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Lovely 3 bedroom water view home. Walk to town and Fuller St Beach,

This lovely 3 bedroom home features expansive water views, a beautifully landscaped yard, main living area with walls of glass windows providing beautiful views from within the home. Classic interior design with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$6,000 - $10,500
June 2026
SuMoTuWeThFrSaWeek
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2
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$8,000
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$8,000
14
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19
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$8,000
21
22
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24
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26
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$8,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$10,000
5
6
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10
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$10,000
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$10,000
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21
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24
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$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
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$10,000
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10
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$10,500
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$10,500
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28
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$10,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
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$8,000
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18
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$8,000
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21
22
23
24
25
26
$8,000
27
28
29
30
 $8,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Outstanding Oak Bluffs Summer Home with Heated Pool and Patio Surround, Screened Porch with Living and Dining Area, Association Tennis Courts.

MVVR Exclusive Listing:  Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful getaway yet is just a short drive to the...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$5,500 - $10,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
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20
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24
25
26
27
$8,300
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
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$10,000
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$10,500
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25
$10,500
26
27
28
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30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
4
5
6
7
8
$11,000
9
10
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12
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14
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$11,000
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17
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21
22
$11,000
23
24
25
26
27
28
29
$9,000
30
31
 $9,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
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$5,500
13
14
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18
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$5,500
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21
22
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25
26
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool Heated to 80 July & August and the 1st week in September included in the rental rate!

 

Pool Heated to 80  May, June & September weeks at additional cost ($400). 

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Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury, a family-friendly community of lovely homes, and only minutes away...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,500 - $10,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
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10
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12
13
$9,500
14
15
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18
19
20
$9,500
21
22
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24
25
26
27
$10,000
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
7
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10
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$10,500
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$10,500
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20
21
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24
25
$10,500
26
27
28
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30
31
 $10,500
August 2026
SuMoTuWeThFrSaWeek
 1
$10,500
2
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5
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$10,500
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$10,500
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$10,500
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28
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$10,500
30
31
 $9,500
September 2026
SuMoTuWeThFrSaWeek
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2
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$9,500
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$9,500
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated by aqua-solar panels throughout the rental period.  Specific request for 82 degrees by use of propane heat incurs a $400 per week surcharge.

 

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Quintessential Village Center Home, Multiple Indoor/Outdoor Living Spaces, 3 Minute Walk to Main St, 4 bedrooms, Sleeps 8

Charming Village Center Cape-Style Home in Edgartown

Tucked just off Main Street in the heart of Edgartown, this sweet and pristine Cape-style home offers the perfect blend of charm and...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,690 - $10,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
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$7,500
14
15
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17
18
19
20
$8,500
21
22
23
24
25
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$8,500
28
29
30
 $9,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,500
5
6
7
8
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$10,500
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$10,500
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25
$10,500
26
27
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29
30
31
 $10,500
August 2026
SuMoTuWeThFrSaWeek
 1
$10,500
2
3
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5
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$12,500
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10
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$12,500
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21
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$12,500
23
24
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28
29
$10,500
30
31
 $9,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,500
6
7
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9
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$8,500
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$8,500
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$8,500
27
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29
30
 $8,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights, Hancock Beach 1.5 miles from House

This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach!  The house lies between West Tisbury (Alley’s General Store, 7A...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$7,000
7
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$7,000
14
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$7,000
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$7,000
28
29
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 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
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$10,000
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$10,000
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$10,000
26
27
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30
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 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
4
5
6
7
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$12,000
9
10
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$12,000
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$12,000
23
24
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28
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$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
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$7,000
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$7,000
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$7,000
27
28
29
30
 $5,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Stunning Luxury Home, Complete Renovation in Main House, Sweet Updated Guest House, Walk to Oak Bluffs Center

Gorgeous Luxury Home, Newly Renovated with Stylish Updates, Walking Distance to Oak Bluffs Center

This stunning bungalow-style home has undergone a complete renovation, blending luxury designer decor with the original...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
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10
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13
$6,000
14
15
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17
18
19
20
$6,000
21
22
23
24
25
26
27
$7,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
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15
16
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18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
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$17,000
9
10
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$17,000
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17
18
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21
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$12,000
23
24
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28
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$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
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$7,000
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$7,000
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$7,000
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21
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$7,000
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Split Rock House - Waterfront Makonikey, Private Association Beach, Private Tennis Court, WiFi

Beautiful beachfront summer house with breathtaking views. 

