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Show Rate Quote
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 - $5,200
June 2024
SuMoTuWeThFrSaWeek
 1
$4,000
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
$4,800
30
 $5,200
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,200
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,200
21
22
23
24
25
26
27
$5,500
28
29
30
31
 $5,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$6,000
11
12
13
14
15
16
17
$6,500
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$5,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,900
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
$3,200
22
23
24
25
26
27
28
$3,200
29
30
 $3,000
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
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 2024
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$2,500
9
10
11
12
13
14
15
$2,500
16
17
18
19
20
21
22
$2,700
23
24
25
26
27
28
29
$2,700
30
 $3,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,800
7
8
9
10
11
12
13
$3,800
14
15
16
17
18
19
20
$3,800
21
22
23
24
25
26
27
$3,800
28
29
30
31
 $3,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$3,800
4
5
6
7
8
9
10
$4,500
11
12
13
14
15
16
17
$4,500
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$3,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$2,500
15
16
17
18
19
20
21
$2,500
22
23
24
25
26
27
28
$2,500
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Show Rate Quote
Exquisitely Furnished Edgartown Home, Beautifully Landsaped, 3 Bedrooms, 3.5 Baths

Set on a large landscaped lot this all-newly updated home features the finest interior furnishings, professionally decorated. The spacious mahogany deck area overlooks the large backyard and hosts summer outdoor living at...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$5,950
2
3
4
5
6
7
8
$5,950
9
10
11
12
13
14
15
$6,700
16
17
18
19
20
21
22
$6,700
23
24
25
26
27
28
29
$8,750
30
 $8,750
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,750
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
31
 $12,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,500
4
5
6
7
8
9
10
$12,500
11
12
13
14
15
16
17
$12,500
18
19
20
21
22
23
24
$12,500
25
26
27
28
29
30
31
$9,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500
8
9
10
11
12
13
14
$8,750
15
16
17
18
19
20
21
$8,750
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
Beautiful Oak Bluffs Home, 20 x 40 Heated Pool, 6 Bedrooms, 4 baths, Sleeps 14, Screened Porch, Multiple Living Spaces

Oak Bluffs vacation retreat with multiple indoor, and outdoor living and entertaining areas. The highlight of this spacious summer home is the heated Gunite pool with waterfall, bluestone patio, and...Read more

Location: 
Oak Bluffs
Sleeps: 
14
Bedrooms: 
6
Baths: 
4
Price Range:
$9,000 - $20,000
June 2024
SuMoTuWeThFrSaWeek
 1
$9,000
2
3
4
5
6
7
8
$9,100
9
10
11
12
13
14
15
$9,100
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$16,500
30
 $17,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,000
7
8
9
10
11
12
13
$18,000
14
15
16
17
18
19
20
$18,000
21
22
23
24
25
26
27
$19,000
28
29
30
31
 $20,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$20,000
4
5
6
7
8
9
10
$20,000
11
12
13
14
15
16
17
$20,000
18
19
20
21
22
23
24
$20,000
25
26
27
28
29
30
31
$20,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$16,900
8
9
10
11
12
13
14
$16,900
15
16
17
18
19
20
21
$12,000
22
23
24
25
26
27
28
$12,000
29
30
 $12,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Pool Heated to 82 included in rental rate July and August

 

Pool Heated to 82 June & Sept additional $275 per week. May & October additional $350 per week. 

Show Rate Quote
Cozy Updated Cottage, Spacious Deck, 3 Bedrooms, 2 Baths, sleeps 6. Set on Quiet Street Close to Town and Beaches.

Note:  New outdoor loveseat, rug, table, and chairs added for summer 2023. Various decor items are still to be added to the interior. 

