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Newly Updated Contemporary Home, I mile to Edgartown Village Center, Lovely Landscaped Yard Area!

Extended families will enjoy this modern, contemporary, open living style home set just on the outskirts of Edgartown center, just 1.8 miles into town and a short distance to State and South...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,250 - $3,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,250
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$4,000
22
23
24
25
26
27
28
$5,000
29
30
 $5,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
31
 $5,750
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,750
3
4
5
6
7
8
9
$5,750
10
11
12
13
14
15
16
$5,750
17
18
19
20
21
22
23
$5,750
24
25
26
27
28
29
30
$5,000
31
 $3,750
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,750
7
8
9
10
11
12
13
$3,750
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,500
28
29
30
 $3,250
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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MAHAB

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Property Details
Sweet Updated 3 Bedroom Home, Nicely Tucked in Lightly Wooded Area, Central Location, Beaches and Towns just a short Drive!

Lovely reverse contemporary home with a large deck, outdoor dining, and grill area. The upper level of this home features an open kitchen, living, and dining area stylishly furnished.  Nicely equipped kitchen...Read more

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

Ferry Tickets available for 6/28-7/5, 7/5-7/12, 7/12-7/19 - please inquire

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ROBER

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Property Details
Cozy, newly updated Vineyard Haven Cottage, 2 Bedrooms, 1 Bath, Sleeps 4. Spacious Deck with Dining Area & Grill

Nestled on the outskirts of Vineyard Haven, this charming cottage is ideal for small families or two couples seeking a serene retreat. Just a leisurely 15-minute stroll from Main St,...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,000 - $3,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,700
8
9
10
11
12
13
14
$2,700
15
16
17
18
19
20
21
$2,700
22
23
24
25
26
27
28
$3,000
29
30
 $3,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
31
 $3,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,500
3
4
5
6
7
8
9
$3,500
10
11
12
13
14
15
16
$3,500
17
18
19
20
21
22
23
$3,500
24
25
26
27
28
29
30
$3,500
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
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
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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ST304

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Property Details
Sea View Condominium, Water View, Walk to town and beach

Sea View Condominium with a breathtaking view of Nantucket Sound from almost every room. Just steps from the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
2
Price Range:
$2,900 - $3,320
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,320
8
9
10
11
12
13
14
$3,320
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$3,600
29
30
 $4,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,600
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
$4,800
27
28
29
30
31
 $4,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,800
3
4
5
6
7
8
9
$5,300
10
11
12
13
14
15
16
$5,300
17
18
19
20
21
22
23
$5,600
24
25
26
27
28
29
30
$5,300
31
 $3,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,600
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$2,900
21
22
23
24
25
26
27
$2,900
28
29
30
 $2,900
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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BELAT

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Property Details
West Tisbury Country Setting, Access to Association Pool and Tennis, A/C, Wifi

Spacious, light-filled home set in a lovely community with AC and a well-equipped kitchen. The sun room opens to the deck which overlooks a lovely, private yard.  A combined living and dining...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,300 - $3,300
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
29
30
 $3,300
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$3,300
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $3,400
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,400
3
4
5
6
7
8
9
$3,400
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $2,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,600
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: 
$250 per week
Tax: State & Local: 
11.7
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BOWKW

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Property Details
Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, Ideal Central Location

New cape style home, glistening with attention to detail!  Not all homes have to be large to feature quality, luxury decor.  This is a custom-built cape, where the owners have...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $3,300
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,300
8
9
10
11
12
13
14
$3,300
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$4,000
29
30
 $4,900
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,900
6
7
8
9
10
11
12
$4,900
13
14
15
16
17
18
19
$5,100
20
21
22
23
24
25
26
$5,350
27
28
29
30
31
 $5,350
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,350
3
4
5
6
7
8
9
$5,500
10
11
12
13
14
15
16
$5,500
17
18
19
20
21
22
23
$5,500
24
25
26
27
28
29
30
$5,150
31
 $4,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$3,300
21
22
23
24
25
26
27
$3,300
28
29
30
 $3,300
Clean Fee: 
$450
Tax: State & Local: 
11.7
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DONOP

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Property Details
Hidden Cove, Centrally Located to Beaches and Towns, Association Tennis Courts, A/C, WiFi

Centrally located in the Hidden Cove community of homes on the outskirts of Oak Bluffs. Lovely area to bike, walk, or play tennis at the association courts. 

The main level features an...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,400 - $3,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,400
8
9
10
11
12
13
14
$3,050
15
16
17
18
19
20
21
$3,050
22
23
24
25
26
27
28
$3,200
29
30
 $4,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,200
20
21
22
23
24
25
26
$4,200
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
$3,400
31
 $2,600
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,600
7
8
9
10
11
12
13
$2,600
14
15
16
17
18
19
20
$2,600
21
22
23
24
25
26
27
$2,600
28
29
30
 $2,600
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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VOL55

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Property Details
LIGHT FILLED CONTEMPORARY HOME, AC, DECK AND SUN PORCH, SLEEPS 8

Set on a quiet circular street (Teaberry Lane), on the outskirts of Edgartown. Bike paths at the end of the street connect to town and miles of touring trails. This...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$3,200 - $3,200
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
29
30
 $3,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,200
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$4,150
20
21
22
23
24
25
26
$4,150
27
28
29
30
31
 $4,150
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,150
3
4
5
6
7
8
9
$4,150
10
11
12
13
14
15
16
$4,150
17
18
19
20
21
22
23
24
25
26
27
28
29
30
$3,550
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: 
$275 per week
Tax: State & Local: 
11.7

