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Pristine Contemporary Saltbox Home set in a quiet area on the outskirts of Edgartown, 4 Bedrooms, 3 baths, Landscaped Yard with a Bluestone Patio with outdoor Dining and Grill area

This lovely home features open living, dining & kitchen areas on the first level. Additional living space in the sunny TV room features sofa & chair seating and opens via...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
3
Price Range:
$3,900 - $7,000
June 2026
SuMoTuWeThFrSaWeek
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$5,250
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$5,250
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$5,500
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$5,500
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29
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 $6,000
July 2026
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,000
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27
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30
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 $6,500
August 2026
SuMoTuWeThFrSaWeek
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$6,500
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$7,000
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$7,000
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$7,000
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$6,000
30
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 $6,000
September 2026
SuMoTuWeThFrSaWeek
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$6,000
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$5,500
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$5,500
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$5,500
27
28
29
30
 $5,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Gorgeous Waterfront Home on the Lagoon Oak Bluffs, Kayak, Swim, Enjoy the Sunsets, 4 bedrooms 4.5 Baths

Stunning Waterfront home nestled just in the outskirts of Oak Bluffs, 1 mile from town center and Oak Bluffs beaches. This home offers 150 feet of private lagoon beach perfect...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,000 - $7,000
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: 
$750 per week
Tax: State & Local: 
11.7
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New Modern Farmhouse Design, Great Location!, Wraparound Farmers Porch, Deck Area.

Beautiful new 4 bedroom home, 3.5 bath sleeps 8.  Ideally located just 2 miles from the center of Oak Bluffs and just minutes by car to the towns of Vineyard Haven and...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,100 - $6,900
June 2026
SuMoTuWeThFrSaWeek
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$3,800
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$3,800
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$3,800
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$3,800
28
29
30
 $6,400
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$6,400
5
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$6,400
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$6,400
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$6,400
26
27
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30
31
 $6,900
August 2026
SuMoTuWeThFrSaWeek
 1
$6,900
2
3
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5
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$6,800
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$6,800
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$6,800
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$6,800
30
31
 $6,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,900
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$3,800
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$3,800
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$3,800
27
28
29
30
 $3,800
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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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
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2
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5
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$4,700
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$4,700
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$6,800
21
22
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27
$6,800
28
29
30
 $6,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$6,800
5
6
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$6,800
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$6,800
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$6,800
26
27
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30
31
 $6,800
August 2026
SuMoTuWeThFrSaWeek
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$6,800
2
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$6,800
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$6,800
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$6,800
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$6,800
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$4,700
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$4,000
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$4,000
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21
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$4,000
27
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29
30
 $4,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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:
$4,250 - $6,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$5,000
7
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$5,900
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15
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$5,900
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22
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$5,900
28
29
30
 $6,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,200
5
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$6,200
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$6,200
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$6,500
26
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30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
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$6,500
2
3
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$6,800
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$6,800
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$6,800
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28
29
$6,800
30
31
 $6,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$6,500
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$5,900
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$5,900
20
21
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29
30
 
Clean Fee: 
$425
Tax: State & Local: 
11.7
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Cozy Newly updated Seashore Cottage, East Chop Highlands Area, Farmers Porch and Deck

If you are looking for an immaculate, charming, cottage-style, yet modern home close to Oak Bluffs center, look no further. This recently updated 3 bedroom, 2 bath home features sunny open...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $6,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$5,600
7
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$5,600
14
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$5,600
21
22
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$5,600
28
29
30
 $6,700
July 2026
SuMoTuWeThFrSaWeek
 1
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$6,700
5
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$6,700
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$6,700
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$6,700
26
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 $6,700
August 2026
SuMoTuWeThFrSaWeek
 1
$6,700
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$6,700
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$6,700
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$6,700
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$6,700
30
31
 $5,600
September 2026
SuMoTuWeThFrSaWeek
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$5,600
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$5,600
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$5,600
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$5,600
27
28
29
30
 $5,600
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
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1.5 Acres of Privacy, Bike Paths Adjacent to House, Association Pool, WiFi, Central A/C

West Tisbury - Newly updated and featuring 5 bedrooms and 4 baths.  Recently renovated including all new kitchen, updated baths, flooring, carpeting, walls painted, and lovely furnishings.  There is central AC on the 1st...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$3,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
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13
$4,000
14
15
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17
18
19
20
$4,000
21
22
23
24
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26
27
$5,000
28
29
30
 $5,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,900
5
6
7
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10
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$6,250
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$6,250
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20
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24
25
$6,500
26
27
28
29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
2
3
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5
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$6,500
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$6,500
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$6,500
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28
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$6,500
30
31
 $5,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$5,900
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$4,900
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$4,900
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$4,900
27
28
29
30
 $3,900
Clean Fee: 
$450 per week, $500 per week with pet
Tax: State & Local: 
11.7
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Beautifully Updated and Newly Furnished, 4 Bedrooms, 3 Baths, Multiple Living Spaces, Centrally Located to Down Island Towns and Beaches.

