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Located in the Heart of Oak Bluffs, 5 Minute Walk to OB Center and 2 Blocks to the Beach
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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$3,900
7
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$3,900
14
15
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19
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$4,000
21
22
23
24
25
26
27
$4,300
28
29
30
 $4,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,700
5
6
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8
9
10
11
$4,700
12
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$4,700
19
20
21
22
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25
$4,700
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
2
3
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5
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8
$4,700
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10
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15
$4,700
16
17
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19
20
21
22
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25
26
27
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30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,100
13
14
15
16
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18
19
$3,900
20
21
22
23
24
25
26
$3,300
27
28
29
30
 $2,700
Clean Fee: 
$260 per week
Tax: State & Local: 
11.7
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RIORE

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Property Details
Close to Edgartown Center and Beaches, Bike Paths 2/10 mile from house, Large and Private Deck, Central AC

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
 
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
$4,000
28
29
30
 $4,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,700
5
6
7
8
9
10
11
$4,700
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,700
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
2
3
4
5
6
7
8
$4,900
9
10
11
12
13
14
15
$4,900
16
17
18
19
20
21
22
$4,900
23
24
25
26
27
28
29
$4,700
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
6
7
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10
11
12
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14
15
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20
21
22
23
24
25
26
27
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29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Ferry Tickets available 7/25-8/1 - please inquire

 

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FUSCM

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Property Details
Nicely Updated 4 bedroom Edgartown Home, Location 1.5 mi From Village Center, 10 minute Drive to Beaches. Miles of Bike Paths Nearby

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

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,750
7
8
9
10
11
12
13
$2,750
14
15
16
17
18
19
20
$2,750
21
22
23
24
25
26
27
$3,700
28
29
30
 $4,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,650
5
6
7
8
9
10
11
$4,650
12
13
14
15
16
17
18
$4,650
19
20
21
22
23
24
25
$4,650
26
27
28
29
30
31
 $4,650
August 2026
SuMoTuWeThFrSaWeek
 1
$4,650
2
3
4
5
6
7
8
$4,700
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
$4,700
23
24
25
26
27
28
29
$3,900
30
31
 $2,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,900
6
7
8
9
10
11
12
$2,700
13
14
15
16
17
18
19
$2,700
20
21
22
23
24
25
26
$2,700
27
28
29
30
 $2,700
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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HALLL

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Property Details
Makonikey, Water View, Walk to Private Association Beach, Large Yard Area.

Located in Makonikey,  a private enclave of homes on the North Shore.

Beautifully maintained four-bedroom vacation home with water views. Just a short walk or drive to private Makonikey association beach,  This...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
 
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
 $4,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,600
5
6
7
8
9
10
11
$4,600
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSa
 1
2
3
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31
 
September 2026
SuMoTuWeThFrSa
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17
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19
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21
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26
27
28
29
30
 
Clean Fee: 
$270 per week
Tax: State & Local: 
11.7
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ROLAJ

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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
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,300
7
8
9
10
11
12
13
$4,600
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
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31
 
August 2026
SuMoTuWeThFrSa
 1
2
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31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
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6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
$4,500
27
28
29
30
 $4,000
Clean Fee: 
$250 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 & Beach-Across the Street

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: 
4
Bedrooms: 
2
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,200
7
8
9
10
11
12
13
$4,200
14
15
16
17
18
19
20
$4,550
21
22
23
24
25
26
27
$4,720
28
29
30
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
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
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
6
7
8
$5,100
9
10
11
12
13
14
15
$5,100
16
17
18
19
20
21
22
$5,100
23
24
25
26
27
28
29
$5,100
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
 $4,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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CARLB

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Property Details
Upscale Designer Interior, Features 3 Living Spaces, Pool Table, Ping Pong Table, Large Deck, Central A/C, WiFi, Conveniently Located to Towns and Beaches

Beautifully renovated large cape, centrally located in the desirable community of Dodger's Hole.  This lovely 4 bedroom home features a large custom kitchen with upscale appliances and breakfast bar, an...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
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
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,500
23
24
25
26
27
28
29
$5,500
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 $4,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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KINOL

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Property Details
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$4,500
21
22
23
24
25
26
27
$6,000
28
29
30
 $6,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$7,000
26
27
28
29
30
31
 $7,000
August 2026
SuMoTuWeThFrSaWeek
 1
$7,000
2
3
4
5
6
7
8
$7,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$6,800
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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JOHNE

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Property Details
Lovely Tashmoo Cove Condo, Heated Association Pool, Association Tennis Courts, Deck with Patio Dining. 2 Miles to Town Center

