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Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths

Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,370 - $7,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
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10
11
12
13
$5,500
14
15
16
17
18
19
20
$6,500
21
22
23
24
25
26
27
$6,500
28
29
30
 $7,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,900
5
6
7
8
9
10
11
$7,900
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13
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18
$7,900
19
20
21
22
23
24
25
$7,900
26
27
28
29
30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
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21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $4,370
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,370
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Ferry Tickets Available for Purchase, 7/19 - 26.  Inquire for Details (mv)

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HUESC

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Property Details
Lovely 6 Bedroom Home in Heart of Katama, Multiple Living Spaces, Perfect for Extended Families, 8/10ths mile to South Beach

Ideally situated in the heart of the Katama area of Edgartown, 8/10 of a mile from South Beach, this lovely expanded Cape-style home is perfectly designed for extended families and friends....Read more

Location: 
Katama
Sleeps: 
11
Bedrooms: 
6
Baths: 
3
Price Range:
$4,150 - $7,850
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,450
7
8
9
10
11
12
13
$4,450
14
15
16
17
18
19
20
$4,450
21
22
23
24
25
26
27
$6,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$12,500
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$12,500
30
31
 $7,850
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,850
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
 $6,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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CASHK

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Property Details
Lovely Home, Centrally Located, Bike Paths, AC all Rooms

This lovely 3 bedroom home features an open floor plan on the living level, colorful decor, window AC in all rooms, and a well-equipped modern kitchen. The home is nicely situated...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$7,500 - $7,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
$7,500
28
29
30
 $7,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
7
8
9
10
11
$7,500
12
13
14
15
16
17
18
$7,500
19
20
21
22
23
24
25
$7,500
26
27
28
29
30
31
 $7,500
August 2026
SuMoTuWeThFrSaWeek
 1
$7,500
2
3
4
5
6
7
8
$7,800
9
10
11
12
13
14
15
$7,800
16
17
18
19
20
21
22
$7,800
23
24
25
26
27
28
29
$7,800
30
31
 
September 2026
SuMoTuWeThFrSa
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2
3
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5
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10
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12
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26
27
28
29
30
 
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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NAKAJ

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Property Details
Waterfront & View on Edgartown Great Pond, Association Private Beach and Tennis, Central A/C

Waterfront Retreat on Edgartown Great Pond with Private Beach Access & Tennis

MVVR EXCLUSIVE:
Set in a peaceful waterfront location within the desirable Boldwater area, this beautiful contemporary 4-bedroom,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,200 - $7,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,600
14
15
16
17
18
19
20
$4,200
21
22
23
24
25
26
27
$6,000
28
29
30
 $6,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,900
5
6
7
8
9
10
11
$6,900
12
13
14
15
16
17
18
$8,200
19
20
21
22
23
24
25
$7,800
26
27
28
29
30
31
 $8,800
August 2026
SuMoTuWeThFrSaWeek
 1
$8,800
2
3
4
5
6
7
8
$8,800
9
10
11
12
13
14
15
$8,800
16
17
18
19
20
21
22
$8,800
23
24
25
26
27
28
29
$6,400
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $3,200
Clean Fee: 
$625 per week
Tax: State & Local: 
11.7

Ferry Tickets available for purchase: 6/27 to 7/4, 7/4 to 7/11, 7/18 to 7/25, Please inquire (mv)

 

 

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SANBG

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Property Details
Gorgeous Water views, set in private Mink Meadows Golf Course Community , Private Association Beach, Walk or drive to the Golf Course Club House

Beautiful home in Mink Meadows area of West Chop.  Guests will enjoy the gorgeous water views across Mink Meadows Pond to the North Shore. Swans, geese, and ducks reside in the...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $7,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
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
$5,200
28
29
30
 $7,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,750
5
6
7
8
9
10
11
$7,750
12
13
14
15
16
17
18
$7,750
19
20
21
22
23
24
25
$7,750
26
27
28
29
30
31
 $7,900
August 2026
SuMoTuWeThFrSaWeek
 1
$7,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

 

