Martha's Vineyard Waterfront Rentals

Waterfront

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East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets

Experience refined coastal living at this exceptional cottage- style waterfront retreat in the coveted East Chop area of Oak Bluffs. 

This idyllic waterfront summer sanctuary is poised to create cherished...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Baths: 
3
Price Range:
$6,000 - $18,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$6,000
6
7
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12
$6,000
13
14
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$8,000
20
21
22
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25
26
$10,000
27
28
29
30
 $11,000
July 2027
SuMoTuWeThFrSaWeek
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2
3
$11,000
4
5
6
7
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10
$15,000
11
12
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$15,000
18
19
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$16,000
25
26
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30
31
$17,000
August 2027
SuMoTuWeThFrSaWeek
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$18,000
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$18,000
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$18,000
22
23
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25
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27
28
$16,000
29
30
31
 $12,000
September 2027
SuMoTuWeThFrSaWeek
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2
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$12,000
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$10,000
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$8,000
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25
$8,000
26
27
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29
30
 $8,000
Clean Fee: 
$650 per week
Tax: State & Local: 
14.45
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HUN24

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Property Details
Gorgeous Waterfront Home, Stunning Views, Spacious Vacation Home, Perfect for Extended Family & Friends

Note: Exterior photos were taken in the winter. The deck will be set up for summer relaxing and dining, not seen in the current photos.  New Sofas for 2026 in the office...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$10,000 - $18,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$11,250
6
7
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12
$11,250
13
14
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19
$11,250
20
21
22
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25
26
$11,250
27
28
29
30
 $16,000
July 2027
SuMoTuWeThFrSaWeek
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2
3
$16,000
4
5
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10
$16,000
11
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$16,000
18
19
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$16,000
25
26
27
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29
30
31
$16,000
August 2027
SuMoTuWeThFrSaWeek
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7
$22,000
8
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$22,000
15
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21
$22,000
22
23
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25
26
27
28
$18,000
29
30
31
 $14,000
September 2027
SuMoTuWeThFrSaWeek
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2
3
4
$14,000
5
6
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$14,000
12
13
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18
$12,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
 $10,000
Clean Fee: 
$900 per week
Tax: State & Local: 
14.45
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NADE5

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Property Details
Stunning New 7 Bedroom Luxury Home, 7 baths, Heated Saltwater Pool, Multiple Decks, Screened Porch, Waterview, on the Edgartown Great Pond, Kayak to Private Association Beach on the South Shore

Experience unparalleled luxury in this newly completed, stunning home nestled on 9 acres along the serene Great Pond. Enjoy exclusive access to the Edgartown Great Pond perfect for kayaking. Owner provides...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
7
Baths: 
7
Price Range:
$29,000 - $42,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$29,000
6
7
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12
$29,000
13
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$29,000
20
21
22
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26
$29,000
27
28
29
30
 $42,500
July 2027
SuMoTuWeThFrSaWeek
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2
3
$42,500
4
5
6
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9
10
$42,500
11
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$42,500
18
19
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$42,500
25
26
27
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29
30
31
$42,500
August 2027
SuMoTuWeThFrSaWeek
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$49,000
8
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$49,000
15
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21
$49,000
22
23
24
25
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27
28
$49,000
29
30
31
 $29,000
September 2027
SuMoTuWeThFrSaWeek
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$29,000
5
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$29,000
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29
30
 
Clean Fee: 
$1500 per week
Tax: State & Local: 
11.7

Pool Heated to 82,  July & August included in rental rate. Last Saturday in June until last weekend of August.

Spa is on 6 to 10 pm at 101 degrees in July & August, additional times upon request

Pool Heated to 82, May, June, September, October, additional propane fee $350 per week. 

Spa, May, June, September can be turned on by owner for 3 or 4 hours per day at additional cost, inquire with agent! 