2025 Owner Special no clean fee for dates 6/28 - 7/12. Interim and final clean provided. 

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COWAC

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Property Details
Lovely Cape, 7 minute walk to town and harbor area, 4 bedrooms, 3 baths, sleeps 7

Lovely 4 bedroom, 3 bath home, pristinely maintained and ideally located just on the outskirts of Oak Bluffs on a quiet street. Short walk to town center and Oak Bluffs town...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
3
Price Range:
$2,500 - $3,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$3,800
29
30
 $4,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,600
6
7
8
9
10
11
12
$4,600
13
14
15
16
17
18
19
$4,600
20
21
22
23
24
25
26
$4,600
27
28
29
30
31
 $5,250
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,250
3
4
5
6
7
8
9
$5,300
10
11
12
13
14
15
16
$5,500
17
18
19
20
21
22
23
$5,300
24
25
26
27
28
29
30
$4,300
31
 $3,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,200
7
8
9
10
11
12
13
$3,200
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,000
28
29
30
 $3,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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LUSKP

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Property Details
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 - $3,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$4,800
29
30
 $5,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,600
6
7
8
9
10
11
12
$5,600
13
14
15
16
17
18
19
$5,600
20
21
22
23
24
25
26
$5,900
27
28
29
30
31
 $5,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,900
3
4
5
6
7
8
9
$6,200
10
11
12
13
14
15
16
$6,700
17
18
19
20
21
22
23
$6,700
24
25
26
27
28
29
30
$5,700
31
 $3,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,900
7
8
9
10
11
12
13
$3,200
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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VANDN

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Property Details
Charming Newly Updated Menemsha Cottage, 2 + Bedroom Cottage Sleeps 5, AC, Screened Porch & Deck, Walk to Menemsha Village & Beach

Dreaming of Vacationing in an idyllic Menemsha Cottage? This adorable newly updated  1950s cottage nestled in the village area provides easy access to numerous exclusive Chilmark beaches with town permits and Menemsha Beach...Read more

Location: 
Chilmark
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $3,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$3,000
29
30
 $3,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
31
 $3,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,500
3
4
5
6
7
8
9
$3,500
10
11
12
13
14
15
16
$3,500
17
18
19
20
21
22
23
$3,500
24
25
26
27
28
29
30
$3,500
31
 $3,200
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,200
7
8
9
10
11
12
13
$3,200
14
15
16
17
18
19
20
$3,200
21
22
23
24
25
26
27
$3,200
28
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KOGAD

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Property Details
Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,950 - $3,100
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,950
8
9
10
11
12
13
14
$2,950
15
16
17
18
19
20
21
$2,950
22
23
24
25
26
27
28
$2,950
29
30
 $3,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,100
6
7
8
9
10
11
12
$3,100
13
14
15
16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
31
 $3,100
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,100
3
4
5
6
7
8
9
$3,100
10
11
12
13
14
15
16
$3,400
17
18
19
20
21
22
23
$3,400
24
25
26
27
28
29
30
$3,100
31
 $2,950
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,950
7
8
9
10
11
12
13
$2,950
14
15
16
17
18
19
20
$2,950
21
22
23
24
25
26
27
$2,950
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KLEIB

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Property Details
Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,050 - $3,050
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,760
8
9
10
11
12
13
14
$3,040
15
16
17
18
19
20
21
$3,050
22
23
24
25
26
27
28
$3,400
29
30
 $3,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,400
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
 $4,020
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,020
3
4
5
6
7
8
9
$4,100
10
11
12
13
14
15
16
$4,100
17
18
19
20
21
22
23
$3,920
24
25
26
27
28
29
30
$3,720
31
 $2,770
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,770
7
8
9
10
11
12
13
$2,540
14
15
16
17
18
19
20
$2,390
21
22
23
24
25
26
27
$2,300
28
29
30
 $2,190
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
Add Favorite
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FENNB

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Property Details
Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,950 - $3,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$1,950
8
9
10
11
12
13
14
$1,950
15
16
17
18
19
20
21
$1,950
22
23
24
25
26
27
28
$1,950
29
30
 $3,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
31
 $3,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$3,200
3
4
5
6
7
8
9
$3,200
10
11
12
13
14
15
16
$3,200
17
18
19
20
21
22
23
$3,200
24
25
26
27
28
29
30
31
 $1,950
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,950
7
8
9
10
11
12
13
$1,950
14
15
16
17
18
19
20
$1,950
21
22
23
24
25
26
27
$1,950
28
29
30
 $1,950
Clean Fee: 
$200 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MILLR

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Property Details
Tashmoo Cove Condominium, Association Pool, Tennis and Beach, Central Air

Set in Tashmoo Woods, an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
2
Baths: 
3
Price Range:
$3,000 - $3,000
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
$2,770
29
30
 $2,770
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,770
6
7
8
9
10
11
12
$2,770
13
14
15
16
17
18
19
$2,770
20
21
22
23
24
25
26
$2,770
27
28
29
30
31
 $2,770
August 2025
SuMoTuWeThFrSaWeek
 1
2
$2,770
3
4
5
6
7
8
9
$3,000
10
11
12
13
14
15
16
$3,000
17
18
19
20
21
22
23
$3,000
24
25
26
27
28
29
30
$3,000
31
 $3,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Owner requires two week minimum in August and must be either 8/2 to 8/16 or 8/16 to 8/30 

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