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Beautiful, Spacious Contemporary Home, Sleeps 8, Tucked on a large lot in an Enclave of Lovely Homes

Nestled amidst  lovely landscaped grounds, this contemporary vacation getaway offers ample space and modern comforts. A serene path from the backyard invites exploration of nearby walking trails. Boasting multiple living areas...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $6,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,800
29
30
 $6,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,500
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
31
 $7,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,500
3
4
5
6
7
8
9
$9,000
10
11
12
13
14
15
16
$9,000
17
18
19
20
21
22
23
$8,000
24
25
26
27
28
29
30
$8,000
31
 $6,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$5,000
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$5,000
28
29
30
 
Clean Fee: 
$600
Tax: State & Local: 
11.7
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WILLD

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Property Details
The Sweetest In-town Cottage! 2 Minute Walk to Main St

This adorable cottage-style home features 2 bedrooms, and 2 baths and is tucked in on a tiny side street off of Main St. Walk to all that the village center...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$10 - $4,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$3,500
29
30
 $3,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,800
6
7
8
9
10
11
12
$3,800
13
14
15
16
17
18
19
$3,800
20
21
22
23
24
25
26
$3,800
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
12
13
14
15
16
$4,000
17
18
19
20
21
22
23
$4,200
24
25
26
27
28
29
30
$4,200
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,000
28
29
30
 $2,250
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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WINGR

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Property Details
Designer Luxury with Oustanding Atlantic Ocean Views, Private Beaches, Squibnocket Farm Gated Community

Dramatic ocean views, idyllic one-of-a-kind location in a gated community, and private ocean beaches are but a few of the desirable features of this beautiful 5 bedroom, 5 bath contemporary home,...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$10 - $45,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$35,000
8
9
10
11
12
13
14
$35,000
15
16
17
18
19
20
21
$35,000
22
23
24
25
26
27
28
$35,000
29
30
 $40,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$40,000
6
7
8
9
10
11
12
$40,000
13
14
15
16
17
18
19
$40,000
20
21
22
23
24
25
26
$40,000
27
28
29
30
31
 $45,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$45,000
3
4
5
6
7
8
9
$45,000
10
11
12
13
14
15
16
$45,000
17
18
19
20
21
22
23
$45,000
24
25
26
27
28
29
30
$45,000
31
 $45,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$45,000
7
8
9
10
11
12
13
$30,000
14
15
16
17
18
19
20
$30,000
21
22
23
24
25
26
27
$30,000
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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WOODJ

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Property Details
Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Lambert's Cove Beach 1/2 mile

Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort-like outdoor amenities include a pool, stone patio surround, large deck with...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $9,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,800
29
30
 $8,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,600
6
7
8
9
10
11
12
$8,600
13
14
15
16
17
18
19
$8,600
20
21
22
23
24
25
26
$9,300
27
28
29
30
31
 $9,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,300
3
4
5
6
7
8
9
$9,300
10
11
12
13
14
15
16
$9,300
17
18
19
20
21
22
23
$9,300
24
25
26
27
28
29
30
$9,300
31
 $7,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
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
 $4,600
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
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YAEGM

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Property Details
Field Club, Exquisite New Luxury Home Offering Large Heated Pool, Pool House, Expansive Patio Area, Ideally located between Village Area and South Beach

Situated in one of the Island’s most sought-after Edgartown communities in Katama, this outstanding 5 bedroom, 6 bath luxury residence is located within the Field Club’s manicured grounds and features exceptional amenities as...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
6
Price Range:
$10 - $35,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$25,000
8
9
10
11
12
13
14
$25,000
15
16
17
18
19
20
21
$25,000
22
23
24
25
26
27
28
$25,000
29
30
 $35,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$35,000
6
7
8
9
10
11
12
$35,000
13
14
15
16
17
18
19
$35,000
20
21
22
23
24
25
26
$35,000
27
28
29
30
31
 $35,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$35,000
3
4
5
6
7
8
9
$35,000
10
11
12
13
14
15
16
$35,000
17
18
19
20
21
22
23
$35,000
24
25
26
27
28
29
30
$35,000
31
 $30,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$30,000
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: 
$800 per week
Tax: State & Local: 
11.7

Pool Heated to 82 July & August weeks included in rental rate.

Pool Heated to 82 June & September weeks additional propane surcharge $275 per week. 

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ZILLK

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Property Details
Newly Updated Contemporary Home, Heated Pool, Bluestone Patio, Spacious Deck, Tucked Away and Close to Long Point Beach.

Nestled in the town of West Tisbury, this exquisite contemporary residence boasts a heated pool, surrounded by a patio, and enveloped by lush landscaping, offering a private oasis for those seeking...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10 - $14,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$8,000
15
16
17
18
19
20
21
$8,000
22
23
24
25
26
27
28
$9,000
29
30
 $12,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
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
$12,500
27
28
29
30
31
 $12,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,500
3
4
5
6
7
8
9
$14,000
10
11
12
13
14
15
16
$14,000
17
18
19
20
21
22
23
$14,000
24
25
26
27
28
29
30
$14,000
31
 $12,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,500
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
28
29
30
 $7,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated to 81 degrees, July & August included in the rental rate.

Pool Heated to 81 in June & Sept additional $250 per week

Pool size is 20 x 40 

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