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Stunning 6 Bedroom, 5.5 Bath Home, Heated Pool, Multiple Indoor, Outdoor Entertainment Areas

Luxury Edgartown Retreat with Heated Pool & Expansive Grounds

This beautifully appointed vacation home offers the perfect blend of luxury, comfort, and space, ideal for extended families and friends. Featuring a...Read more

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

Ferry Tickets available for Purchase,  7/11-7/18,  8/23-8/30 - please inquire

 

Pool Heated to 82 degrees July & August weeks included in rental rate.

Pool Heated 82 degrees, July & September weeks additional $300 propane surcharge per week. 

May & October Pool Heat  inquire with Agent for details. 

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Essence of Summer Vacation Home, Edgartown, Katama Area, 4 + Bedroom, 3.5 Baths, Heated Pool, Multiple Indoor/Outdoor Lounge Areas, Seamlessly Connected

Katama Coastal Retreat with Pool, Guest Apartment & Pool House

Welcome to your ultimate island escape in the heart of Katama,  just over a mile from Edgartown Village and two miles...Read more

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

Pool Heated to 81 Degrees July & August Weeks, included in Rental Rate

Pool Heated to 81 Degrees, June & September weeks, additional $300 Propane Surcharge.

 

Spa in Pool can be Heated to a Higher Temperature upon request for an Additional Fee. Inquire with agent as to terms. 

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Lovely Edgartown Home, Private Location just 1.5 Miles to Village Center, Pool, 5 Bedrooms, 4.5 Baths, Sleeps 10

Charming 5-Bedroom, 4.5-Bath Home with Pool: Nestled in a private setting, this cozy home features a large above-ground pool, perfect for relaxation and fun, a private yard, and a large deck...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
28
29
30
 $9,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,000
5
6
7
8
9
10
11
$9,000
12
13
14
15
16
17
18
$9,000
19
20
21
22
23
24
25
$9,000
26
27
28
29
30
31
 $10,000
August 2026
SuMoTuWeThFrSaWeek
 1
$10,000
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
$11,000
30
31
 $4,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
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
 
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
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Stunning New Custom Luxury Home, Oak Bluffs, 18 x 36 Heated Saltwater Pool, Bluestone Patio, 4 Bedrooms 3.5 baths

Tucked just beyond the heart of downtown Oak Bluffs, this spacious, architect-designed retreat offers families and friends an exceptional Vineyard vacation experience.

Thoughtfully crafted by a noted architect, the home...Read more

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

1st Two Weeks of July 2026 being offered at $16,500 per week

 

Pool Heated to 81 degrees July & August included in Rental Rate

Pool Heated to 81 degrees June & September additional $300 Propane Surcharge

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Field Club, Exquisite New Luxury Home Offering Large Heated Pool, Pool House, Expansive Patio Area, Ideally located between Village Area and South Beach

Situated in one of the Island’s most sought-after Edgartown communities in Katama, this outstanding 5 bedroom, 6 bath luxury residence is located within the Field Club’s manicured grounds and features exceptional amenities as...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
6
Price Range:
$27,000 - $29,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$28,000
7
8
9
10
11
12
13
$28,000
14
15
16
17
18
19
20
$28,000
21
22
23
24
25
26
27
$28,000
28
29
30
 $29,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$29,000
5
6
7
8
9
10
11
$29,000
12
13
14
15
16
17
18
$30,000
19
20
21
22
23
24
25
$30,000
26
27
28
29
30
31
 $30,000
August 2026
SuMoTuWeThFrSaWeek
 1
$30,000
2
3
4
5
6
7
8
$32,000
9
10
11
12
13
14
15
$32,000
16
17
18
19
20
21
22
$32,000
23
24
25
26
27
28
29
$30,000
30
31
 $28,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$28,000
6
7
8
9
10
11
12
$27,000
13
14
15
16
17
18
19
$27,000
20
21
22
23
24
25
26
$27,000
27
28
29
30
 $27,000
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

Pool Heated to 82 July & August weeks included in rental rate.

