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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
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3
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$5,500
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$5,500
14
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$5,500
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22
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$5,500
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
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10
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$8,500
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$8,500
19
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22
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25
$8,500
26
27
28
29
30
31
 $8,500
August 2026
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
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7
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$9,500
9
10
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$9,500
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$9,500
23
24
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28
29
$9,500
30
31
 $7,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
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$7,500
6
7
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$5,500
13
14
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$5,500
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21
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25
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$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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LODGJ

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Property Details
Meadow View Farms, Out of Town, Association Tennis, Hi Speed Internet
Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $2,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
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9
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13
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19
20
$2,900
21
22
23
24
25
26
27
$2,900
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,000
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
31
 $3,000
August 2026
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,000
16
17
18
19
20
21
22
$3,000
23
24
25
26
27
28
29
$3,000
30
31
 $2,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
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12
$2,900
13
14
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18
19
$2,900
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$360 per week
Tax: State & Local: 
11.7
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LONAJ

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Property Details
Luxurious Oak Bluffs Home, Multiple Living Spaces, Deck Dining Area. 3 Bedrms, Sleeps7

Welcome to this exquisite, contemporary, luxurious Oak Bluffs residence. Nestled on a tranquil street on the periphery of Oak Bluffs, this 3-bedroom, 2.5-bathroom home boasts opulent accents throughout.

Upon entry...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSa
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July 2026
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August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSa
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27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

 

 

 

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LONGK

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Property Details
Bayes Hill Beauty - Stunning Landscaping, Privately Situated Deck & Patio Association Tennis

Note: Caretaker lives in apartment above the garage. Renter's privacy respected.  Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,600 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,100
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,400
21
22
23
24
25
26
27
$5,500
28
29
30
 $6,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,300
19
20
21
22
23
24
25
$6,300
26
27
28
29
30
31
 $6,300
August 2026
SuMoTuWeThFrSaWeek
 1
$6,300
2
3
4
5
6
7
8
$7,200
9
10
11
12
13
14
15
$7,200
16
17
18
19
20
21
22
$7,200
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
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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LORJU

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Property Details
Stunning Oak Bluffs Luxury Home with Heated Pool, Multiple Living Areas, Walk to Town 8/10ths mile from house.

This charming tri-level home is nestled on a peaceful street in the heart of Oak Bluffs, just a 10 to 15-minute walk from the town center, Inkwell Beach, Town Beaches,...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$13,500
7
8
9
10
11
12
13
$13,500
14
15
16
17
18
19
20
$13,500
21
22
23
24
25
26
27
$13,500
28
29
30
 $13,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$13,500
19
20
21
22
23
24
25
$13,500
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$15,000
9
10
11
12
13
14
15
$15,000
16
17
18
19
20
21
22
$15,000
23
24
25
26
27
28
29
$13,500
30
31
 $13,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$13,500
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees, included in the rental rate!

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LUSKP

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Property Details
Cozy Cape, Newly Updated Summer 2023, Quiet Private Central Location, 4 Bedrooms, 3 Baths

Enjoy all the comforts of home in this tri-level updated Cape-style home set in a quiet cul de sac and bordered by lovely landscaping and mature oaks.   Multiple living spaces include the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,200
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$4,800
21
22
23
24
25
26
27
$5,600
28
29
30
 $5,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,700
5
6
7
8
9
10
11
$5,700
12
13
14
15
16
17
18
$5,700
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
$6,400
9
10
11
12
13
14
15
$6,900
16
17
18
19
20
21
22
$6,900
23
24
25
26
27
28
29
$6,300
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
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
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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LYDOA

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Property Details
Stunning Luxurious Home with Heated Pool, Large Outdoor Entertainment Area, Multiple Living Spaces, 4 Bedrooms, 4 Baths, Sleeps 10, Edgartown, Katama Location

MVVR Featured Exclusive: Superb craftsmanship and exceptional décor blend perfectly in this modern luxurious home set in a quiet enclave equidistance 1.5 miles to Edgartown Village Center and South Beach. 

Eloquent Indoor,...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$14,000 - $32,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$14,000
7
8
9
10
11
12
13
$14,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$18,000
28
29
30
 $25,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,250
5
6
7
8
9
10
11
$25,250
12
13
14
15
16
17
18
$25,250
19
20
21
22
23
24
25
$25,250
26
27
28
29
30
31
 $32,250
August 2026
SuMoTuWeThFrSaWeek
 1
$32,250
2
3
4
5
6
7
8
$32,250
9
10
11
12
13
14
15
$32,250
16
17
18
19
20
21
22
$32,250
23
24
25
26
27
28
29
$32,500
30
31
 $25,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,250
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
 $15,000
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

Pool heated to 81 degrees from the last weekend weekend in June to the last weekend in August, included in the rental rate. 

 

Pool heated to 81 degrees June & September weeks additional $300 per week propane surcharge.

 

Poolside Spa  Heated to 101 degrees from 6 to 10 pm only, included in the rental rate last weekend in June to the last weekend in August.

 

Poolside Spa Heated to 101 degrees June & Sept weeks, 6 to 10 pm only an additional $250 per week. 

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MACEE

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Property Details
Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles

This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$23,000 - $23,000
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
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July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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7
8
9
10
11
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13
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15
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17
18
$23,000
19
20
21
22
23
24
25
$23,000
26
27
28
29
30
31
 $23,000
August 2026
SuMoTuWeThFrSaWeek
 1
$23,000
2
3
4
5
6
7
8
$23,000
9
10
11
12
13
14
15
$23,000
16
17
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21
22
$23,000
23
24
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29
$23,000
30
31
 
September 2026
SuMoTuWeThFrSa
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2
3
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5
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8
9
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13
14
15
16
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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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MACFC

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Property Details
Beautiful Newly Renovated Katama Area Home. Multiple Indoor, Outdoor Living Spaces, Sleeps 8.

Nestled within the scenic Katama area of Edgartown, this home boasts a spacious layout and exquisite renovations, complemented by professional decor. Its prime location offers easy access to both Edgartown...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,500 - $8,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$6,500
28
29
30
 $8,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,800
5
6
7
8
9
10
11
$6,500
12
13
14
15
16
17
18
$7,000
19
20
21
22
23
24
25
$7,500
26
27
28
29
30
31
 $8,000
August 2026
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$8,500
30
31
 $6,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,000
27
28
29
30
 $4,500
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

 

 

 

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MACLS

(0)Inquire/Share
Property Details
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:
$2,800 - $5,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,800
7
8
9
10
11
12
13
$2,800
14
15
16
17
18
19
20
$3,200
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
2
3
4
5
6
7
8
$5,700
9
10
11
12
13
14
15
$5,700
16
17
18
19
20
21
22
$5,700
23
24
25
26
27
28
29
$5,700
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $3,200
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

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