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Show Rate Quote
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 - $6,000
June 2024
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$4,000
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
$6,000
30
 $6,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
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
$8,500
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$6,500
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
 $4,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Rates just reduced for week of 9/9  see calendar for adjusted rates

Show Rate Quote
Oak Bluffs, Updated Coastal Décor, Set just on the Outskirts of Central Town Area.

Recently updated, this lovely 4 bedroom, 3 bath contemporary home features an open floor plan in the living and kitchen areas opening to the covered porch and seating area on the...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$3,200
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,200
16
17
18
19
20
21
22
$3,600
23
24
25
26
27
28
29
$4,200
30
 $4,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,800
7
8
9
10
11
12
13
$4,800
14
15
16
17
18
19
20
$4,800
21
22
23
24
25
26
27
$4,800
28
29
30
31
 $5,300
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,300
4
5
6
7
8
9
10
$5,300
11
12
13
14
15
16
17
$5,300
18
19
20
21
22
23
24
$5,300
25
26
27
28
29
30
31
$4,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,200
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
 $2,300
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
Newly Remodeled Contemporary Farm House, 12 x 26 Saltwater Heated Pool, Walk to Town, Bike to the Beach

Exquisite newly remodeled home with just the right touch of coastal decor and modern styling. This perfectly situated picturesque home allows guests to walk to the village area and is an easy no...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $6,600
June 2024
SuMoTuWeThFrSaWeek
 1
$4,720
2
3
4
5
6
7
8
$5,250
9
10
11
12
13
14
15
$6,600
16
17
18
19
20
21
22
$6,600
23
24
25
26
27
28
29
$9,300
30
 $9,300
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,300
7
8
9
10
11
12
13
$9,300
14
15
16
17
18
19
20
$9,920
21
22
23
24
25
26
27
$9,920
28
29
30
31
 $10,400
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$10,400
4
5
6
7
8
9
10
$10,400
11
12
13
14
15
16
17
$10,400
18
19
20
21
22
23
24
$10,400
25
26
27
28
29
30
31
$7,200
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$6,000
15
16
17
18
19
20
21
$4,900
22
23
24
25
26
27
28
$4,500
29
30
 $4,200
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7

Pool heated to 81 in July & August included in rental rate.  Additional $250 per week in off season.

Show Rate Quote
Sweet Cape Home, Gorgeous Water Views, Walk to Town, Lovely Landscaped Yard, Deck and Outdoor Dining Area.

Upon entering this pristine clean cape, you are greeted by an open floor plan and light-filled rooms.  A double living area with multiple comfortable seating options and a TV features lovely water...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$2,200
2
3
4
5
6
7
8
$2,200
9
10
11
12
13
14
15
$2,200
16
17
18
19
20
21
22
$2,200
23
24
25
26
27
28
29
$3,300
30
 $3,400
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,400
7
8
9
10
11
12
13
$3,400
14
15
16
17
18
19
20
$3,400
21
22
23
24
25
26
27
$3,400
28
29
30
31
 $3,900
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$3,900
4
5
6
7
8
9
10
$3,900
11
12
13
14
15
16
17
$3,900
18
19
20
21
22
23
24
$3,900
25
26
27
28
29
30
31
$3,900
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,200
8
9
10
11
12
13
14
$2,200
15
16
17
18
19
20
21
$2,200
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$225 per week
Tax: State & Local: 
11.7
Show Rate Quote
Updated East Chop Area Summer Retreat, Great Proximity to Town Center and Beaches, Cottage Styling with All the Modern Amenities, Central A/C. Covered Porch and Open Patio Areas.

Visitors will enjoy this delightful &  comfortable 4 bedroom, 3 bath home in the desirable East Chop area of Oak Bluffs. 

