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
4
Price Range:
$7,500 - $11,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,500
6
7
8
9
10
11
12
$9,500
13
14
15
16
17
18
19
$9,500
20
21
22
23
24
25
26
$9,500
27
28
29
30
 $11,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$11,500
4
5
6
7
8
9
10
$11,500
11
12
13
14
15
16
17
$11,500
18
19
20
21
22
23
24
$11,500
25
26
27
28
29
30
31
$11,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,500
8
9
10
11
12
13
14
$11,500
15
16
17
18
19
20
21
$11,500
22
23
24
25
26
27
28
$11,500
29
30
31
 $10,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
 $9,000
Clean Fee: 
$500
Tax: State & Local: 
11.7

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