living

Living Room

Show Rate Quote
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 2024
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,500
23
24
25
26
27
28
29
$5,500
30
 $8,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$8,500
21
22
23
24
25
26
27
$8,500
28
29
30
31
 $9,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,500
4
5
6
7
8
9
10
$9,500
11
12
13
14
15
16
17
$9,500
18
19
20
21
22
23
24
$9,500
25
26
27
28
29
30
31
$9,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,500
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
$5,000
29
30
 $5,000
Clean Fee: 
$475 per week
Tax: State & Local: 
9.7

Ferry Tickets available for weeks 7/19-7/26, 8/2-8/9, 8/9-8/16, 8/30-9/6 - please inquire

 

This home books Fri to Fri in July & August

Show Rate Quote

Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$5,500 - $11,000
June 2024
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$8,400
16
17
18
19
20
21
22
$8,400
23
24
25
26
27
28
29
$9,500
30
 $10,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
31
 $11,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$11,000
4
5
6
7
8
9
10
$13,000
11
12
13
14
15
16
17
$13,000
18
19
20
21
22
23
24
$13,000
25
26
27
28
29
30
31
$11,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,400
8
9
10
11
12
13
14
$6,300
15
16
17
18
19
20
21
$6,300
22
23
24
25
26
27
28
$5,500
29
30
 $5,500
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
Show Rate Quote
Beautiful Oak Bluffs Home, Screened Porch,& Open Porch, Association Tennis Courts, 4 bedrooms, 3.5 baths, Ideally Located just 2 miles to Town and Beach

Spacious contemporary home nestled in the lovely community of homes Meadow View Farms just on the outskirts of Oak Bluffs and 2 miles to town center and Oak Bluffs beaches....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,950 - $8,750
June 2024
SuMoTuWeThFrSaWeek
 1
$5,950
2
3
4
5
6
7
8
$8,750
9
10
11
12
13
14
15
$8,750
16
17
18
19
20
21
22
$8,750
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
$8,750
14
15
16
17
18
19
20
$8,750
21
22
23
24
25
26
27
$8,750
28
29
30
31
 $8,750
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,750
4
5
6
7
8
9
10
$8,750
11
12
13
14
15
16
17
$8,750
18
19
20
21
22
23
24
$8,750
25
26
27
28
29
30
31
$8,750
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,750
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
$8,750
29
30
 $5,950
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote
Gorgeous New Build, Contemporary Farmhouse Design, Heated Pool, Large Yard & Lawn Area, Sleeps 9, 3 bedrooms + Bonus Sleep Space on Lower Level,, 3 Baths, 2 Half Baths

Luxurious new custom-built Katama area home with heated 14’ x 30’ pool. Ideally located just one mile to the village center and 1.5 miles to South Beach! Bike paths in...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $10,000
June 2024
SuMoTuWeThFrSaWeek
 1
$6,500
2
3
4
5
6
7
8
$10,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$10,000
23
24
25
26
27
28
29
$11,000
30
 $16,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$16,500
7
8
9
10
11
12
13
$16,500
14
15
16
17
18
19
20
$16,500
21
22
23
24
25
26
27
$16,500
28
29
30
31
 $17,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$17,000
4
5
6
7
8
9
10
$17,500
11
12
13
14
15
16
17
$19,500
18
19
20
21
22
23
24
$17,500
25
26
27
28
29
30
31
$16,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,000
8
9
10
11
12
13
14
$9,000
15
16
17
18
19
20
21
$8,000
22
23
24
25
26
27
28
$8,000
29
30
 $7,000
Clean Fee: 
$700 per week
Tax: State & Local: 
9.7

Ferry Tickets available for weeks 5/25-6/1, 6/1-6/8, 6/8-6/15,  8/24 - 8/31 (mv) please inquire! 

 

Pool Heated to 81 degrees, included in rental rate July & August weeks. 

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

 

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
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

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