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Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.

Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon,  85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
6
Baths: 
4
Price Range:
$8,500 - $25,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$14,000
7
8
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10
11
12
13
$14,000
14
15
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18
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20
$14,000
21
22
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24
25
26
27
$14,000
28
29
30
 $19,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$19,250
5
6
7
8
9
10
11
$19,250
12
13
14
15
16
17
18
$19,250
19
20
21
22
23
24
25
$22,500
26
27
28
29
30
31
 $25,000
August 2026
SuMoTuWeThFrSaWeek
 1
$25,000
2
3
4
5
6
7
8
$25,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$25,000
23
24
25
26
27
28
29
$22,000
30
31
 $14,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$14,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$11,000
27
28
29
30
 $11,000
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

 

Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!

 

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New Tri Level Luxury Home, Heated Pool with Bluestone Patio Surround

Location location!

Just 1 mile from Oak Bluffs center this stunning 5 bedroom, 4.5 bath features a gunite pool with a bluestone patio surround, sure to be the focal point...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$7,500 - $17,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$13,600
21
22
23
24
25
26
27
$15,300
28
29
30
 $15,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$15,700
5
6
7
8
9
10
11
$15,700
12
13
14
15
16
17
18
$15,700
19
20
21
22
23
24
25
$16,800
26
27
28
29
30
31
 $16,800
August 2026
SuMoTuWeThFrSaWeek
 1
$16,800
2
3
4
5
6
7
8
$17,600
9
10
11
12
13
14
15
$17,600
16
17
18
19
20
21
22
$17,600
23
24
25
26
27
28
29
$17,600
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$7,500
13
14
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16
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18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
 $7,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Pool Heated to 81 included in rental rate, July and August weeks

 

June & September weeks to 81 degrees additional $500 fee. Higher temp upon request additional fee

 

Notice: Ring doorbell cameras are located on the front entry door and door on the left/parking side of the house:

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Gorgeous Waterfront Home on the Lagoon Oak Bluffs, Kayak, Swim, Enjoy the Sunsets, 4 bedrooms 4.5 Baths

Stunning Waterfront home nestled just in the outskirts of Oak Bluffs, 1 mile from town center and Oak Bluffs beaches. This home offers 150 feet of private lagoon beach, perfect...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,000 - $16,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,000
7
8
9
10
11
12
13
$9,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$12,000
28
29
30
 $12,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,500
5
6
7
8
9
10
11
$12,500
12
13
14
15
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17
18
$12,500
19
20
21
22
23
24
25
$12,500
26
27
28
29
30
31
 $16,500
August 2026
SuMoTuWeThFrSaWeek
 1
$16,500
2
3
4
5
6
7
8
$16,500
9
10
11
12
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14
15
$16,500
16
17
18
19
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21
22
$16,500
23
24
25
26
27
28
29
$16,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
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12
$9,000
13
14
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18
19
$7,000
20
21
22
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24
25
26
$7,000
27
28
29
30
 $5,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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Gorgeous Custom Contemporary Farmhouse Design, Heated Pool & Spa, Located Just on the Outskirts of Edgartown Center! 4 Bedrooms, 4.5 Baths

Heated Pool and Outdoor Living

Enjoy a beautifully designed 30x16' heated pool with a depth ranging from 3.7 feet at the shallow end to 7 feet at the deep end....Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$7,500 - $13,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$7,500
14
15
16
17
18
19
20
$7,500
21
22
23
24
25
26
27
$10,500
28
29
30
 $12,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,750
5
6
7
8
9
10
11
$12,750
12
13
14
15
16
17
18
$12,750
19
20
21
22
23
24
25
$12,750
26
27
28
29
30
31
 $13,500
August 2026
SuMoTuWeThFrSaWeek
 1
$13,500
2
3
4
5
6
7
8
$14,500
9
10
11
12
13
14
15
$14,500
16
17
18
19
20
21
22
$14,500
23
24
25
26
27
28
29
$13,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$7,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$7,500
27
28
29
30
 $7,500
Clean Fee: 
$575
Tax: State & Local: 
11.7

Pool heated to 80 included in the rental rate last week in June through the last week in August. Spa is heated to the same temperature as pool. 

Per a renter request the spa can be heated to 101, 4 hours per day 6 to 10 pm for an additional $200 per week.

