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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 - $7,000
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: 
$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:
$3,430 - $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
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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. and just 8/10 of a mile from South Beach, this beautifully expanded Cape-style home is perfectly designed for extended families...Read more

Location: 
Katama
Sleeps: 
11
Bedrooms: 
6
Baths: 
3
Price Range:
$4,150 - $12,000
June 2026
SuMoTuWeThFrSaWeek
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2
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4
5
6
$4,450
7
8
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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
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2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
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18
$10,000
19
20
21
22
23
24
25
$12,000
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
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$12,000
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$12,000
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$12,000
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$12,000
23
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29
$12,000
30
31
 $7,850
September 2026
SuMoTuWeThFrSaWeek
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5
$7,850
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12
$6,500
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$6,500
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$6,500
27
28
29
30
 $6,500
Clean Fee: 
$550 per week
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:
$5,230 - $13,960
June 2026
SuMoTuWeThFrSaWeek
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2
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5
6
$9,760
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8
9
10
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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
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2
3
4
$9,760
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6
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10
11
$10,460
12
13
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18
$10,460
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20
21
22
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24
25
$10,460
26
27
28
29
30
31
 $10,460
August 2026
SuMoTuWeThFrSaWeek
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$10,460
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$13,960
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$13,960
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$13,960
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29
$13,960
30
31
 $9,060
September 2026
SuMoTuWeThFrSaWeek
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2
3
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5
$9,060
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12
$6,650
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19
$6,650
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21
22
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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 - $5,300
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$2,800
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8
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13
$2,800
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15
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20
$3,750
21
22
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27
$3,750
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
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2
3
4
$5,000
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$5,000
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$5,300
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25
$5,300
26
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30
31
 $5,300
August 2026
SuMoTuWeThFrSaWeek
 1
$5,300
2
3
4
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8
$5,300
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10
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$5,300
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22
$4,800
23
24
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29
$4,800
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,800
6
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10
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12
$3,800
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19
$2,200
20
21
22
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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:
$4,630 - $11,000
June 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
6
$5,750
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10
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12
13
$5,750
14
15
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20
$5,750
21
22
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27
$7,000
28
29
30
 $9,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,750
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6
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11
$9,750
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$9,750
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20
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22
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25
$9,750
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27
28
29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
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$11,000
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3
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$11,000
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15
$11,000
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$11,000
23
24
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28
29
$11,000
30
31
 $7,750
September 2026
SuMoTuWeThFrSaWeek
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2
3
4
5
$7,750
6
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12
$7,000
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$6,900
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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
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2
3
4
5
6
$4,250
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8
9
10
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13
$4,250
14
15
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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
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10
11
$5,500
12
13
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18
$5,500
19
20
21
22
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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
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12
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14
15
$5,800
16
17
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21
22
$5,800
23
24
25
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27
28
29
$5,800
30
31
 $4,250
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,250
6
7
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12
$4,250
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14
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$4,250
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21
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25
26
$4,250
27
28
29
30
 $4,250
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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"Endless Summer Vacation" Stylish, Newly Update 3 + Bedroom, Sleeps 8, East Chop Area of Oak Bluffs, Deck Living & Dining Area, Screened Porch,
Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $7,500
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
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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
$7,500
9
10
11
12
13
14
15
$7,500
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
$7,500
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
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner will rent off weekend dates to accommodate the need for ferry tickets July weeks. 

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Perfect Katama Location, Heated Pool 20 X 40, Beautiful Private Yard, 1 Mile to South Beach

MVVR Exclusive! Katama Vacation Home * South Beach * Central Air * Pristine 3 bedroom 3 bath home with private heated pool.  A large bluestone patio surrounds the pool with 4 chaise lounge...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
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
 $9,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,500
5
6
7
8
9
10
11
$9,500
12
13
14
15
16
17
18
$9,500
19
20
21
22
23
24
25
$9,500
26
27
28
29
30
31
 $9,500
August 2026
SuMoTuWeThFrSaWeek
 1
$9,500
2
3
4
5
6
7
8
$9,500
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$9,500
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: 
$400 per week
Tax: State & Local: 
11.7

Pool Heated to 80 July and August weeks included in rental rate.  Pool heated to 80 June and September weeks additional $275 per week. 

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Katama Area Contemporary Cape, Newly Renovated 4 bedroom, Nicely Tucked on a Quiet Street, Private Deck & Spacious Yard Area

This lovely contemporary cape-style home tucked in the heart of Katama has undergone a complete gut renovation. Set on a large lot the home features a spacious back deck where families can dine...Read more

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

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