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Edgartown, Katama Area, Spacious Luxury with Designer Detailing, Chef's Kitchen, Multiple Living Spaces, 4 Bedrooms, 3.5 Baths

New in 2022 large addition and full renovation to this beautiful Katama home. Located within walking distance of town (1.4 miles) and biking to Katama South Beach (2.1 miles). 

The...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$13,000 - $15,000
June 2026
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July 2026
SuMoTuWeThFrSaWeek
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 $15,000
August 2026
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$15,000
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$13,000
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September 2026
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Sales Tax Exempt for weeks 8/8 & 8/15

 

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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 2026
SuMoTuWeThFrSaWeek
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$2,700
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$2,700
14
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$2,700
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22
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$3,000
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$3,500
5
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$3,500
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$3,500
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$3,500
26
27
28
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30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
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$3,500
2
3
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$3,500
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$3,500
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$3,500
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$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
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$3,000
6
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$2,500
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$2,500
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$2,500
27
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29
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 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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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:
$2,100 - $4,600
June 2026
SuMoTuWeThFrSaWeek
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$2,150
7
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$2,150
14
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$2,550
21
22
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$3,500
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
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2
3
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$3,800
5
6
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$3,900
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$4,600
19
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$4,600
26
27
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30
31
 $5,600
August 2026
SuMoTuWeThFrSaWeek
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$5,600
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$5,600
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$5,600
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$5,600
23
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$3,900
30
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 $2,500
September 2026
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,100
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$2,100
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 $2,100
Clean Fee: 
$240 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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Bridle Path House, Quiet Lovely Neighborhood, Porch and Deck Areas, Large Yard, Central Location to all 3 Down Island Towns and Beaches

Lovely 3 bedroom 3 bath home sleeps 8, bordered by a large landscaped yard. The exterior features a shady wrap-around porch with rockers, a perfect place to relax, read a book,  and enjoy...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$5,100 - $5,100
June 2026
SuMoTuWeThFrSaWeek
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$5,100
14
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$5,900
28
29
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 $5,900
July 2026
SuMoTuWeThFrSaWeek
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2
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$5,900
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$5,900
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$5,900
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$5,900
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 $5,900
August 2026
SuMoTuWeThFrSaWeek
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$5,900
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$6,500
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$6,500
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$6,500
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$6,500
30
31
 
September 2026
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Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Coastal Contemporary Beach House, Newly updated! Located under a mile from South Beach & 2 miles from Edgartown Center.

Feel the south shore breezes at this great vacation home ideally located in the Katama area. The proximity to both South Beach and Edgartown village center makes this home an ideal choice...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$70 - $13,500
June 2026
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$12,500
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$12,500
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 $13,500
July 2026
SuMoTuWeThFrSaWeek
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$13,500
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$13,500
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$13,500
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$13,500
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 $13,500
August 2026
SuMoTuWeThFrSaWeek
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$13,500
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$13,500
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$13,500
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$13,500
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$13,500
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 $13,500
September 2026
SuMoTuWeThFrSaWeek
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$13,500
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$10,000
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$10,000
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$10,000
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29
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 $10,000
Clean Fee: 
$600
Tax: State & Local: 
11.7
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Waterfront, Water View, Lagoon Beach

This charming, recently renovated, waterfront home atop the lagoon bluffs, boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor, and Cape Cod from patios, living...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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Set in the heart of Oak Bluffs and on a quiet residential street, this newly updated tastefully decorated vacation home offers rental guests all the comforts of home inside and out....Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $6,000
June 2026
SuMoTuWeThFrSaWeek
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2
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$4,000
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$4,000
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$4,000
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$4,000
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 $5,000
July 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
26
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30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
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$5,500
2
3
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$6,000
9
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$5,500
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$6,000
23
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$6,000
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
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2
3
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5
$4,000
6
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$4,000
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$4,000
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$4,000
27
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29
30
 $3,000
Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths

This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more

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

Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details

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East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets

Experience the epitome of summer living at East Chop Oak Bluffs in this delightful waterfront retreat. Nestled amidst the serenity of the beachfront, this cozy home boasts a private dock...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$6,000 - $8,000
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$6,000
7
8
9
10
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12
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$6,000
14
15
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$6,000
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
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10
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$10,000
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13
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15
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$10,000
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20
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25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
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$10,000
2
3
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5
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$10,000
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10
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$10,000
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$10,000
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28
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$10,000
30
31
 $8,000
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$8,000
6
7
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$6,000
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$6,000
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21
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23
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25
26
$6,000
27
28
29
30
 $6,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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1.5 Acres of Privacy, Bike Paths Adjacent to House, Association Pool, WiFi, Central A/C

West Tisbury - Newly updated and featuring 5 bedrooms and 4 baths.  Recently renovated including all new kitchen, updated baths, flooring, carpeting, walls painted, and lovely furnishings.  There is central AC on the 1st...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$3,500 - $6,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
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12
13
$4,000
14
15
16
17
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20
$4,000
21
22
23
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25
26
27
$5,000
28
29
30
 $5,900
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$5,900
5
6
7
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9
10
11
$6,250
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13
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$6,250
19
20
21
22
23
24
25
$6,500
26
27
28
29
30
31
 $6,500
August 2026
SuMoTuWeThFrSaWeek
 1
$6,500
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
31
 $5,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
8
9
10
11
12
$4,900
13
14
15
16
17
18
19
$4,900
20
21
22
23
24
25
26
$4,900
27
28
29
30
 $3,900
Clean Fee: 
$450 per week, $500 per week with pet
Tax: State & Local: 
11.7

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