Nestled in the lovely private community of homes and condos,  this charming 2 bedroom, 2.5 bath unit is just a five-minute walk to the association pool and tennis courts,  Located  two miles from...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
 
June 2026
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
 $4,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,500
5
6
7
8
9
10
11
$4,500
12
13
14
15
16
17
18
$4,500
19
20
21
22
23
24
25
$4,500
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,000
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$5,000
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,250
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
 
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KNOXA

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Property Details
Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
 
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
$3,600
21
22
23
24
25
26
27
$3,600
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,100
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,100
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$9,950
16
17
18
19
20
21
22
$9,950
23
24
25
26
27
28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$3,850
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,600
27
28
29
30
 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

Ferry Ticket available for purchase  8/15 -8/22  Please inquire for times of travel!

 

 

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THOM3

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Property Details
Luxury 2-Bedroom Condo at Mariner’s Landing – Unit #3 of 8

Discover the perfect retreat just a short stroll from Edgartown Village Center. This condo offers easy access to scenic bike paths that lead to both the village center and the beautiful...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
 
June 2026
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
$3,100
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,500
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,000
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$4,200
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
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
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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HUT19

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Property Details
Tucked in Heart of West Tisbury, 4 bedrooms, 2 baths, Open Living Spaces, Private Deck
Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
 
June 2026
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
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,800
12
13
14
15
16
17
18
$3,800
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
31
 $3,800
August 2026
SuMoTuWeThFrSaWeek
 1
$3,800
2
3
4
5
6
7
8
$4,500
9
10
11
12
13
14
15
$4,500
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$4,500
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
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: 
Tax: State & Local: 
11.7
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COHEC

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Property Details
Longview Contemporary, A/C, WiFi, Close to Lambert's Cove Beach

Tree Tops:  Tri-level contemporary home in the desirable community of Long View off of Lambert's Cove Rd, 7/10 mile to Lambert's Cove Beach. Vineyard Haven village center is a 15-minute drive from...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,400
7
8
9
10
11
12
13
$2,400
14
15
16
17
18
19
20
$2,400
21
22
23
24
25
26
27
$3,200
28
29
30
 $4,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,400
5
6
7
8
9
10
11
$4,400
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
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
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$2,400
13
14
15
16
17
18
19
$2,400
20
21
22
23
24
25
26
$2,400
27
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7

Ferry Ticket available for week 7/4-7/11 - please inquire

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KERIB

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Property Details
Perfect Katama Location, New Furnishings, Newly Painted and New Wood Floors Throughout!

Perfect beach vacation home situated just 1.5 miles from South Beach and approximately the same distance to the center of Edgartown Village.

Open main level hosts the family room with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
 
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,350
7
8
9
10
11
12
13
$4,350
14
15
16
17
18
19
20
$4,350
21
22
23
24
25
26
27
$4,350
28
29
30
 $6,110
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,110
5
6
7
8
9
10
11
$6,110
12
13
14
15
16
17
18
$6,110
19
20
21
22
23
24
25
$6,100
26
27
28
29
30
31
 $6,450
August 2026
SuMoTuWeThFrSaWeek
 1
$6,450
2
3
4
5
6
7
8
$6,450
9
10
11
12
13
14
15
$6,450
16
17
18
19
20
21
22
$6,450
23
24
25
26
27
28
29
$6,450
30
31
 $4,350
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,350
6
7
8
9
10
11
12
$4,350
13
14
15
16
17
18
19
$4,350
20
21
22
23
24
25
26
$4,350
27
28
29
30
 $4,350
Clean Fee: 
$450
Tax: State & Local: 
11.7
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MCDOJ

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Property Details
Nestled on Quiet St 1 Mile from Village Center, Bike Paths to Town and Connecting Touring Trails at end of Street, Close to Edgartown Beaches.

Tucked away on a quiet lane just on the outskirts of Edgartown. This lovely 4-bedroom, 2-bath home is ideal for families (with an occupancy limit of 7 set by the owner)  that want...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
 
June 2026
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
$3,000
28
29
30
 $3,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000
5
6
7
8
9
10
11
$3,800
12
13
14
15
16
17
18
$4,100
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
31
 $4,300
August 2026
SuMoTuWeThFrSaWeek
 1
$4,300
2
3
4
5
6
7
8
$4,300
9
10
11
12
13
14
15
$4,300
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$4,300
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,500
6
7
8
9
10
11
12
$2,500
13
14
15
16
17
18
19
$2,500
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,500
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

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