Vacation Rentals

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Lovely Historic William St Home, Located just one block from Main St. 4 bedrooms, 4 baths

Beautifully renovated Greek Revival home (the Berkshire House) on historic William Street in Vineyard Haven.

This finely crafted home offers vacationing guests spacious living on three levels. The main level...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,400 - $9,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,400
8
9
10
11
12
13
14
$6,400
15
16
17
18
19
20
21
$6,400
22
23
24
25
26
27
28
$8,400
29
30
 $8,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,800
6
7
8
9
10
11
12
$8,800
13
14
15
16
17
18
19
$8,800
20
21
22
23
24
25
26
$8,800
27
28
29
30
31
 $8,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$8,800
3
4
5
6
7
8
9
$9,200
10
11
12
13
14
15
16
$9,200
17
18
19
20
21
22
23
$9,200
24
25
26
27
28
29
30
$8,800
31
 $6,400
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,400
7
8
9
10
11
12
13
$6,400
14
15
16
17
18
19
20
$6,400
21
22
23
24
25
26
27
$5,400
28
29
30
 $5,400
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in June, July, August, September  - see calendar for adjusted rates

 

Ferry Tickets available for weeks 7/6-7/13, 7/13-7/20, 7/20-7/27, and 7/27-8/3 - please inquire

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Beautiful East Chop Home , Walk to Town & Beach, Outdoor Patio Area with Patio Dining

Lovely Spacious East Chop Area home features elegant custom craftsmanship throughout, a light-filled open kitchen, living and dining areas, and a family/TV room. 3 bedrooms on the 2nd level and 2...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2025
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
$6,050
29
30
 $5,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,800
6
7
8
9
10
11
12
$5,800
13
14
15
16
17
18
19
$5,800
20
21
22
23
24
25
26
$6,050
27
28
29
30
31
 $6,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,500
3
4
5
6
7
8
9
$6,500
10
11
12
13
14
15
16
$6,500
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
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10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Adorable, Chic In -Town Home, Coastal Décor, Central AC, Large Bluestone Patio plus a Farmers Porch for Summer Outdoor Enjoyment

Charming is the description for this newly furnished in-town summer cottage-style home. The house boasts multiple outdoor living spaces, including a large, secluded bluestone patio with an outdoor living room, a patio dining and grill...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $4,800
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
$4,000
29
30
 $4,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
31
 $5,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,000
3
4
5
6
7
8
9
$5,000
10
11
12
13
14
15
16
$5,000
17
18
19
20
21
22
23
$5,000
24
25
26
27
28
29
30
$4,800
31
 $3,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
 $3,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Chic, Newly Updated Cottage Style Home, Spacious Deck, Centrally Located just a Short Drive to Edgartown Village Center and Beaches

A beautifully decorated, open, light-filled Cape style home featuring 3 bedrooms and 2 baths, a main living area & separate TV room, newly updated kitchen with an adjacent dining area that opens to...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,800 - $5,000
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
$4,000
29
30
 $4,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
31
 $5,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,000
3
4
5
6
7
8
9
$5,000
10
11
12
13
14
15
16
$5,000
17
18
19
20
21
22
23
$5,000
24
25
26
27
28
29
30
$4,800
31
 $3,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
 $3,500
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Nicely Updated 4 bedroom Edgartown Home, Location 1.5 mi From Village Center, 10 minute Drive to Beaches. Miles of Bike Paths Nearby

Note: The kitchen is being remodeled for 2024 season!

Perfect family vacation home tucked on the outskirts of Edgartown just 1.5 miles to the village center and a 10-minute drive...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,500 - $2,550
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,550
8
9
10
11
12
13
14
$2,550
15
16
17
18
19
20
21
$2,550
22
23
24
25
26
27
28
$3,500
29
30
 $4,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,100
20
21
22
23
24
25
26
$4,500
27
28
29
30
31
 $4,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,500
3
4
5
6
7
8
9
$4,500
10
11
12
13
14
15
16
$4,500
17
18
19
20
21
22
23
$4,500
24
25
26
27
28
29
30
$3,700
31
 $2,500
September 2025
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
$2,500
21
22
23
24
25
26
27
$2,500
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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Gracious Waterview Estate Home, Heated Pool, Hot Tub, Exclusive Eel Pond Area of Edgartown Village

