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Beautiful Village Area Summer Retreat, Tucked Away on a Quiet Street, Walk to Village Center.

This lovely contemporary home offers the perfect blend of elegance, comfort, and prime location in the highly sought-after Plantingfield Wood area of Edgartown. With its soothing coastal palette and modern design,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$7,500
14
15
16
17
18
19
20
$8,500
21
22
23
24
25
26
27
$9,500
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
4
5
6
7
8
$13,000
9
10
11
12
13
14
15
$13,000
16
17
18
19
20
21
22
$13,000
23
24
25
26
27
28
29
$12,000
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
$6,000
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $7,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$6,000
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
$7,000
26
27
28
29
30
31
 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
6
7
8
$7,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$6,800
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
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
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Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,250 - $3,640
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,960
7
8
9
10
11
12
13
$3,260
14
15
16
17
18
19
20
$3,270
21
22
23
24
25
26
27
$3,640
28
29
30
 $3,980
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,980
5
6
7
8
9
10
11
$4,070
12
13
14
15
16
17
18
$4,090
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,300
August 2026
SuMoTuWeThFrSaWeek
 1
$4,300
2
3
4
5
6
7
8
$4,390
9
10
11
12
13
14
15
$4,390
16
17
18
19
20
21
22
$4,200
23
24
25
26
27
28
29
$3,850
30
31
 $3,300
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$2,820
13
14
15
16
17
18
19
$2,560
20
21
22
23
24
25
26
$2,460
27
28
29
30
 $2,350
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,600 - $9,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,600
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
$3,600
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
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$9,950
16
17
18
19
20
21
22
$9,950
23
24
25
26
27
28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$3,850
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,600
27
28
29
30
 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach

If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
1
Price Range:
$2,500 - $3,800
June 2026
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
$2,700
21
22
23
24
25
26
27
$2,700
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,800
5
6
7
8
9
10
11
$3,800
12
13
14
15
16
17
18
$3,800
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
31
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
6
7
8
$4,500
9
10
11
12
13
14
15
$4,500
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,950 - $3,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,950
7
8
9
10
11
12
13
$2,950
14
15
16
17
18
19
20
$2,950
21
22
23
24
25
26
27
$2,950
28
29
30
 $3,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,100
5
6
7
8
9
10
11
$3,100
12
13
14
15
16
17
18
$3,100
19
20
21
22
23
24
25
$3,100
26
27
28
29
30
31
 $3,100
August 2026
SuMoTuWeThFrSaWeek
 1
$3,100
2
3
4
5
6
7
8
$3,100
9
10
11
12
13
14
15
$3,400
16
17
18
19
20
21
22
$3,400
23
24
25
26
27
28
29
$3,100
30
31
 $2,950
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,950
6
7
8
9
10
11
12
$2,950
13
14
15
16
17
18
19
$2,950
20
21
22
23
24
25
26
$2,950
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Casa Katama, Edgartown Luxury Living, Main & Guest House, Heated Pool, Pool House, Large Hot Tub, 6 + Bedrooms, 8.5 Baths, Multiple Lounge Areas

Casa Katama, A Luxe Retreat in the Heart of the Katama Area of Edgartown!

Welcome to Casa Katama, an extraordinary island compound where contemporary design meets Vineyard charm. Privately set in...Read more

Location: 
Edgartown
Sleeps: 
16
Bedrooms: 
6
Baths: 
8
Price Range:
$70 - $40,000
June 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
26
27
28
29
30
 $35,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$35,000
5
6
7
8
9
10
11
$35,000
12
13
14
15
16
17
18
$35,000
19
20
21
22
23
24
25
$35,000
26
27
28
29
30
31
 $35,000
August 2026
SuMoTuWeThFrSaWeek
 1
$35,000
2
3
4
5
6
7
8
$40,000
9
10
11
12
13
14
15
$40,000
16
17
18
19
20
21
22
$40,000
23
24
25
26
27
28
29
$40,000
30
31
 $40,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$40,000
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: 
$980 per week
Tax: State & Local: 
11.7

 

Pool Heated to 80 degrees

Hot Tub Heated to 102 degrees 

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Sophisticated New Contemporary Home, Walk to Lambert's Cove Beach, Multiple Indoor Outdoor Living Spaces, Privately Tucked in Longview Area of West Tisbury

Discover a captivating modern vacation retreat in the heart of West Tisbury, Martha's Vineyard. This newly built home features a striking modern design that combines architectural elegance with contemporary luxury....Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$4,000 - $12,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$7,200
14
15
16
17
18
19
20
$7,200
21
22
23
24
25
26
27
$7,200
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $12,500
August 2026
SuMoTuWeThFrSaWeek
 1
$12,500
2
3
4
5
6
7
8
$12,500
9
10
11
12
13
14
15
$12,500
16
17
18
19
20
21
22
$12,500
23
24
25
26
27
28
29
$12,500
30
31
 $12,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
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
 $10,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided

THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,000 - $3,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,000
7
8
9
10
11
12
13
$2,400
14
15
16
17
18
19
20
$2,400
21
22
23
24
25
26
27
$3,050
28
29
30
 $3,050
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,050
5
6
7
8
9
10
11
$3,050
12
13
14
15
16
17
18
$3,050
19
20
21
22
23
24
25
$3,300
26
27
28
29
30
31
 $3,300
August 2026
SuMoTuWeThFrSaWeek
 1
$3,300
2
3
4
5
6
7
8
$3,600
9
10
11
12
13
14
15
$3,600
16
17
18
19
20
21
22
$3,600
23
24
25
26
27
28
29
$3,300
30
31
 $2,100
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,100
6
7
8
9
10
11
12
$2,100
13
14
15
16
17
18
19
$2,100
20
21
22
23
24
25
26
$2,100
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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Edgartown Village, Walk to Town Center, Large Deck and Farmers Porch for Outdoor Enjoyment

Walk to Village Area from this sweet, cape-style home that features a farmer's porch across the front and a 12 x 20 mahogany deck across the back with an enclosed outside shower. 

The...Read more

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

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