Welcome to your opportunity to experience what Martha's Vineyard vacations are all about.  Beautiful beachfront living with expansive views of Martha's Vineyard Sound...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$9,000 - $10,000
June 2026
SuMoTuWeThFrSa
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2
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July 2026
SuMoTuWeThFrSaWeek
 1
2
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$9,000
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$10,000
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 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
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$10,000
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$10,000
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$10,000
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$10,000
30
31
 
September 2026
SuMoTuWeThFrSa
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25
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29
30
 
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets

Experience the epitome of summer living at East Chop Oak Bluffs in this delightful waterfront retreat. Nestled amidst the serenity of the beachfront, this cozy home boasts a private dock...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$6,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$6,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
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10
11
$10,000
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13
14
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$10,000
19
20
21
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24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,000
9
10
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15
$10,000
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17
18
19
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21
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$10,000
23
24
25
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27
28
29
$10,000
30
31
 $8,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$6,000
13
14
15
16
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18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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Heated Pool, 10 x 16. Edgartown Village Center, Walk to Town, Sleeps 6, South and State Beaches 10 to 12 minute drive.

Beautiful new in-town home with heated pool,screened porch, a lovely, landscaped yard with expansive lawn area and nicely tucked on a quiet street just a 10-minute walk from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$10,000 - $10,000
June 2026
SuMoTuWeThFrSa
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Captain Swain House, Elegant Main & Guest House, 5 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: 
5
Baths: 
4
Price Range:
$4,900 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
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13
$6,000
14
15
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17
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19
20
$6,000
21
22
23
24
25
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27
$6,000
28
29
30
 $8,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500
5
6
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$8,500
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$8,500
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20
21
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24
25
$8,500
26
27
28
29
30
31
 $8,500
August 2026
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
6
7
8
$10,000
9
10
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12
13
14
15
$10,000
16
17
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21
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$10,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$7,000
6
7
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$6,000
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$6,000
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21
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$6,000
27
28
29
30
 $6,000
Clean Fee: 
$875 per week
Tax: State & Local: 
11.7

Owner will rent off weekend dates, for arrival and departures. Inquire for details. 

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Water view Upper Makonikey Home, Distinctive Design by Royal Barry Wills, Two Private Association Beaches, Central A/C

Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres in the exclusive enclave of homes known as Makonikey. Lovely distant water views of Vineyard Sound and...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$4,500 - $9,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
9
10
11
12
13
$5,750
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15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$7,500
28
29
30
 $9,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,750
5
6
7
8
9
10
11
$9,750
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13
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$9,750
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20
21
22
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24
25
$9,750
26
27
28
29
30
31
 $9,750
August 2026
SuMoTuWeThFrSaWeek
 1
$9,750
2
3
4
5
6
7
8
$9,750
9
10
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12
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15
$9,750
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$9,750
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24
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28
29
$9,750
30
31
 $7,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,500
6
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$7,500
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$5,750
20
21
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25
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$5,750
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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kerr413-01-exterior.jpg
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Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,000 - $9,500
June 2026
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29
30
 
July 2026
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
$9,000
26
27
28
29
30
31
 $9,000
August 2026
SuMoTuWeThFrSaWeek
 1
$9,000
2
3
4
5
6
7
8
$9,500
9
10
11
12
13
14
15
$9,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$9,500
30
31
 $9,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,500
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
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Classic Edgartown Village Home with Lovely Water View, Walk to Beach

Sophisticated charm, gorgeous two bedroom, two bath home set on a quiet lane with water views and beautifully landscaped yard. Located just a short walk to Fuller St Beach. Modern design...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$5,500 - $9,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$7,500
14
15
16
17
18
19
20
$7,500
21
22
23
24
25
26
27
$7,500
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
$9,500
12
13
14
15
16
17
18
$9,500
19
20
21
22
23
24
25
$9,500
26
27
28
29
30
31
 $9,500
August 2026
SuMoTuWeThFrSaWeek
 1
$9,500
2
3
4
5
6
7
8
$9,500
9
10
11
12
13
14
15
$9,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$9,500
30
31
 $8,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Spectacular Chilmark Sunset Water Views, Walk to Private Associaton Waterfont on the North Shore, Association Tennis and the many Walking Trails.

This charming, updated cottage is located on Chilmark's iconic north shore with views of Vineyard Sound and the Elizabeth Islands.  Take in spectacular sunset water views from the 40-foot deck...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $9,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$5,500
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
16
17
18
$8,500
19
20
21
22
23
24
25
$8,500
26
27
28
29
30
31
 $8,500
August 2026
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
6
7
8
$9,500
9
10
11
12
13
14
15
$9,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$9,500
30
31
 $7,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7

This home books Fri to Fri in July & August

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Wondeful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$3,850 - $9,450
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,000
7
8
9
10
11
12
13
$7,000
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
28
29
30
 $8,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,400
5
6
7
8
9
10
11
$8,400
12
13
14
15
16
17
18
$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
4
5
6
7
8
$9,450
9
10
11
12
13
14
15
$9,450
16
17
18
19
20
21
22
$9,450
23
24
25
26
27
28
29
$9,450
30
31
 $7,650
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,650
6
7
8
9
10
11
12
$6,300
13
14
15
16
17
18
19
$6,300
20
21
22
23
24
25
26
$6,300
27
28
29
30
 $6,300
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

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