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INGAE

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Property Details
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,000 - $7,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,750
7
8
9
10
11
12
13
$5,750
14
15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$7,000
28
29
30
 $9,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,750
5
6
7
8
9
10
11
$9,750
12
13
14
15
16
17
18
$9,750
19
20
21
22
23
24
25
$9,750
26
27
28
29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
4
5
6
7
8
$11,000
9
10
11
12
13
14
15
$11,000
16
17
18
19
20
21
22
$11,000
23
24
25
26
27
28
29
$11,000
30
31
 $7,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,750
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$6,900
20
21
22
23
24
25
26
$6,800
27
28
29
30
 $6,700
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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FRIEM

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Property Details
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:
$5,000 - $7,500
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
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27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$7,500
9
10
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12
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15
$7,500
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
30
31
 
September 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
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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: 
$450 per week
Tax: State & Local: 
11.7
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RUNYW

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Property Details
Water view Upper Makonikey Home, Distinctive Design by Royal Barry Wills, Two Private Association Beaches, Central A/C

Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres in the exclusive enclave of homes known as Makonikey. Lovely distant water views of Vineyard Sound and...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$5,000 - $7,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
9
10
11
12
13
$5,750
14
15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$7,500
28
29
30
 $9,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,750
5
6
7
8
9
10
11
$9,750
12
13
14
15
16
17
18
$9,750
19
20
21
22
23
24
25
$9,750
26
27
28
29
30
31
 $9,750
August 2026
SuMoTuWeThFrSaWeek
 1
$9,750
2
3
4
5
6
7
8
$9,750
9
10
11
12
13
14
15
$9,750
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $7,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,500
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$5,750
20
21
22
23
24
25
26
$5,750
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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PETEO

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Property Details
Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully Landscaped

Outstanding vacation home, centrally located to all three down-island town centers and multiple public beaches. This lovely home in a serene setting overlooks the picturesque Little Duarte Pond in the Iron Hill...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
5
Price Range:
$4,000 - $7,500
June 2026
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
$5,600
28
29
30
 $7,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
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
 
August 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2026
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: 
$575 per week
Tax: State & Local: 
11.7
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FERGN

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Property Details
5 minute walk to town center.

Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc... The Captain Henry Stevenson house has been renovated to include a...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,900 - $7,400
June 2026
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
 $7,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,400
5
6
7
8
9
10
11
$7,400
12
13
14
15
16
17
18
$7,400
19
20
21
22
23
24
25
$7,400
26
27
28
29
30
31
 $7,400
August 2026
SuMoTuWeThFrSaWeek
 1
$7,400
2
3
4
5
6
7
8
$7,400
9
10
11
12
13
14
15
$7,400
16
17
18
19
20
21
22
$6,900
23
24
25
26
27
28
29
$6,900
30
31
 $5,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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ELOUA

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Property Details
Lovely updated Home , Village Area Edgartown, 7 minute Walk to Main St. Bike Paths at end of Street.

Minutes from downtown Edgartown's shops & restaurants, this cape style home features open concept living, air conditioning, a mini-split in the main living area, window units in all but 1st level...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,650 - $7,350
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,650
7
8
9
10
11
12
13
$6,650
14
15
16
17
18
19
20
$6,650
21
22
23
24
25
26
27
$6,650
28
29
30
 $7,350
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,350
5
6
7
8
9
10
11
$7,350
12
13
14
15
16
17
18
$7,350
19
20
21
22
23
24
25
$7,350
26
27
28
29
30
31
 $7,350
August 2026
SuMoTuWeThFrSaWeek
 1
$7,350
2
3
4
5
6
7
8
$8,050
9
10
11
12
13
14
15
$8,050
16
17
18
19
20
21
22
$8,050
23
24
25
26
27
28
29
$8,050
30
31
 $6,650
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,650
6
7
8
9
10
11
12
$6,650
13
14
15
16
17
18
19
$6,650
20
21
22
23
24
25
26
$6,650
27
28
29
30
 $6,650
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
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WEINS

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Property Details
Charming and Pristine Hilltop Restored Farm House, Water views, Spectacular Sunsets, Set on Large Private Acreage

Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful water views beyond. Acres of undisturbed privacy and a...Read more

