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Beautiful Oak Bluffs Home, Screened Porch & Open Porch, Association Tennis Courts, 4 bedrooms, 3.5 baths, Ideally Located just 2 miles to Town and Beach

Spacious contemporary home nestled in the lovely community of homes Meadow View Farms just on the outskirts of Oak Bluffs and 2 miles to town center and Oak Bluffs beaches....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,950 - $11,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,750
7
8
9
10
11
12
13
$9,750
14
15
16
17
18
19
20
$9,750
21
22
23
24
25
26
27
$9,750
28
29
30
 $11,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,750
5
6
7
8
9
10
11
$11,750
12
13
14
15
16
17
18
$11,750
19
20
21
22
23
24
25
$11,750
26
27
28
29
30
31
 $11,750
August 2026
SuMoTuWeThFrSaWeek
 1
$11,750
2
3
4
5
6
7
8
$11,750
9
10
11
12
13
14
15
$11,750
16
17
18
19
20
21
22
$11,750
23
24
25
26
27
28
29
$11,750
30
31
 $11,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,750
6
7
8
9
10
11
12
$9,750
13
14
15
16
17
18
19
$9,750
20
21
22
23
24
25
26
$9,750
27
28
29
30
 $9,750
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Newly Updated Vacation Home, Katama Area of Edgartown, 12 x 30' Heated Pool, 4 Bedrooms, 4.5 Baths, Separate Recreation Barn with Ping Pong Table, Large Screen TV and Game Area, Bike Path to Village Center and to South Beach

Outstanding, modern farmhouse design, with heated pool and additional entertainment barn with ping-pong table, game table, game board games, and large screened TV just a few steps across the yard....Read more

Location: 
Katama
Sleeps: 
12
Bedrooms: 
4
Baths: 
4
Price Range:
$7,350 - $11,020
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,350
7
8
9
10
11
12
13
$8,920
14
15
16
17
18
19
20
$11,020
21
22
23
24
25
26
27
$12,650
28
29
30
 $13,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,650
5
6
7
8
9
10
11
$13,650
12
13
14
15
16
17
18
$13,650
19
20
21
22
23
24
25
$14,700
26
27
28
29
30
31
 $15,220
August 2026
SuMoTuWeThFrSaWeek
 1
$15,220
2
3
4
5
6
7
8
$15,220
9
10
11
12
13
14
15
$15,220
16
17
18
19
20
21
22
$15,220
23
24
25
26
27
28
29
$10,500
30
31
 $8,920
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,920
6
7
8
9
10
11
12
$7,580
13
14
15
16
17
18
19
$7,350
20
21
22
23
24
25
26
$7,350
27
28
29
30
 $7,350
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Pool Heated to 80 degrees July & August included in rental rates. 

Pool heat is an additional $250 May, June, September, October

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Exclusive Makonikey Area Home, Private Landscaped Yard, Large Deck Area, 4 bedrooms & 4 Baths. Short Drive to Towns and Multiple Beaches

Family and friends are sure to enjoy this pristinely maintained and spacious home situated in a private and quiet location. Beautiful yard and deck area with outdoor seating and a patio dining area that...Read more

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

Sheets & Towels are not provided. Rental guests need to bring sheets & towels or they can be rented and delivered per the instructions from the linen rental company. www.marthaslinenrental.com

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Lovely 3 bedroom water view home. Walk to town and Fuller St Beach,

This lovely 3 bedroom home features expansive water views, a beautifully landscaped yard, main living area with walls of glass windows providing beautiful views from within the home. Classic interior design with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$7,000 - $11,000
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
$9,000
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
4
5
6
7
8
$11,500
9
10
11
12
13
14
15
$11,500
16
17
18
19
20
21
22
$11,500
23
24
25
26
27
28
29
$11,500
30
31
 $11,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,500
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$9,000
20
21
22
23
24
25
26
$9,000
27
28
29
30
 $9,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

Impeccable Vacation Getaway with Updated Amenities and a Heated Saltwater Pool

Nestled within the serene community of Stonegate, this exceptional retreat offers a rejuvenating escape. Conveniently located just a brief...Read more

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

Pool heated to 82 July & August included in rental rate.  

Spa area in the pool is heated to the same temperature as the pool and is not available Spa jets are also not available for renter use. 

 

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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Newly refurbished Tri Level, Gorgeous Water Views of North Shore in Exclusive Makonikey Area

Stunning Hilltop Post & Beam Vacation Home with a relaxed coastal ambiance and picturesque distant water vistas! Nestled off Lambert’s Cove Rd in Vineyard Haven, this exquisite property resides within...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $11,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,800
7
8
9
10
11
12
13
$5,800
14
15
16
17
18
19
20
$6,800
21
22
23
24
25
26
27
$8,990
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$12,000
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
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
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
 $5,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

 

 

 

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Chilmark, Charming Updated Menemsha Home. Water Views & Sunset Views, Quintessential Beach House.