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PE585

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Property Details
Perfect Beach Front Cottage. Expansive Water Views, Gorgeous Sunsets, Pristine Modern Interior

Privately nestled atop a dune with breathtaking views and just steps from a private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun-filled rooms...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,040 - $7,450
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,810
6
7
8
9
10
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12
$5,810
13
14
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$5,810
20
21
22
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26
$5,810
27
28
29
30
 $7,450
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,450
4
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$7,450
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$7,450
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$7,450
25
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30
31
$7,450
August 2027
SuMoTuWeThFrSaWeek
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$7,450
8
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$7,450
15
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$7,450
22
23
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25
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27
28
$6,890
29
30
31
 $6,350
September 2027
SuMoTuWeThFrSaWeek
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2
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4
$6,350
5
6
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$5,790
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$5,240
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22
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$5,240
26
27
28
29
30
 $4,690
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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THOHP

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Property Details
Exquisite New Contemporary Waterfront Home, Multiple Indoor& Outdoor Living Spaces with Waterviews.

This stunning luxury waterfront home, nestled on the Lagoon, offers breathtaking water views from every corner of the newly built residence. Enjoy the seamless transition between indoor and outdoor living...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
4
Price Range:
$12,500 - $20,000
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$18,000
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$18,000
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$18,000
25
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$18,000
August 2027
SuMoTuWeThFrSaWeek
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$20,000
8
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$20,000
15
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$20,000
22
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$18,000
29
30
31
 
September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner requires two week minimum booking during months July & August

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CLE20

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Property Details
Outer Harbor Waterfront, West Chop Area, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

NOTE: New upgrades for 2026 Rental Season: Mini Split AC units in the Living Area, Kitchen, and Bedrooms,  New Sofa in the Living Area, Newly Painted,  All new Windows throughout the House....Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $9,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$5,500
13
14
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$5,500
20
21
22
23
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25
26
$8,100
27
28
29
30
 $8,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$9,000
11
12
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14
15
16
17
$9,000
18
19
20
21
22
23
24
$9,500
25
26
27
28
29
30
31
$10,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,500
8
9
10
11
12
13
14
$10,500
15
16
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18
19
20
21
$10,500
22
23
24
25
26
27
28
$10,000
29
30
31
 $6,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000
5
6
7
8
9
10
11
$5,500
12
13
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$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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ROSKH

Inquire
Property Details
East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets, For 2027 this Home is Under the code MUCCJ

Experience refined coastal living at this exceptional cottage- style waterfront retreat in the coveted East Chop area of Oak Bluffs. 

This idyllic waterfront summer sanctuary is poised to create cherished...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $8,000
June 2027
SuMoTuWeThFrSa
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July 2027
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August 2027
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$650 per week
Tax: State & Local: 
14.45

Owner reduced rate for weeks 8/15 & 8/22 - see calendar for adjusted rates

This property is under a new code for the 2027 season.  Please see MUCCJ

 

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HOL14

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Property Details
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 the town center and Oak Bluffs beaches. This home offers 150 feet of private lagoon beach,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,000 - $22,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,000
6
7
8
9
10
11
12
$9,000
13
14
15
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18
19
$9,000
20
21
22
23
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25
26
$12,000
27
28
29
30
 $13,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$13,000
4
5
6
7
8
9
10
$13,000
11
12
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$13,000
18
19
20
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24
$13,000
25
26
27
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29
30
31
$17,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$22,000
8
9
10
11
12
13
14
$22,000
15
16
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18
19
20
21
$22,000
22
23
24
25
26
27
28
$16,500
29
30
31
 $10,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
7
8
9
10
11
$9,000
12
13
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$9,000
19
20
21
22
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24
25
$9,000
26
27
28
29
30
 $5,000
Clean Fee: 
$750 per week
Tax: State & Local: 
14.45
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NMAKO

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Property Details
Split Rock House - Waterfront Makonikey, Private Association Beach, Private Tennis Court, WiFi

Beautiful beachfront summer house with breathtaking views. 

Welcome to your opportunity to experience what Martha's Vineyard vacations are all about.  Beautiful beachfront living with expansive views of Martha's Vineyard Sound...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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LANLL

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Property Details
Outstanding Waterfront Home & Guest House, Panoramic Views, Beach on the Lagoon, 5 Bedrooms, 4 Baths, AC

Gorgeous Expansive Waterfront Main & Guest Cottage, perfect for a multigenerational family vacation.  Spectacular views across and up the lagoon, this pristine home and guest cottage sits on just under two...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2027
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July 2027
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August 2027
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$600 per week
Tax: State & Local: 
14.45

Two Week Minimum Stay Required per Owner

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