This charming newly renovated home boasts an airy, open floor plan on the main level featuring a wall of glass sliders that open onto a spacious deck area complete with a...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $6,500
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSaWeek
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 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
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$6,500
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$7,000
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$7,000
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$6,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$4,500
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$3,500
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29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
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Wonderful Vacation Home, East Chop Area of Oak Bluffs, Private Yard, Screened Porch, 4 bedrooms, 2 baths.

Nestled on a quiet street in the idyllic East Chop area of Oak Bluffs, this classic New England summer home offers vacationing families and friends a special place to gather...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,200
14
15
16
17
18
19
20
$4,200
21
22
23
24
25
26
27
$4,200
28
29
30
 $5,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,200
5
6
7
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10
11
$5,200
12
13
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18
$5,500
19
20
21
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23
24
25
$5,500
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
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7
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$6,500
9
10
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$6,500
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$6,500
23
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28
29
$6,000
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$5,000
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$5,000
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$4,000
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$4,000
27
28
29
30
 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
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Charming , Modern In-Town Oak Bluffs Vacation Home. Walk to Town, Parks, Beach. 4 Bedrooms, Sleeps 8, 3 Baths

This charming Oak Bluffs home is tucked away in a peaceful neighborhood, yet conveniently located just a 10-minute walk to the heart of town, the harbor, and the beach. Meticulously...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $6,500
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$6,500
30
31
 
September 2026
SuMoTuWeThFrSa
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
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Edgartown Village Center Home, Walk to Town, 2 Bedrooms, 2 Baths

Experience all that Edgartown Village Center has to offer, just a short stroll from this bright and airy home. Additional décor and deck furniture will be added for summer 2025....Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$4,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,000
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$4,500
28
29
30
 $5,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,900
5
6
7
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9
10
11
$5,900
12
13
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17
18
$5,900
19
20
21
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24
25
$5,900
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,500
9
10
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12
13
14
15
$6,500
16
17
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21
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$6,500
23
24
25
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27
28
29
$6,000
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
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
 $4,000
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
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Lovely Home in Island Grove Area of Edgartown Conveniently Located between South Beach and Edgartown Village. Association Tennis Courts and Pickleball Available to Renters

This recently updated home is tucked in the Island Grove area of Edgartown and is a perfect retreat for families & friends to gather. Located in a desirable neighborhood with access...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,800 - $6,470
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
$4,800
28
29
30
 $5,280
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,280
5
6
7
8
9
10
11
$5,770
12
13
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$5,770
19
20
21
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23
24
25
$5,770
26
27
28
29
30
31
 $5,770
August 2026
SuMoTuWeThFrSaWeek
 1
$5,770
2
3
4
5
6
7
8
$6,470
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
Add Favorite
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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, Martha's Vineyard, offers a perfect retreat for rental guests. With chic...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$3,750 - $6,350
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,750
7
8
9
10
11
12
13
$3,750
14
15
16
17
18
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
9
10
11
$5,400
12
13
14
15
16
17
18
$5,600
19
20
21
22
23
24
25
$5,600
26
27
28
29
30
31
 $5,600
August 2026
SuMoTuWeThFrSaWeek
 1
$5,600
2
3
4
5
6
7
8
$6,850
9
10
11
12
13
14
15
$6,850
16
17
18
19
20
21
22
$6,850
23
24
25
26
27
28
29
$6,350
30
31
 $3,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,750
6
7
8
9
10
11
12
$3,750
13
14
15
16
17
18
19
$3,750
20
21
22
23
24
25
26
$3,750
27
28
29
30
 $3,750
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
Add Favorite
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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
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$4,000
28
29
30
 $5,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,800
5
6
7
8
9
10
11
$5,800
12
13
14
15
16
17
18
$5,800
19
20
21
22
23
24
25
$5,800
26
27
28
29
30
31
 $5,800
August 2026
SuMoTuWeThFrSaWeek
 1
$5,800
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
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Exquisite Designer Home, 10 minute Walk to Oak Bluffs Town Center, Screened Porch, Patio Dining Area, Landscaped Yard, Professionally Decorated, AC

Quietly nestled on a quiet street just on the outskirts of town, this brightly lit home features a mix of coastal details and traditionally styled upscale furnishings for your comfort. The...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$5,050 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,300
7
8
9
10
11
12
13
$5,300
14
15
16
17
18
19
20
$5,300
21
22
23
24
25
26
27
$5,400
28
29
30
 $6,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $6,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$5,100
13
14
15
16
17
18
19
$5,100
20
21
22
23
24
25
26
$5,100
27
28
29
30
 $5,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

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