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Beautiful Newly Updated Cape Style Home, Association Tennis Courts 2 min Walk, Biking & Hiking Trails, Beaches 10 minutes from House

This lovely 3 bedroom, 2.5 bath home features sun-filled rooms, an open floor plan throughout, screened porch set up as a summer living room with a sectional sofa, and a...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,400
7
8
9
10
11
12
13
$5,400
14
15
16
17
18
19
20
$5,400
21
22
23
24
25
26
27
$5,400
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
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $5,400
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,400
6
7
8
9
10
11
12
$5,400
13
14
15
16
17
18
19
$5,400
20
21
22
23
24
25
26
$5,400
27
28
29
30
 $5,000
Clean Fee: 
$400
Tax: State & Local: 
11.7
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Recently Updated & Perfect Katama Location, 3 Minute Drive to South Beach, 5 minute Drive to Edgartown Village

Contemporary Beach Home with easy access to South Beach and all that Edgartown Village has to offer.

The modern and bright main living area is an open concept with a...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,250
7
8
9
10
11
12
13
$4,250
14
15
16
17
18
19
20
$4,250
21
22
23
24
25
26
27
$4,500
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,750
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
 $5,000
August 2026
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $4,000
September 2026
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
 $4,000
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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Spacious Tri Level, Contemporary Home, Located just 1.5 Miles to Edgartown Village Center

This delightful tri-level post and beam home is set in a neighborhood just on the outskirts of the Village area. 1.5 miles to town center, 10-minute drive to State and...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,000 - $6,000
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
$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
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,750
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
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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Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes

Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,500 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,300
7
8
9
10
11
12
13
$4,300
14
15
16
17
18
19
20
$4,300
21
22
23
24
25
26
27
$4,500
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$5,500
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
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
 $3,500
Clean Fee: 
$575
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
 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
 $5,000
July 2026
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
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $4,000
September 2026
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
 $3,000
Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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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 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,200
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$4,800
21
22
23
24
25
26
27
$5,600
28
29
30
 $5,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,700
5
6
7
8
9
10
11
$5,700
12
13
14
15
16
17
18
$5,700
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,400
9
10
11
12
13
14
15
$6,900
16
17
18
19
20
21
22
$6,900
23
24
25
26
27
28
29
$6,300
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
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
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Newly Updated Chilmark Cottage, Key to Private association Black Point Beach just 8/10ths mile from Cottage

For those who love Chilmark! Located in a very private setting off of Quenames Rd, this fresh and modern updated cottage comes with a key to private association Black Point...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$3,500 - $6,000
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
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $5,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,750
5
6
7
8
9
10
11
$5,750
12
13
14
15
16
17
18
$5,750
19
20
21
22
23
24
25
$5,750
26
27
28
29
30
31
 $5,750
August 2026
SuMoTuWeThFrSaWeek
 1
$5,750
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$6,000
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
 $3,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Lovely Custom Post & Beam Home, Tucked on Gorgeous Private Acreage, 1.5 Miles from the Center of Vineyard Haven.

Complete Detailed Description to follow soon. 

Attention Parents: Please be aware that the stairs leading to the 2nd-level primary bedroom do not meet current building codes but are grandfathered in....Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $6,000
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
$3,500
28
29
30
 $4,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$4,800
12
13
14
15
16
17
18
$4,800
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$5,200
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7
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Cape Cod Village House, Upscale furnishings, Central A/C, WiFi, 20 Minute Walk Town, 1/2 Mile to Bike Path.

Three-plus bedroom cape is a short walk (20 minutes) into town, two and a half miles to beaches, and one-half mile to bike path. It is an ideal home for...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,400 - $5,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,420
7
8
9
10
11
12
13
$5,420
14
15
16
17
18
19
20
$5,420
21
22
23
24
25
26
27
$5,420
28
29
30
 $5,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,750
5
6
7
8
9
10
11
$5,750
12
13
14
15
16
17
18
$5,750
19
20
21
22
23
24
25
$5,750
26
27
28
29
30
31
 $5,750
August 2026
SuMoTuWeThFrSaWeek
 1
$5,750
2
3
4
5
6
7
8
$5,950
9
10
11
12
13
14
15
$5,950
16
17
18
19
20
21
22
$5,950
23
24
25
26
27
28
29
$5,950
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: 
$300 per week ($180 interim clean for rentals over 1 week)
Tax: State & Local: 
11.7
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Lovely All Newly Furnished Home, Walk to Vineyard Haven Village Center