Pool Heated to 82 June & September weeks additional propane surcharge $275 per week. 

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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:
$0 - $0
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
$14,000
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

Rate reduced for the last week in August - see calendar for rate

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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Luxury Gambrel Home. Heated Pool, Bluestone Patio Surround, Patio Dining, Walk to Town, 4 Bedrooms, 3.5 Baths

Unwind with family and friends in this newly constructed vacation home, featuring a heated pool and ideally situated on a peaceful lane, just a short stroll to the village center....Read more

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

 

Pool Heated included in rental rate July & August weeks

 

Pool Heated June & September weeks, additional $300 per week 

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Exquisite New Luxury Home, Saltwater Pool 18 x 32, 3/4 ' deep ends & 5 feet in the middle, Hot Tub, Ideally Situated in the Village Area, Walk to Shops, Dining and Harbor Area

Welcome to this gorgeous, and all newly renovated Edgartown Village area luxury home.  This spacious home features an expansive outside entertainment area with a heated saltwater pool, hot tub, large patio surround, and deck with...Read more

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

Pool Heated to 82 degrees July & August weeks included in the rental rate, June & September weeks additional $300 per week ( begins 9/6 for 2025)

 

 

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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 - $5,500
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

Ferry Tickets available for purchase  7/12 - 7/19 Please inquire   (mv)

 

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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Coffin's Field, Main House, and Guest Apartment above Garage, Heated Pool - 16 x 32, Porch and Spacious Deck, 8 Minute Drive to Gorgeous Trustees / Long Point Beach

Lovely farmhouse-style 5-bedroom home with heated pool -16' x 32', 3 to 5 feet depth,  main house, and guest apartment over the garage centrally located and easily accessible to Long Point Beach and Edgartown...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$6,000 - $8,950
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$8,950
14
15
16
17
18
19
20
$8,950
21
22
23
24
25
26
27
$8,950
28
29
30
 $10,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,800
5
6
7
8
9
10
11
$10,800
12
13
14
15
16
17
18
$10,800
19
20
21
22
23
24
25
$10,800
26
27
28
29
30
31
 $10,800
August 2026
SuMoTuWeThFrSaWeek
 1
$10,800
2
3
4
5
6
7
8
$12,900
9
10
11
12
13
14
15
$12,900
16
17
18
19
20
21
22
$12,900
23
24
25
26
27
28
29
$11,500
30
31
 $8,950
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,950
6
7
8
9
10
11
12
$8,950
13
14
15
16
17
18
19
$8,500
20
21
22
23
24
25
26
$8,500
27
28
29
30
 $6,000
Clean Fee: 
$675
Tax: State & Local: 
11.7

Ferry Tickets available for Purchase,  8/23 -8/30 

 

Pool & the Spa in the pool heated to 81 degrees, included in Rental Rate July & August Weeks. Spa not heated to higher temperatures and jets will be off. 

 

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

 

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Picture Perfect Newly Updated Edgartown home. Heated Saltwater Pool, Gorgeous Large Yard

Note: Pool is 14 x 30', 3.5 feet to 6 feet deep 

Welcome to Edgartown Escape, a tranquil island retreat featuring a heated saltwater pool, large landscaped yard, 4 bedrooms,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$13,000 - $14,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$13,500
7
8
9
10
11
12
13
$13,500
14
15
16
17
18
19
20
$13,500
21
22
23
24
25
26
27
$13,500
28
29
30
 $14,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$14,500
5
6
7
8
9
10
11
$14,500
12
13
14
15
16
17
18
$14,500
19
20
21
22
23
24
25
$14,500
26
27
28
29
30
31
 $15,500
August 2026
SuMoTuWeThFrSaWeek
 1
$15,500
2
3
4
5
6
7
8
$15,500
9
10
11
12
13
14
15
$15,500
16
17
18
19
20
21
22
$15,500
23
24
25
26
27
28
29
$14,500
30
31
 $14,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$14,500
6
7
8
9
10
11
12
$14,000
13
14
15
16
17
18
19
$13,500
20
21
22
23
24
25
26
$13,500
27
28
29
30
 $13,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Ferry tickets available for purchase, 7/4-7/11, 7/11-7/18, 7/18-7/25 & 8/23-8/30  - please inquire  (mv)

