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Delightful Modern Cape, Large Deck Overlooks Private Yard, Central A/C, WiFi

House has exterior security camerasRead more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
3
Price Range:
$2,700 - $5,700
June 2025
SuMoTuWeThFrSaWeek
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27
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29
30
 $4,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
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$4,000
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$4,000
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$4,000
27
28
29
30
31
 $4,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,500
3
4
5
6
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9
$5,500
10
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$5,500
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18
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$5,500
24
25
26
27
28
29
30
$4,000
31
 $4,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
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10
11
12
13
$4,000
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $2,700
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Stunning New Home with Heated Pool. Walk to Edgartown Village Center, 5 Minute Drive to Beach

Outstanding Luxury Home with multiple living spaces both indoor and outdoor. 4 Bedrooms, 3.5 baths, sleeps 10.  Heated pool, large patio with outdoor dining and living area, and chaise lounge chairs (patio...Read more

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

Pool Heated to 81, included in rental rate July & August weeks

Pool Heated to 81 June & September weeks additional $350 per week.  Pool Heat in May and October, additional cost. Please inquire with your agent!

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Sweet Updated 3 Bedroom Home, Nicely Tucked in Lightly Wooded Area, Central Location, Beaches and Towns just a short Drive!

Lovely reverse contemporary home with a large deck, outdoor dining, and grill area. The upper level of this home features an open kitchen, living, and dining area stylishly furnished.  Nicely equipped kitchen...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,500 - $3,500
June 2025
SuMoTuWeThFrSaWeek
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10
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12
13
14
15
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17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $4,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
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10
11
12
$4,000
13
14
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18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
31
 $4,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,000
3
4
5
6
7
8
9
$4,000
10
11
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13
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15
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$4,000
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18
19
20
21
22
23
$4,000
24
25
26
27
28
29
30
$3,500
31
 $3,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
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10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
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24
25
26
27
$3,500
28
29
30
 $3,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Gorgeous, Classic, Spacious New England Home, Main & Carriage House, In the Heart of the Katama Area of Edgartown, Multiple Living Spaces both Inside & Out, Sleeps 10. Private Landscaped Grounds. Multiple Decks, Screened Porch

Experience the essence of modern living in an exquisite New England home boasting classic design, nestled on meticulously landscaped grounds just moments away from South Beach and Edgartown Village.

The Main...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$7,500 - $12,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $20,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$20,000
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$12,500
20
21
22
23
24
25
26
$25,000
27
28
29
30
31
 $25,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,000
3
4
5
6
7
8
9
$25,000
10
11
12
13
14
15
16
$25,000
17
18
19
20
21
22
23
$20,000
24
25
26
27
28
29
30
$20,000
31
 $15,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$12,500
14
15
16
17
18
19
20
$12,500
21
22
23
24
25
26
27
$12,500
28
29
30
 $8,500
Clean Fee: 
$1250 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in July - see calendars for adjusted rates

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Stunning Village Home, Newly updated, 18 x 40' Heated Pool, Walk to Light House and Fuller St Beaches, Restaurants, Shops and the Harbor Front

MVVR Featured:  Historic Edgartown Village Home, Main & Guest compound with 7 bedrooms and 5.5 baths, pool, patio, and yard in between the two.  This stunning home has been updated throughout and all new...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
5
Baths: 
4
Price Range:
$20,000 - $25,000
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSa
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31
 
August 2025
SuMoTuWeThFrSaWeek
 1
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12
13
14
15
16
17
18
19
20
21
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23
24
25
26
27
28
29
30
31
 $25,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
9
10
11
12
13
$20,000
14
15
16
17
18
19
20
$20,000
21
22
23
24
25
26
27
$20,000
28
29
30
 $20,000
Clean Fee: 
$1250 per week
Tax: State & Local: 
11.7

Pool heated to 82 July & August included. 

Pool heat surcharge June & September $250 per week.

