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Modern, Cozy, 3 Bedroom, Multiple Living Spaces, Close to Edgartown Center and Beaches, Bike Paths 2/10 mile from house,

This lovely 3 bedroom, 2.5 bath home features open concept living, dining, and kitchen areas. The spacious living and dining area opens via glass sliders to a large and private 20 x 40 ft...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $5,050
June 2027
SuMoTuWeThFrSaWeek
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2
3
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$4,000
6
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$4,000
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$4,000
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$4,000
27
28
29
30
 $4,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,700
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5
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10
$4,700
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$4,700
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$4,700
25
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30
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$4,700
August 2027
SuMoTuWeThFrSaWeek
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$5,050
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$5,050
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$5,050
22
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$4,700
29
30
31
 
September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

 

 

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RITDA~

Inquire
Property Details
Outstanding 4 Bedroom, 4 Bath Home, Located in Deep Bottom Community of Homes, Association Tennis, Gorgeous Views across Pasture and Pond

New for 2027! Enjoy an additional 800 square feet of beautifully finished living space on the lower level. This expanded area will feature a fourth bedroom, bathroom with a shower,...Read more

Location: 
West Tisbury
Sleeps: 
9
Bedrooms: 
4
Baths: 
4
Price Range:
$6,400 - $9,400
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,900
6
7
8
9
10
11
12
$7,900
13
14
15
16
17
18
19
$8,400
20
21
22
23
24
25
26
$8,400
27
28
29
30
 $8,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,900
4
5
6
7
8
9
10
$8,900
11
12
13
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$8,900
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19
20
21
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23
24
$9,400
25
26
27
28
29
30
31
$9,400
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,400
8
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11
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13
14
$9,400
15
16
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20
21
$9,400
22
23
24
25
26
27
28
$9,400
29
30
31
 $9,400
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,400
5
6
7
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10
11
$8,900
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13
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18
$8,900
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20
21
22
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25
$8,900
26
27
28
29
30
 $6,400
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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ROB59~

Inquire
Property Details
Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, Spa, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.

Exceptional Luxury Rental: Elegant 6-Bedroom Estate in West Chop, Vineyard Haven

Experience refined summer living in this stunning six-bedroom, five-and-a-half-bath coastal retreat, ideally located in the prestigious West Chop area...Read more

Location: 
Vineyard Haven
Sleeps: 
13
Bedrooms: 
6
Baths: 
5
Price Range:
$14,000 - $30,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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8
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$16,000
20
21
22
23
24
25
26
$18,000
27
28
29
30
 $25,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$25,000
4
5
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9
10
$30,000
11
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$30,000
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$30,000
25
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30
31
$35,000
August 2027
SuMoTuWeThFrSaWeek
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7
$35,000
8
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$35,000
15
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21
$35,000
22
23
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27
28
$35,000
29
30
31
 $25,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
6
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$18,000
12
13
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$16,000
19
20
21
22
23
24
25
$14,000
26
27
28
29
30
 
Clean Fee: 
$2000 per week
Tax: State & Local: 
11.7

 

 

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ROBDE~

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

Located within walking distance of town (1.4 miles) and biking to Katama South Beach (2.1 miles). 

The gourmet Kitchen features quartzite counters professional Thermador appliances and a convenient wine fridge....Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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31
August 2027
SuMoTuWeThFrSaWeek
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2
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$14,000
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$14,000
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30
31
 
September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

No Rooms tax,  Owner is Tax Exempt for weeks 8/8 & 8/15

 

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ROBER

Inquire
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 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,700
6
7
8
9
10
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12
$2,700
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$2,700
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$3,500
27
28
29
30
 $3,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,500
4
5
6
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10
$3,500
11
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$3,500
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19
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$3,500
25
26
27
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29
30
31
$3,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
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$3,500
8
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$3,500
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$3,500
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$3,500
29
30
31
 $3,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
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$2,500
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$2,500
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$2,500
26
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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ROBIH~

Inquire
Property Details
Seaview Condo Unit, Gorgeous Water Views, In Town Location, Modern updated Interior!

Note: Seaview 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 do...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,700 - $5,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
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25
26
$3,000
27
28
29
30
 $5,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,000
4
5
6
7
8
9
10
$5,000
11
12
13
14
15
16
17
$5,000
18
19
20
21
22
23
24
$5,000
25
26
27
28
29
30
31
$5,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,000
8
9
10
11
12
13
14
$7,200
15
16
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18
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20
21
$7,200
22
23
24
25
26
27
28
$5,000
29
30
31
 $2,950
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,950
5
6
7
8
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10
11
$2,950
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13
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$2,950
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20
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25
$2,950
26
27
28
29
30
 $2,950
Clean Fee: 
$300 per week
Tax: State & Local: 
14.45

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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ROCHA~

Inquire
Property Details
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:
$8,000 - $9,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $9,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$9,800
4
5
6
7
8
9
10
$9,800
11
12
13
14
15
16
17
$9,800
18
19
20
21
22
23
24
$9,800
25
26
27
28
29
30
31
$9,800
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,800
8
9
10
11
12
13
14
$10,500
15
16
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18
19
20
21
$11,500
22
23
24
25
26
27
28
$9,800
29
30
31
 $9,800
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,800
5
6
7
8
9
10
11
$9,000
12
13
14
15
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17
18
$9,000
19
20
21
22
23
24
25
$9,000
26
27
28
29
30
 $8,000
Clean Fee: 
$350 per week
Tax: State & Local: 
14.45
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ROGLM~

Inquire
Property Details
Coastal Contemporary Beach House, Newly updated! Heated Saltwater Pool & Spa, Located under a mile from South Beach & 2 miles from Edgartown Center.

New for 2027:  Heated Saltwater Pool, Spa, and Bluestone Patio Surround 

Feel the south shore breezes at this great vacation home, ideally located in the Katama area. The proximity to both South Beach...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $23,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$14,000
20
21
22
23
24
25
26
$16,000
27
28
29
30
 $19,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$19,000
4
5
6
7
8
9
10
$21,000
11
12
13
14
15
16
17
$21,000
18
19
20
21
22
23
24
$21,000
25
26
27
28
29
30
31
$21,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$22,000
8
9
10
11
12
13
14
$23,000
15
16
17
18
19
20
21
$23,000
22
23
24
25
26
27
28
$23,000
29
30
31
 $23,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$23,000
5
6
7
8
9
10
11
$16,000
12
13
14
15
16
17
18
$14,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
 $8,000
Clean Fee: 
$600
Tax: State & Local: 
11.7

Pool and spa heat is included during July and August. Pool Heated 81 Degrees

Pool and spa heat June & September weeks $500, surcharge 

Pool & spa heat May & October weeks $750 surcharge. 

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ROLAJ

Inquire
Property Details
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 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
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September 2027
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$250 per week
Tax: State & Local: 
14.45
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ROS22~

Inquire
Property Details

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:
$4,000 - $6,500
June 2027
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
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
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
31
 $5,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
 $5,000
Clean Fee: 
$380 per week
Tax: State & Local: 
14.45

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