 

Pool Heated to 82 degrees July & August weeks included in the rental rate

 

Pool Heated to 82 degrees, June & September weeks, additional $300 propane surcharge 

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Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths

This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more

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

Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details

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Stunning Luxury Home, Sought after Field Club Location, 18 x 32" Heated Gunite Pool, Main and Guest Carriage House

Luxurious Custom Crafted Home in the heart of the Katama area of Edgartown. This beautiful home offers discerning vacationers multiple indoor and outdoor living spaces, which include an 18 x...Read more

Location: 
Katama
Sleeps: 
9
Bedrooms: 
5
Baths: 
4
Price Range:
$20,000 - $40,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
9
10
11
12
13
$25,000
14
15
16
17
18
19
20
$25,000
21
22
23
24
25
26
27
$25,000
28
29
30
 $40,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$40,000
5
6
7
8
9
10
11
$40,000
12
13
14
15
16
17
18
$40,000
19
20
21
22
23
24
25
$40,000
26
27
28
29
30
31
 $40,000
August 2026
SuMoTuWeThFrSaWeek
 1
$40,000
2
3
4
5
6
7
8
$40,000
9
10
11
12
13
14
15
$40,000
16
17
18
19
20
21
22
$40,000
23
24
25
26
27
28
29
$40,000
30
31
 $30,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$30,000
6
7
8
9
10
11
12
$25,000
13
14
15
16
17
18
19
$25,000
20
21
22
23
24
25
26
$25,000
27
28
29
30
 $25,000
Clean Fee: 
$1250 per week
Tax: State & Local: 
11.7

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

Pool Heated to 81 June & September weeks, additional $250 per week

Pool Heated to 81 May& October weeks, additional $300 per week

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Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Multiple Living Spaces

This newly constructed, luxurious home offers the perfect blend of comfort, style, and convenience. Featuring a heated 16 x 32' pool with varying depths of 3 to 8 feet, a...Read more

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

Pool Heated to  81 degrees included in rental rate last Sat in June to first Sat in September. Pool Depth 3 feet to 8 Feet 

Pool Heated to 81 degrees June and September weeks additional $275 per week  

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Exquisite New Luxurious Home, Tucked in the Private Enclave, Known as -The Preserve, Heated Saltwater Pool 18' x 45, Screened Porch, Propane Fire pit with Adirondack Seating, Designer Interior

"The Preserve" in Oak Bluffs is a desirable enclave of homes that offers a serene and alluring living environment. This expansive luxury home designed by noted architect Chuck Sullivan was completed...Read more

Location: 
Oak Bluffs
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$17,000 - $25,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$20,000
7
8
9
10
11
12
13
$20,000
14
15
16
17
18
19
20
$22,500
21
22
23
24
25
26
27
$25,000
28
29
30
 $27,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$27,000
5
6
7
8
9
10
11
$27,000
12
13
14
15
16
17
18
$27,000
19
20
21
22
23
24
25
$27,000
26
27
28
29
30
31
 $28,500
August 2026
SuMoTuWeThFrSaWeek
 1
$28,500
2
3
4
5
6
7
8
$30,000
9
10
11
12
13
14
15
$32,500
16
17
18
19
20
21
22
$32,500
23
24
25
26
27
28
29
$30,000
30
31
 $22,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$22,500
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
$18,500
27
28
29
30
 $17,000
Clean Fee: 
$960 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees  July & August  weeks, included in the rental rate

Pool Heated to 82 degrees June & September weeks, additional $300 per week surcharge

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