On a hilltop overlooking the ocean in Menemsha sits this authentic Vineyard home. From one of the most desirable locations on the island, it's an easy walk to the...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
4
Price Range:
$6,500 - $11,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$8,500
21
22
23
24
25
26
27
$8,500
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
7
8
9
10
11
$10,500
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
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
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$9,500
13
14
15
16
17
18
19
$9,000
20
21
22
23
24
25
26
$9,000
27
28
29
30
 $9,000
Clean Fee: 
$500
Tax: State & Local: 
11.7
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Stylish New Home, In Village Location, Patio Area with Outdoor Living and Dining, Walk to town!

This beautiful four-bedroom home boasts an open-concept living space, including a large kitchen and dining area, as well as a sitting area with a wet bar, beverage cooler and large...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,000 - $11,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
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
$11,000
28
29
30
 $11,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$11,000
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $11,000
August 2026
SuMoTuWeThFrSaWeek
 1
$11,000
2
3
4
5
6
7
8
$14,000
9
10
11
12
13
14
15
$14,000
16
17
18
19
20
21
22
$14,000
23
24
25
26
27
28
29
$11,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
 $7,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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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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Edgartown Retreat-Impeccably Maintained, Heated Pool -14 x 32', Screened Porch, Bluestone Patio, Exqusite Grounds and Gardens, Multiple Interior and Exterior Living Spaces

Nestled amidst picturesque grounds and gardens, this enchanting vacation getaway boasts an array of indoor and outdoor spaces seamlessly interconnected. The focal points of summer relaxation include a 14 x...Read more

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

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

Pool Heat shoulder season weeks additional propane surcharge, please inquire! 

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Stunning, Charming, Historic Luxury Home in Edgartown Village Center, Newly Remodeled

This beautifully remodeled historic home is nestled in the heart of Edgartown Village and boasts 4 bedrooms and 4.5 luxurious baths, complete with an array of inviting indoor and outdoor...Read more

Location: 
Edgartown
Bedrooms: 
5
Baths: 
4
Price Range:
$11,000 - $11,000
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
 $19,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$19,000
5
6
7
8
9
10
11
$19,000
12
13
14
15
16
17
18
$19,000
19
20
21
22
23
24
25
$19,000
26
27
28
29
30
31
 $19,000
August 2026
SuMoTuWeThFrSaWeek
 1
$19,000
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
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$14,000
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: 
$600 per week
Tax: State & Local: 
11.7
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Outstanding Oak Bluffs Summer Home with Heated Pool and Patio Surround, Screened Porch with Living and Dining Area, Association Tennis Courts.

MVVR Exclusive Listing:  Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful getaway yet is just a short drive to the...Read more

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

Pool Heated to 80 July & August and the 1st week in September included in the rental rate!

 

Pool Heated to 80  May, June & September weeks at additional cost ($400). 

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Classic Edgartown Village Home with Lovely Water View, Walk to Beach

Sophisticated charm, gorgeous two bedroom, two bath home set on a quiet lane with water views and beautifully landscaped yard. Located just a short walk to Fuller St Beach. Modern design...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$6,000 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
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
 $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
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$10,500
9
10
11
12
13
14
15
$10,500
16
17
18
19
20
21
22
$10,500
23
24
25
26
27
28
29
$10,500
30
31
 $10,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,500
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $8,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury, a family-friendly community of lovely homes, and only minutes away...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,500 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$9,500
14
15
16
17
18
19
20
$9,500
21
22
23
24
25
26
27
$10,000
28
29
30
 $10,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,500
5
6
7
8
9
10
11
$10,500
12
13
14
15
16
17
18
$10,500
19
20
21
22
23
24
25
$10,500
26
27
28
29
30
31
 $10,500
August 2026
SuMoTuWeThFrSaWeek
 1
$10,500
2
3
4
5
6
7
8
$10,500
9
10
11
12
13
14
15
$10,500
16
17
18
19
20
21
22
$10,500
23
24
25
26
27
28
29
$10,500
30
31
 $9,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$9,500
6
7
8
9
10
11
12
$9,500
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated by aqua-solar panels throughout the rental period.  Specific request for 82 degrees by use of propane heat incurs a $400 per week surcharge.

 

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Stunning Luxury Home, Complete Renovation in Main House, Sweet Updated Guest House, Walk to Oak Bluffs Center

Gorgeous Luxury Home, Newly Renovated with Stylish Updates, Walking Distance to Oak Bluffs Center

This stunning bungalow-style home has undergone a complete renovation, blending luxury designer decor with the original...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $10,000
June 2026
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
$6,000
21
22
23
24
25
26
27
$7,000
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
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$17,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

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