Relax in the breeze with your morning coffee on the front...Read more

Location: 
Oak Bluffs
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
 $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
28
29
30
31
 $6,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$6,800
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
25
26
27
28
29
30
31
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: 
$475 per week
Tax: State & Local: 
11.7
Show Rate Quote
Charming Water View Home, Immaculate Beachy Interior, Spacious Shady Deck from which to Enjoy the Views

Located just on the outskirts of Oak Bluffs and overlooking the lagoon, this sweet summer home offers walking access to the lagoon for morning swims and is a great area...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
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
$4,750
30
 $4,850
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,850
7
8
9
10
11
12
13
$4,850
14
15
16
17
18
19
20
$4,850
21
22
23
24
25
26
27
$4,850
28
29
30
31
 $5,250
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,250
4
5
6
7
8
9
10
$5,250
11
12
13
14
15
16
17
$5,250
18
19
20
21
22
23
24
$5,250
25
26
27
28
29
30
31
$5,250
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,750
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
 $4,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
The Boathouse, East Chop Location, Gorgeous Water and Sunset Views, Architect Designed Gem

Designed by a renowned island architect and custom-crafted,  The Boathouse underwent construction and total renovation in 2016 and is now a terrific year-round home.  The exterior of the house maintains...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$6,500
30
 $8,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
31
 $8,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,000
4
5
6
7
8
9
10
$8,000
11
12
13
14
15
16
17
$8,000
18
19
20
21
22
23
24
$8,000
25
26
27
28
29
30
31
$8,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$6,500
29
30
 $4,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Two-week minimum stay per owner! 

 

 

Show Rate Quote
Stately Historic Chilmark Home, All Newly updated to Luxury Standards, Private Association South Shore Beach Rights, Hancock Beach 1.5 miles from House

This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach!  The house lies between West Tisbury (Alley’s General Store, 7A...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$5,000 - $10,000
June 2024
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$7,000
30
 $10,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,000
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
 $12,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,000
4
5
6
7
8
9
10
$12,000
11
12
13
14
15
16
17
$12,000
18
19
20
21
22
23
24
$12,000
25
26
27
28
29
30
31
$10,000
September 2024
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
$7,000
29
30
 $5,000
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.

Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon,  85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Baths: 
4
Price Range:
$12,500 - $30,000
June 2024
SuMoTuWeThFrSaWeek
 1
$13,000
2
3
4
5
6
7
8
$13,000
9
10
11
12
13
14
15
$17,500
16
17
18
19
20
21
22
$17,500
23
24
25
26
27
28
29
$17,500
30
 $30,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$30,000
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
31
 $30,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$30,000
4
5
6
7
8
9
10
$35,000
11
12
13
14
15
16
17
$35,000
18
19
20
21
22
23
24
$25,000
25
26
27
28
29
30
31
$25,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$17,500
8
9
10
11
12
13
14
$15,000
15
16
17
18
19
20
21
$14,000
22
23
24
25
26
27
28
$14,000
29
30
 $15,500
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Ferry tickets are available for weeks 7/27-8/3 - 2 Round Trip Tickets, 8/24-8/31, one Round Trip Ticket. Please Inquire

 

Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!

 

Show Rate Quote
Seaview Condo Unit, Gorgeous Water Views, In Town Location, Modern updated Interior!

Note: Seavies Condos is a 3-minute walk from the Steamship Authority dock in Oak Bluffs and two blocks from the Island Queen ferry dock. Perfect location if you cannot or...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$1,850 - $4,850
June 2024
SuMoTuWeThFrSaWeek
 1
$1,850
2
3
4
5
6
7
8
$1,940
9
10
11
12
13
14
15
$1,950
16
17
18
19
20
21
22
$2,050
23
24
25
26
27
28
29
$3,350
30
 $3,350
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,350
7
8
9
10
11
12
13
$3,850
14
15
16
17
18
19
20
$3,950
21
22
23
24
25
26
27
$3,950
28
29
30
31
 $4,850
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$4,850
4
5
6
7
8
9
10
$4,850
11
12
13
14
15
16
17
$4,850
18
19
20
21
22
23
24
$4,850
25
26
27
28
29
30
31
$4,750
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,550
8
9
10
11
12
13
14
$2,350
15
16
17
18
19
20
21
$1,950
22
23
24
25
26
27
28
$1,950
29
30
 $1,950
Clean Fee: 
$230 per week
Tax: State & Local: 
11.7

5 minute walk from Steamship Authority Oak Bluffs dock to the Seaview Condos.  2 blocks from the Island Queen ferry dock.  

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