Luxury Coastal Gambrel Home with Pool and Carriage House.  This Eloquent Home was designed by architect Patrick Ahearn and features waterviews of Nantucket Sound from many rooms within the house,...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
7
Baths: 
5
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
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17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
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
$40,000
27
28
29
30
31
 $40,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$40,000
3
4
5
6
7
8
9
$40,000
10
11
12
13
14
15
16
$40,000
17
18
19
20
21
22
23
$40,000
24
25
26
27
28
29
30
$35,000
31
 
September 2025
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: 
$900 per week
Tax: State & Local: 
11.7

2 Week Minimum Stay required   

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Stunning Newly Renovated Home, Located on Coveted North Water St in the Village Area of Edgartown, Walk to the Village Center, Lighthouse and Fuller St Beaches

Nestled within the Village Center on N Water St, stands this magnificent 5-bedroom residence, meticulously revitalized from its core with every luxury befitting its storied past. Throughout the home, bespoke...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$14,000 - $19,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$15,000
8
9
10
11
12
13
14
$15,000
15
16
17
18
19
20
21
$15,000
22
23
24
25
26
27
28
$16,000
29
30
 $24,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$24,000
6
7
8
9
10
11
12
$17,500
13
14
15
16
17
18
19
$17,500
20
21
22
23
24
25
26
$17,500
27
28
29
30
31
 $19,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$19,500
3
4
5
6
7
8
9
$19,500
10
11
12
13
14
15
16
$19,500
17
18
19
20
21
22
23
$19,500
24
25
26
27
28
29
30
$18,500
31
 $17,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,500
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$14,000
28
29
30
 $14,000
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

Ferry Tickets available for weeks 8/9-8/16, 8/16-8/23, 8/23-8/30 - please inquire

 

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Stunning Historic Home, Nicely Renovated with Luxury Details throughout, AC, View of Harbor from 2nd Level Porch

Quintessential, historic in-town Vineyard home, just steps from the beach and ferry.  Water views of Vineyard Haven Harbor. This totally renovated house is designed to create the perfect Vineyard vacation. ...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
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
$5,000
29
30
 $6,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,000
6
7
8
9
10
11
12
$6,000
13
14
15
16
17
18
19
$6,000
20
21
22
23
24
25
26
$6,700
27
28
29
30
31
 $7,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,300
3
4
5
6
7
8
9
$7,300
10
11
12
13
14
15
16
$7,300
17
18
19
20
21
22
23
$7,300
24
25
26
27
28
29
30
$7,000
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700
7
8
9
10
11
12
13
$5,700
14
15
16
17
18
19
20
$5,700
21
22
23
24
25
26
27
$5,700
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Family Friendly Edgartown Home, Heated Pool, 12' x 25', Screened Porch, Deck, Ideally Located, 5 Minute Drive to South Beach and Edgartown Village

This lovely spacious home is tucked away in Island Grove just on the outskirts of Edgartown Village.  The outdoor living spaces include a heated pool with patio area, screened porch with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
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
$11,000
29
30
 $11,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,000
6
7
8
9
10
11
12
$11,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$12,000
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$11,000
24
25
26
27
28
29
30
$11,000
31
 $8,000
September 2025
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
 $8,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Pool heated to 80 degrees, June through September included in rental rate!

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Meetinghouse Middle Condo, Association Pool, Central Air

Set in quiet Meeting House Village on the outskirts of Edgartown, this lovely condominium unit features a spacious open main living level with glass sliders leading out to the deck with a...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,000 - $3,800
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,250
8
9
10
11
12
13
14
$2,750
15
16
17
18
19
20
21
$2,750
22
23
24
25
26
27
28
$3,000
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
 $3,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,800
3
4
5
6
7
8
9
$3,800
10
11
12
13
14
15
16
$3,800
17
18
19
20
21
22
23
$3,800
24
25
26
27
28
29
30
$3,800
31
 $2,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,700
7
8
9
10
11
12
13
$2,700
14
15
16
17
18
19
20
$2,700
21
22
23
24
25
26
27
$2,700
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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