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Luxurious Oak Bluffs Home, Multiple Living Spaces, Deck Dining Area. 3 Bedrms, Sleeps7

Welcome to this exquisite, contemporary, luxurious Oak Bluffs residence. Nestled on a tranquil street on the periphery of Oak Bluffs, this 3-bedroom, 2.5-bathroom home boasts opulent accents throughout.

Upon entry...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $9,200
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,200
6
7
8
9
10
11
12
$9,200
13
14
15
16
17
18
19
$9,200
20
21
22
23
24
25
26
$9,200
27
28
29
30
31
 $9,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$9,200
3
4
5
6
7
8
9
$9,200
10
11
12
13
14
15
16
$9,200
17
18
19
20
21
22
23
$9,200
24
25
26
27
28
29
30
$6,900
31
 $6,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,900
7
8
9
10
11
12
13
$5,000
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$5,000
28
29
30
 $5,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

 

 

 

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Bayes Hill Beauty - Stunning Landscaping, Privately Situated Deck & Patio Association Tennis, Bose Soundock II
Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $7,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $6,300
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,300
6
7
8
9
10
11
12
$6,300
13
14
15
16
17
18
19
$6,300
20
21
22
23
24
25
26
$6,300
27
28
29
30
31
 $6,300
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,300
3
4
5
6
7
8
9
$7,200
10
11
12
13
14
15
16
$7,200
17
18
19
20
21
22
23
$7,200
24
25
26
27
28
29
30
$6,000
31
 $6,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
7
8
9
10
11
12
13
$6,000
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
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Stunning Oak Bluffs Luxury Home with Heated Pool, Multiple Living Areas, Walk to Town 8/10ths mile from house.

This charming tri-level home is nestled on a peaceful street in the heart of Oak Bluffs, just a 10 to 15-minute walk from the town center, Inkwell Beach, Town Beaches,...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$8,000 - $15,000
June 2025
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
 $12,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$13,500
13
14
15
16
17
18
19
$12,000
20
21
22
23
24
25
26
$13,500
27
28
29
30
31
 $12,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,000
3
4
5
6
7
8
9
$15,000
10
11
12
13
14
15
16
$15,000
17
18
19
20
21
22
23
$15,000
24
25
26
27
28
29
30
$12,000
31
 $12,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$8,000
21
22
23
24
25
26
27
$8,000
28
29
30
 
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Rates reduced for available weeks in July & September - see calendar for adjusted rates

6/29 to 7/6 week 3 Night Stay  $7000

Labor Day Weekend 3 Night Stay $7000

 

Transferrable Ferry Tickets Available 7/13 to 7/20, 7/27 to 8/3, Inquire for Details (mv)  

 

Pool Heated to 82 degrees, included in the rental rate!

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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 - $4,800
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$4,800
29
30
 $5,600
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,600
6
7
8
9
10
11
12
$5,600
13
14
15
16
17
18
19
$5,600
20
21
22
23
24
25
26
$5,900
27
28
29
30
31
 $5,900
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,900
3
4
5
6
7
8
9
$6,200
10
11
12
13
14
15
16
$6,700
17
18
19
20
21
22
23
$6,700
24
25
26
27
28
29
30
$5,700
31
 $3,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,900
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
$3,200
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Stunning Luxurious Home with Heated Pool, Large Outdoor Entertainment Area, Multiple Living Spaces, 4 Bedrooms, 4 Baths, Sleeps 10, Edgartown, Katama Location

MVVR Featured Exclusive: Superb craftsmanship and exceptional décor blend perfectly in this modern luxurious home set in a quiet enclave equidistance 1.5 miles to Edgartown Village Center and South Beach. 

Eloquent Indoor,...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$14,000 - $35,250
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$14,000
8
9
10
11
12
13
14
$14,000
15
16
17
18
19
20
21
$15,000
22
23
24
25
26
27
28
$18,000
29
30
 $25,250
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,250
6
7
8
9
10
11
12
$25,250
13
14
15
16
17
18
19
$25,250
20
21
22
23
24
25
26
$25,250
27
28
29
30
31
 $32,250
August 2025
SuMoTuWeThFrSaWeek
 1
2
$32,250
3
4
5
6
7
8
9
$35,250
10
11
12
13
14
15
16
$35,250
17
18
19
20
21
22
23
$35,250
24
25
26
27
28
29
30
$25,250
31
 $15,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$15,000
28
29
30
 
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

Ferry Tickets Available,  7/6 - 7/13, and 8/17 - 8/24. Inquire for details (mv)

 

Pool heated to 81 degrees from the last weekend weekend in June to the last weekend in August, included in the rental rate. 

