Vacation Rentals

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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:
$10 - $4,150
June 2025
SuMoTuWeThFrSaWeek
1
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12
13
14
15
16
17
18
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22
23
24
25
26
27
28
29
30
 $3,450
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,450
6
7
8
9
10
11
12
$3,450
13
14
15
16
17
18
19
$4,150
20
21
22
23
24
25
26
$4,150
27
28
29
30
31
 $4,150
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,150
3
4
5
6
7
8
9
$4,150
10
11
12
13
14
15
16
$4,150
17
18
19
20
21
22
23
$4,150
24
25
26
27
28
29
30
$3,550
31
 
September 2025
SuMoTuWeThFrSa
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29
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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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:
$10 - $10
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$1,700
8
9
10
11
12
13
14
$2,000
15
16
17
18
19
20
21
$2,000
22
23
24
25
26
27
28
29
30
 $3,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,200
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,700
27
28
29
30
31
 $3,700
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,700
3
4
5
6
7
8
9
$3,700
10
11
12
13
14
15
16
$4,000
17
18
19
20
21
22
23
$3,700
24
25
26
27
28
29
30
$3,000
31
 $1,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,700
7
8
9
10
11
12
13
$1,700
14
15
16
17
18
19
20
$1,400
21
22
23
24
25
26
27
$1,400
28
29
30
 $1,400
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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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: 
3
Baths: 
3
Price Range:
$10 - $4,800
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$3,600
22
23
24
25
26
27
28
$3,600
29
30
 $4,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
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
$4,800
27
28
29
30
31
 $5,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,200
3
4
5
6
7
8
9
$5,800
10
11
12
13
14
15
16
$5,800
17
18
19
20
21
22
23
$5,800
24
25
26
27
28
29
30
$5,500
31
 
September 2025
SuMoTuWeThFrSa
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15
16
17
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21
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24
25
26
27
28
29
30
 
Clean Fee: 
$525 per week
Tax: State & Local: 
11.7

Ferry Tickets available for weeks 6/28-7/5, 7/19-7/26 - please inquire

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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:
$10 - $16,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,500
8
9
10
11
12
13
14
$10,750
15
16
17
18
19
20
21
$14,500
22
23
24
25
26
27
28
$16,000
29
30
 $16,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,500
6
7
8
9
10
11
12
$16,500
13
14
15
16
17
18
19
$16,500
20
21
22
23
24
25
26
$17,250
27
28
29
30
31
 $17,740
August 2025
SuMoTuWeThFrSaWeek
 1
2
$17,740
3
4
5
6
7
8
9
$17,740
10
11
12
13
14
15
16
$17,740
17
18
19
20
21
22
23
$17,740
24
25
26
27
28
29
30
$15,500
31
 $8,250
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,250
7
8
9
10
11
12
13
$7,750
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
 $5,500
Clean Fee: 
$650 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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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:
$10 - $25,000
June 2025
SuMoTuWeThFrSa
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29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$19,500
20
21
22
23
24
25
26
$19,500
27
28
29
30
31
 $19,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$19,500
3
4
5
6
7
8
9
$22,500
10
11
12
13
14
15
16
$22,500
17
18
19
20
21
22
23
$22,500
24
25
26
27
28
29
30
$25,000
31
 
September 2025
SuMoTuWeThFrSa
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10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
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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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:
$10 - $14,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$8,000
15
16
17
18
19
20
21
$8,000
22
23
24
25
26
27
28
$10,000
29
30
 $10,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$10,000
13
14
15
16
17
18
19
$10,000
20
21
22
23
24
25
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
12
13
14
15
16
$14,500
17
18
19
20
21
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
23
24
25
26
27
$8,000
28
29
30
 $8,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Ferry Tickets available for week 8/16-8/23 - please inquire

 

Parking for 3 cars, no on street parking

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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:
$10 - $4,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,350
8
9
10
11
12
13
14
$2,350
15
16
17
18
19
20
21
$2,350
22
23
24
25
26
27
28
$3,700
29
30
 $4,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
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
10
11
12
13
14
15
16
$4,300
17
18
19
20
21
22
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
11
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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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:
$10 - $3,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,100
8
9
10
11
12
13
14
$2,100
15
16
17
18
19
20
21
22
23
24
25
26
27
28
$2,400
29
30
 $2,700
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,700
6
7
8
9
10
11
12
$2,700
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,800
27
28
29
30
31
 $3,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,000
3
4
5
6
7
8
9
$3,000
10
11
12
13
14
15
16
$3,000
17
18
19
20
21
22
23
$3,000
24
25
26
27
28
29
30
$2,600
31
 $1,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,700
7
8
9
10
11
12
13
$1,700
14
15
16
17
18
19
20
$1,700
21
22
23
24
25
26
27
$1,700
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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:
$10 - $12,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,500
8
9
10
11
12
13
14
$9,500
15
16
17
18
19
20
21
$9,500
22
23
24
25
26
27
28
$9,500
29
30
 $12,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$14,500
20
21
22
23
24
25
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
12
13
14
15
16
$14,500
17
18
19
20
21
22
23
$14,500
24
25
26
27
28
29
30
$14,500
31
 $9,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,500
7
8
9
10
11
12
13
$9,500
14
15
16
17
18
19
20
$9,500
21
22
23
24
25
26
27
$9,500
28
29
30
 $9,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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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:
$10 - $8,220
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,750
8
9
10
11
12
13
14
$5,750
15
16
17
18
19
20
21
$5,750
22
23
24
25
26
27
28
$5,750
29
30
 $7,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
31
 $8,220
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,220
3
4
5
6
7
8
9
$8,220
10
11
12
13
14
15
16
$8,220
17
18
19
20
21
22
23
$8,220
24
25
26
27
28
29
30
$8,220
31
 $6,030
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,030
7
8
9
10
11
12
13
$6,030
14
15
16
17
18
19
20
$6,030
21
22
23
24
25
26
27
$6,030
28
29
30
 $4,050
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

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