Pool heat surcharge May & October $350 per week 

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Stunning Luxury Home, Sought after Field Club Location, 18 x 32" Heated Gunite Pool, Main and Guest Carriage House

Luxurious Custom Crafted Home in the heart of the Katama area of Edgartown. This beautiful home offers discerning vacationers multiple indoor and outdoor living spaces, which include an 18 x...Read more

Location: 
Katama
Sleeps: 
9
Bedrooms: 
5
Baths: 
4
Price Range:
$15,000 - $25,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $20,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$20,000
6
7
8
9
10
11
12
$40,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$40,000
27
28
29
30
31
 $25,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,000
3
4
5
6
7
8
9
$40,000
10
11
12
13
14
15
16
$40,000
17
18
19
20
21
22
23
$40,000
24
25
26
27
28
29
30
$40,000
31
 $30,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$30,000
7
8
9
10
11
12
13
$25,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$15,000
28
29
30
 $15,000
Clean Fee: 
$1250 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in June and July - see calendars for adjusted rates

 

Pool Heated to 81 degrees included in rental rate July & August weeks. 

Pool Heated to 81 June & September weeks, additional $250 per week

Pool Heated to 81 May& October weeks, additional $300 per week

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Designer Home with 18 x 38 Heated Pool, Spacious Deck and Screened Porch-Outdooor Dining for 12. Perfect Location 1 mile to South Beach and 1.5 miles to Edgartown Village Area

Gorgeous contemporary luxury home with pool & patio areas nicely landscaped for privacy. Additional outdoor spaces include a deck with patio seating, screened porch with outdoor dining for 10 both of which overlook...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$6,750 - $23,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $15,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$15,000
6
7
8
9
10
11
12
$19,500
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
$23,500
10
11
12
13
14
15
16
$23,500
17
18
19
20
21
22
23
$23,500
24
25
26
27
28
29
30
$16,500
31
 $16,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$16,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$7,250
21
22
23
24
25
26
27
$7,250
28
29
30
 $7,250
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:
6/7 - 6/21:    $400
6/21 - 6/28:  $200
9/6 - 9/13:    $200
9/13 - 9/20:  $400
9/20 - 10/25: $600

 

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Hart Haven, Spacious Contemporary Colonial, Private Association Beach .8 mi from house, Private Association Tennis, 5 min walk from house

Located in the desirable enclave of homes known as Hart Haven just on the outskirts of Oak Bluffs Center, rental guests will surely enjoy this beautifully maintained home bordered by...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10,000 - $11,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
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10
11
12
13
14
15
16
17
18
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20
21
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23
24
25
26
27
28
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
$10,000
27
28
29
30
31
 $10,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$10,000
3
4
5
6
7
8
9
$11,000
10
11
12
13
14
15
16
$11,000
17
18
19
20
21
22
23
$11,000
24
25
26
27
28
29
30
$11,000
31
 $10,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Long Point Beach, Gunite Pool 17 x 34 & Patio, Beautiful Contemporary Farm House with Large Porch, Deck

Featuring a 17' x 34' heated gunite pool,  expansive patio area with built-in sofa seating for up to 7, a propane fire pit, patio dining table, and chaise lounge chairs.  The...Read more

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

Pool Heated to 81 degrees July & August included in the rental rate, Spa will only be heated to Pool temp. 

Pool Heated to 81 off-season additional $300 per week. 

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Central Location with Ease of Access to Village Centers and Multiple Beaches

Lovely vacation home budget-friendly in a quiet residential area and centrally located with a short drive to town centers of Oak Bluffs, Edgartown, and Vineyard Haven. Multiple Beaches 10 to 15-minute drive...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,200 - $3,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $2,900
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
10
11
12
$2,900
13
14
15
16
17
18
19
$2,900
20
21
22
23
24
25
26
$2,900
27
28
29
30
31
 $2,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,900
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
$3,000
31
 $2,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$2,500
14
15
16
17
18
19
20
$2,300
21
22
23
24
25
26
27
$2,300
28
29
30
 $2,300
Clean Fee: 
Included
Tax: State & Local: 
11.7

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