 

Pool heated to 81 degrees June & September weeks additional $300 per week propane surcharge.

 

Poolside Spa  Heated to 101 degrees from 6 to 10 pm only, included in the rental rate last weekend in June to the last weekend in August.

 

Poolside Spa Heated to 101 degrees June & Sept weeks, 6 to 10 pm only an additional $250 per week. 

 

 

 

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Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles

This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$23,000 - $23,000
June 2025
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
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$23,000
20
21
22
23
24
25
26
$23,000
27
28
29
30
31
 $23,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$23,000
3
4
5
6
7
8
9
$23,000
10
11
12
13
14
15
16
$23,000
17
18
19
20
21
22
23
$23,000
24
25
26
27
28
29
30
$23,000
31
 
September 2025
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: 
$600 per week
Tax: State & Local: 
11.7
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Beautiful Newly Renovated Katama Area Home. Multiple Indoor, Outdoor Living Spaces, Sleeps 8.

Nestled within the scenic Katama area of Edgartown, this home boasts a spacious layout and exquisite renovations, complemented by professional decor. Its prime location offers easy access to both Edgartown...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,500 - $12,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$6,200
22
23
24
25
26
27
28
$6,500
29
30
 $8,800
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,800
6
7
8
9
10
11
12
$8,800
13
14
15
16
17
18
19
$8,800
20
21
22
23
24
25
26
$8,800
27
28
29
30
31
 $11,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$11,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$11,000
24
25
26
27
28
29
30
$10,000
31
 $8,800
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,800
7
8
9
10
11
12
13
$6,000
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$6,000
28
29
30
 $4,500
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

 

 

 

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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 - $4,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$2,700
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
$3,200
22
23
24
25
26
27
28
$4,000
29
30
 $4,000
July 2025
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
31
 $4,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,500
3
4
5
6
7
8
9
$5,500
10
11
12
13
14
15
16
$5,500
17
18
19
20
21
22
23
$5,500
24
25
26
27
28
29
30
$4,000
31
 $4,000
September 2025
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
 $2,700
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Stunning New Home with Heated Pool. Walk to Edgartown Village Center, 5 Minute Drive to Beach

Outstanding Luxury Home with multiple living spaces both indoor and outdoor. 4 Bedrooms, 3.5 baths, sleeps 10.  Heated pool, large patio with outdoor dining and living area, and chaise lounge chairs (patio...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$10,000 - $25,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$10,000
8
9
10
11
12
13
14
$10,000
15
16
17
18
19
20
21
$18,000
22
23
24
25
26
27
28
$25,500
29
30
 $25,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,500
6
7
8
9
10
11
12
$25,500
13
14
15
16
17
18
19
$25,500
20
21
22
23
24
25
26
$25,500
27
28
29
30
31
 $25,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,500
3
4
5
6
7
8
9
$25,500
10
11
12
13
14
15
16
$25,500
17
18
19
20
21
22
23
$25,500
24
25
26
27
28
29
30
$18,000
31
 $12,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,000
7
8
9
10
11
12
13
$12,000
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$12,000
28
29
30
 $10,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

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

Pool Heated to 81 June & September weeks additional $350 per week.  Pool Heat in May and October, additional cost. Please inquire with your agent!

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Sweet Updated 3 Bedroom Home, Nicely Tucked in Lightly Wooded Area, Central Location, Beaches and Towns just a short Drive!

Lovely reverse contemporary home with a large deck, outdoor dining, and grill area. The upper level of this home features an open kitchen, living, and dining area stylishly furnished.  Nicely equipped kitchen...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,500 - $4,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$3,500
29
30
 $4,000
July 2025
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
31
 $4,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$4,000
3
4
5
6
7
8
9
$4,000
10
11
12
13
14
15
16
$4,000
17
18
19
20
21
22
23
$4,000
24
25
26
27
28
29
30
$3,500
31
 $3,500
September 2025
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
 $3,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

Ferry Tickets available for 6/28-7/5, 7/5-7/12, 7/12-7/19 - please inquire

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