Perfectly located for those who love to walk! Vineyard Haven Yacht Club, Main St with its lovely shops, and the Vineyard Haven library are all within a 10-minute walk from...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,000 - $5,900
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,960
14
15
16
17
18
19
20
$3,960
21
22
23
24
25
26
27
$3,960
28
29
30
 $4,860
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,860
5
6
7
8
9
10
11
$5,600
12
13
14
15
16
17
18
$5,600
19
20
21
22
23
24
25
$5,600
26
27
28
29
30
31
 $5,700
August 2026
SuMoTuWeThFrSaWeek
 1
$5,700
2
3
4
5
6
7
8
$5,900
9
10
11
12
13
14
15
$5,900
16
17
18
19
20
21
22
$5,400
23
24
25
26
27
28
29
$5,310
30
31
 $4,860
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,860
6
7
8
9
10
11
12
$4,860
13
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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Adorable 2 Bedroom, 1 Bath Cottage, Large Private Back Yard, Deck, Walk to Vineyard Haven Center

Adorable light-filled cottage, with modern furnishings, this lovely 2 bedroom home is situated on a large lot on a quiet street just on the outskirts of Vineyard Haven Center.  The home has a...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,900 - $5,900
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
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
9
10
11
$4,900
12
13
14
15
16
17
18
$4,900
19
20
21
22
23
24
25
$4,900
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$5,900
9
10
11
12
13
14
15
$5,900
16
17
18
19
20
21
22
$5,900
23
24
25
26
27
28
29
$4,900
30
31
 $4,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,900
6
7
8
9
10
11
12
$4,900
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
Add Favorite
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Edgartown Village, Walk to Town Center, Large Deck and Farmers Porch for Outdoor Enjoyment

Walk to Village Area from this sweet, cape-style home that features a farmer's porch across the front and a 12 x 20 mahogany deck across the back with an enclosed outside shower. 

The...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,600 - $5,800
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
$4,800
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,400
5
6
7
8
9
10
11
$5,400
12
13
14
15
16
17
18
$5,400
19
20
21
22
23
24
25
$5,400
26
27
28
29
30
31
 $5,800
August 2026
SuMoTuWeThFrSaWeek
 1
$5,800
2
3
4
5
6
7
8
$5,800
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$5,800
23
24
25
26
27
28
29
$5,800
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,600
27
28
29
30
 $3,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
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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
Price Range:
$4,250 - $5,800
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,250
7
8
9
10
11
12
13
$4,250
14
15
16
17
18
19
20
$4,250
21
22
23
24
25
26
27
$4,250
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,800
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$5,800
23
24
25
26
27
28
29
$5,800
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
8
9
10
11
12
$4,250
13
14
15
16
17
18
19
$4,250
20
21
22
23
24
25
26
$4,250
27
28
29
30
 $4,250
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
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Delightful Modern Cape, Large Deck Overlooks Private Yard, Central A/C, WiFi

House has exterior security camerasRead more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
3
Price Range:
$2,700 - $5,700
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,800
7
8
9
10
11
12
13
$2,800
14
15
16
17
18
19
20
$3,200
21
22
23
24
25
26
27
$4,000
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
$4,200
26
27
28
29
30
31
 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
2
3
4
5
6
7
8
$5,700
9
10
11
12
13
14
15
$5,700
16
17
18
19
20
21
22
$5,700
23
24
25
26
27
28
29
$5,700
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
6
7
8
9
10
11
12
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: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
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Charming, Modern, Updated 4 Bedroom Home, 2 Bath, AC, Spacious Private Deck Area

Wonderful newly updated 4 bedroom home, tucked on a culdesac in a quiet but central location to beaches and town centers. The spacious private deck provides additional living space and hosts...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$3,200 - $5,600
June 2026
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
$4,000
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$5,600
26
27
28
29
30
31
 $5,800
August 2026
SuMoTuWeThFrSaWeek
 1
$5,800
2
3
4
5
6
7
8
$5,800
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$5,800
23
24
25
26
27
28
29
$5,400
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
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
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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