Location: 
Aquinnah
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$6,800 - $7,300
June 2026
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
 $7,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
9
10
11
$7,300
12
13
14
15
16
17
18
$7,300
19
20
21
22
23
24
25
$7,300
26
27
28
29
30
31
 $7,300
August 2026
SuMoTuWeThFrSaWeek
 1
$7,300
2
3
4
5
6
7
8
$7,300
9
10
11
12
13
14
15
$7,300
16
17
18
19
20
21
22
$7,300
23
24
25
26
27
28
29
$7,300
30
31
 $6,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,800
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: 
$350 per week
Tax: State & Local: 
11.7
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MONEE

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Property Details
Outstanding Edgartown Vacation Home, Spacious Coastal Decor Interior, Large Deck, Screened Porch, Just 1.5 miles to the Village Center

Chic Contemporary Farmhouse, just a short distance to Edgartown Village Center, features a quiet and private setting with all-new beach-inspired decor throughout.

The home has an open first-floor layout with the kitchen,...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$3,000 - $7,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,600
7
8
9
10
11
12
13
$4,600
14
15
16
17
18
19
20
$4,600
21
22
23
24
25
26
27
$5,800
28
29
30
 $7,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,300
19
20
21
22
23
24
25
$7,700
26
27
28
29
30
31
 $6,700
August 2026
SuMoTuWeThFrSaWeek
 1
$6,700
2
3
4
5
6
7
8
$7,750
9
10
11
12
13
14
15
$7,750
16
17
18
19
20
21
22
$7,750
23
24
25
26
27
28
29
$5,800
30
31
 $4,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,600
6
7
8
9
10
11
12
$3,400
13
14
15
16
17
18
19
$3,400
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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MANNB

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Property Details
Designer Home with 18 x 38 Heated Pool, Spacious Deck and Screened Porch-Outdooor Dining for 12. Perfect Location 1 mile to South Beach and 1.5 miles to Edgartown Village Area

Gorgeous contemporary luxury home with pool & patio areas nicely landscaped for privacy. Additional outdoor spaces include a deck with patio seating, screened porch with outdoor dining for 10 both of which overlook...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$6,750 - $7,250
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,250
7
8
9
10
11
12
13
$7,250
14
15
16
17
18
19
20
$7,250
21
22
23
24
25
26
27
$11,500
28
29
30
 $21,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$21,500
5
6
7
8
9
10
11
$19,500
12
13
14
15
16
17
18
$19,500
19
20
21
22
23
24
25
$19,500
26
27
28
29
30
31
 $19,500
August 2026
SuMoTuWeThFrSaWeek
 1
$19,500
2
3
4
5
6
7
8
$23,500
9
10
11
12
13
14
15
$23,500
16
17
18
19
20
21
22
$23,500
23
24
25
26
27
28
29
$16,500
30
31
 $16,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$16,500
6
7
8
9
10
11
12
$10,500
13
14
15
16
17
18
19
$7,250
20
21
22
23
24
25
26
$7,250
27
28
29
30
 $7,250
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

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

Pool heated to 82:
6/6 - 6/20:    $400
6/20 - 6/27:  $200
9/5 - 9/12:    $200
9/12 - 9/19:  $400
9/19 - 10/24: $600

 

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WHARG

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Property Details
Lovely Home in a quiet Neighborhood. Walk to Town Center and Inkwell Beach, Large Private Deck, Room AC

Spacious sun-filled contemporary home located on a quiet private street, a 10-minute walk to town center, Inkwell Beach, and the harborfront.

The first level features a spacious kitchen with stainless steel...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$6,800 - $7,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,800
7
8
9
10
11
12
13
$6,800
14
15
16
17
18
19
20
$6,800
21
22
23
24
25
26
27
$6,800
28
29
30
 $6,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,900
5
6
7
8
9
10
11
$6,900
12
13
14
15
16
17
18
$6,900
19
20
21
22
23
24
25
$6,900
26
27
28
29
30
31
 $6,900
August 2026
SuMoTuWeThFrSaWeek
 1
$6,900
2
3
4
5
6
7
8
$7,900
9
10
11
12
13
14
15
$7,900
16
17
18
19
20
21
22
$7,900
23
24
25
26
27
28
29
$7,900
30
31
 $7,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,200
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: 
$375 per week
Tax: State & Local: 
11.7

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