 

June & September weeks pool heated to 80 additional $250 propane surcharge week, request for higher temperatures, speak with an agent. Spa is heated to the same temperature as the Pool.  Requests for Spa heated to 101 4 hours per day additional $200 per week. 

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Lovely 6 Bedroom Home in Heart of Katama, Multiple Living Spaces, Perfect for Extended Families, 8/10ths mile to South Beach

Ideally situated in the heart of the Katama area of Edgartown, 8/10 of a mile from South Beach, this lovely expanded Cape-style home is perfectly designed for extended families and friends....Read more

Location: 
Katama
Sleeps: 
11
Bedrooms: 
6
Baths: 
3
Price Range:
$4,150 - $12,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,450
7
8
9
10
11
12
13
$4,450
14
15
16
17
18
19
20
$4,450
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
9
10
11
$10,000
12
13
14
15
16
17
18
$12,500
19
20
21
22
23
24
25
$12,500
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
4
5
6
7
8
$12,000
9
10
11
12
13
14
15
$12,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$12,500
30
31
 $7,850
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,850
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,500
27
28
29
30
 $6,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Gorgeous Waterfront Home, Stunning Views, Spacious Vacation Home, Perfect for Extended Family & Friends
Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$70 - $70
June 2026
SuMoTuWeThFrSa
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July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSa
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2
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15
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27
28
29
30
 
Clean Fee: 
Tax: State & Local: 
11.7
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Lovely New 3 Bedroom, 3.5 Bath Home, 15 min walk to Oak Bluffs Center, Inkwell Beach and Town Beach, Sleeps 8, 3 Bedrooms, Plus Loft, 3.5 Baths

Please note: This beautiful new home is in the process of being furnished into April. The photos provided are a sampling of the decor. All furnishings and household items will...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$5,250 - $13,960
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,760
7
8
9
10
11
12
13
$9,760
14
15
16
17
18
19
20
$9,760
21
22
23
24
25
26
27
$9,760
28
29
30
 $9,760
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,760
5
6
7
8
9
10
11
$10,460
12
13
14
15
16
17
18
$10,460
19
20
21
22
23
24
25
$10,460
26
27
28
29
30
31
 $10,460
August 2026
SuMoTuWeThFrSaWeek
 1
$10,460
2
3
4
5
6
7
8
$13,960
9
10
11
12
13
14
15
$13,960
16
17
18
19
20
21
22
$13,960
23
24
25
26
27
28
29
$13,960
30
31
 $9,060
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,060
6
7
8
9
10
11
12
$6,650
13
14
15
16
17
18
19
$6,650
20
21
22
23
24
25
26
$6,650
27
28
29
30
 $6,650
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

3 night minimum stay required, May, June, September, October,  4 night minimum July to 7/19

 

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Charming Katama Cape Style Home, Screened Porch with Dining, Deck and Farmers Porch, 3 minute drive to South Beach and 5 minute drive to Edgartown Village

A charming Katama home, set equidistance, 1.5 miles, between South Beach and Edgartown Village Center. 

Multiple outdoor areas include a farmer's porch with rockers, a spacious screened porch with outdoor dining...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$1,700 - $5,000
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
$3,750
21
22
23
24
25
26
27
$3,750
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
$5,300
19
20
21
22
23
24
25
$5,300
26
27
28
29
30
31
 $5,300
August 2026
SuMoTuWeThFrSaWeek
 1
$5,300
2
3
4
5
6
7
8
$5,300
9
10
11
12
13
14
15
$5,300
16
17
18
19
20
21
22
$4,800
23
24
25
26
27
28
29
$4,800
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$3,800
13
14
15
16
17
18
19
$2,200
20
21
22
23
24
25
26
$2,200
27
28
29
30
 $2,200
Clean Fee: 
$450
Tax: State & Local: 
11.7
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Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,000 - $9,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,750
7
8
9
10
11
12
13
$5,750
14
15
16
17
18
19
20
$5,750
21
22
23
24
25
26
27
$7,000
28
29
30
 $9,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,750
5
6
7
8
9
10
11
$9,750
12
13
14
15
16
17
18
$9,750
19
20
21
22
23
24
25
$9,750
26
27
28
29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
4
5
6
7
8
$11,000
9
10
11
12
13
14
15
$11,000
16
17
18
19
20
21
22
$11,000
23
24
25
26
27
28
29
$11,000
30
31
 $7,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,750
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$6,900
20
21
22
23
24
25
26
$6,800
27
28
29
30
 $6,700
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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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

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