Cozy updated cottage, perfect for socializing and enjoying the...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$3,500
2
3
4
5
6
7
8
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,500
30
 $4,000
July 2024
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
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
31
 $4,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$4,500
4
5
6
7
8
9
10
$4,500
11
12
13
14
15
16
17
$4,500
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$4,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
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
 $3,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location

Note New for 2024! Nearing completion the property will include a separate, cozy, and tastefully furnished guest house with easy access to the main house and pool area.  The guest house will...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$15,500 - $23,000
June 2024
SuMoTuWeThFrSaWeek
 1
$15,500
2
3
4
5
6
7
8
$15,500
9
10
11
12
13
14
15
$15,500
16
17
18
19
20
21
22
$17,500
23
24
25
26
27
28
29
$17,500
30
 $23,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$23,000
7
8
9
10
11
12
13
$23,000
14
15
16
17
18
19
20
$23,000
21
22
23
24
25
26
27
$23,000
28
29
30
31
 $23,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$23,000
4
5
6
7
8
9
10
$23,000
11
12
13
14
15
16
17
$23,000
18
19
20
21
22
23
24
$23,000
25
26
27
28
29
30
31
$23,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$17,500
8
9
10
11
12
13
14
$17,500
15
16
17
18
19
20
21
$15,500
22
23
24
25
26
27
28
$15,500
29
30
 
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Two-week minimum stay is required July & August weeks. 

 

Pool heated to 81 degrees included in rental rate July to 8/26.  Pool heated to 81 degrees June & September weeks additional $300 propane surcharge weekly.  

Show Rate Quote

Newly update mid-century modern beach house set in the private community of homes surrounding Sengekontacket pond. The cozy summer cottage offers indoor and outdoor living at its best with a...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,450 - $5,800
June 2024
SuMoTuWeThFrSaWeek
 1
$3,670
2
3
4
5
6
7
8
$3,670
9
10
11
12
13
14
15
$3,670
16
17
18
19
20
21
22
$4,720
23
24
25
26
27
28
29
$4,720
30
 $5,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,800
7
8
9
10
11
12
13
$5,800
14
15
16
17
18
19
20
$5,800
21
22
23
24
25
26
27
28
29
30
31
 
August 2024
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
31
$5,800
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,800
8
9
10
11
12
13
14
$3,670
15
16
17
18
19
20
21
$3,670
22
23
24
25
26
27
28
$3,670
29
30
 $3,080
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote

Set in the heart of Oak Bluffs and on a quiet residential street, this newly updated tastefully decorated vacation home offers rental guests all the comforts of home inside and out....Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Price Range:
$3,000 - $5,500
June 2024
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
9
10
11
12
13
14
15
$4,000
16
17
18
19
20
21
22
$4,000
23
24
25
26
27
28
29
$4,000
30
 $5,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
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
31
 $5,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$4,000
15
16
17
18
19
20
21
$4,000
22
23
24
25
26
27
28
$4,000
29
30
 $3,000
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Show Rate Quote
Beautiful Colonial Home, Newly Updated, Heated Pool 16' x 32' with Bluestone Patio Surround. Set in the Heart of West Tisbury

Note:  Not seen in photos, pool side in the summer season, 5 chaise lounge chairs, two additional chairs, and side tables.  Deck in the last photo has a Sectional Sofa, two...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2024
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
 $14,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$14,500
7
8
9
10
11
12
13
$14,500
14
15
16
17
18
19
20
$14,500
21
22
23
24
25
26
27
$14,500
28
29
30
31
 $15,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$15,000
4
5
6
7
8
9
10
$15,000
11
12
13
14
15
16
17
$15,000
18
19
20
21
22
23
24
$15,000
25
26
27
28
29
30
31
$15,000
September 2024
SuMoTuWeThFrSa
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
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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

Show Rate Quote
Classic Main St Home, Stylish Updates, Beautifully Landscaped, Porch overlooks Yard, Walk to Town Center

Classic Vineyard Haven Main St Home!  Recently updated throughout and is being offered as a vacation rental, ideal for families of 6.  Multiple living spaces assure that all have room to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$5,000 - $7,000
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$5,000
30
 $6,200
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,200
7
8
9
10
11
12
13
$6,200
14
15
16
17
18
19
20
$6,200
21
22
23
24
25
26
27
$6,200
28
29
30
31
 $7,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$7,000
4
5
6
7
8
9
10
$7,000
11
12
13
14
15
16
17
$7,000
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$6,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$4,700
22
23
24
25
26
27
28
$4,700
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

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