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Oak Bluffs Vacation Rental home in Martha's Vineyard MA | ID 40927

Best Kept Secret Retreat for Adults with Water & Golf Course
Oak Bluffs Vacation Rental - ID 40927

4 BR
5 baths
Sleeps 10
Beds: 1 king, 2 queens, 2 twins, Inflatable bed
Beach: 2.3 mi to Oak Bluffs Town Beach and 3.0 mi State Beach (Joseph Sylvia State Beach)
Daily
Weekly
Monthly
Off-season 2025/26
$1,350
Summer 2026
$2,350
Off-season 2026/27
$1,350
Off-season 2025/26
$10,250
Summer 2026
$17,250
Off-season 2026/27
$10,250
Off-season 2025/26
 
Summer 2026
 
Off-season 2026/27
 
State and local taxes of 11.7% will apply
Listed by Sam
Active
Less than a month
Property ID 40927
Description

Description

In the heart of Oak Bluffs—one of Martha’s Vineyard’s most iconic destinations—there stands a newly renovated luxury residence that offers the rare combination of elevated modern design, timeless coastal charm, and every convenience today’s discerning renters desire. Set gracefully along the celebrated 7th hole of the local golf course and boasting sweeping views of both the manicured fairways and the shimmering expanse of Sengekontacket Pond, this home is more than a place to stay. It is a lifestyle. A mood. A setting for cherished memories and deep relaxation. This 4-bedroom, 5-bathroom masterpiece offers a sanctuary of comfort and sophistication. Every inch—inside and out—has been thoughtfully curated, redesigned, and elevated with luxury furnishings, warm textures, coastal-inspired color palettes, and modern amenities that anticipate your every need.

From its open, sun-filled living spaces to its entertainment-rich lower level, from its lush outdoor gathering areas to its quiet nooks perfect for morning coffee or evening contemplation, this Oak Bluffs haven offers something special: a feeling that everything has been chosen just for you. And in a world that moves too fast, stepping into this home allows time to expand—slowly, intentionally, beautifully.<br /> <br /> At the center of this stunning home is a beautifully executed open floor plan that makes gathering effortless. The living room, dining area, and kitchen flow organically, creating a versatile space where groups large and small can relax, dine, laugh, or simply enjoy being in one another’s company.<br /> <br /> The living room is anchored by plush designer furnishings chosen for comfort without compromising style. Deep sofas invite lingering conversations, while accent chairs create smaller conversational pockets perfect for morning coffee or late-night wine. Elegant touches—throw blankets, curated art pieces, textural accent pillows—make the space warm, inviting, and deeply livable. Dining Area — Seating for Eight, Memories for Many<br /> A beautiful dining table with seating for eight offers the perfect setting for shared meals—whether that’s a casual breakfast before exploring Oak Bluffs, a catered dinner arranged through one of the Vineyard’s private chefs, or a family-style meal featuring fresh island seafood.<br /> <br /> The kitchen is more than functional—it is an inspiration. Outfitted with modern, high-end appliances, sleek countertops, custom cabinetry, and all the tools needed for meal preparation, it invites both amateur cooks and professional chefs to indulge their creativity.<br /> <br /> THE ENCLOSED PORCH — ALFRESCO DINING AT ITS FINEST<br /> Step through the kitchen door and into the home’s enviable enclosed porch: a breezy, serene space designed specifically for alfresco dining and relaxation. This area is where nature becomes part of the rhythm of your day. Large screened windows bring in fresh coastal air while offering comfort from the elements.<br /> <br /> OUTDOOR ENTERTAINING SPACES — WHERE NATURE AND LUXURY MEET<br /> Few homes offer outdoor spaces as extensive, thoughtful, and enchanting as this Oak Bluffs retreat. Designed to maximize enjoyment of the Vineyard’s natural beauty, the property features multiple gathering areas, intimate hideaways, and entertaining zones suitable for groups of all sizes.<br /> The property includes not one but two luxurious fire pit areas, each designed for unique experiences:<br /> The Social Fire Pit — Perfect for group gatherings, storytelling, sunset viewing, and celebratory evenings with family and friends.<br /> The Intimate Fire Pit — A quieter, cozier space ideal for couples, late-night talks, or simply absorbing the peaceful ambiance of Oak Bluffs after dark.<br /> Oversized Hammock — A Sanctuary Under the Sky. Flower Garden Patio — A Living Tapestry of Color and Calm<br /> The flower garden patio is a breathtaking blend of curated blooms, lush greenery, and peaceful seating areas. <br /> Sweeping Views — Golf Course and Sengekontacket Pond<br /> Few outdoor settings on the island can compare to the serenity and beauty offered here. The home sits just off the 7th hole of the golf course, giving guests unobstructed views of manicured fairways and playful activity throughout the day. Beyond the course lies the shimmering expanse of Sengekontacket Pond, a tidal jewel known for its peaceful waters and postcard-perfect sunsets.<br /> <br /> BEDROOM SUITES — PERSONAL RETREATS OF REST AND REJUVENATION<br /> This home features four beautifully appointed bedrooms, each designed with intention, comfort, and privacy in mind. Every bedroom includes:<br /> • Luxury bedding<br /> • Plush mattresses<br /> • Elegant décor<br /> • Smart TVs in every room<br /> Each sleeping space brings its own personality, but all share the same elevated aesthetic and a commitment to offering guests the kind of rest that vacations were made for.<br /> <br /> THE BASEMENT LEVEL — A MOVIE THEATER AND ENTERTAINMENT HUB<br /> A standout feature of this property is the fully furnished entertainment basement, designed with both adults and children in mind.<br /> • A massive smart TV<br /> • Theater-style seating or plush lounge furniture<br /> • Premium sound<br /> • Additional lounge seating<br /> This level becomes a go-to hub on rainy days or relaxing evenings.<br /> <br /> LOCATION — OAK BLUFFS AT ITS MOST BEAUTIFUL<br /> This home’s location is nothing short of extraordinary. You are close to everything, yet perfectly removed enough to enjoy a sense of privacy, calm, and exclusive Vineyard charm.<br /> Minutes away, you’ll find:<br /> • Downtown Oak Bluffs — shops, restaurants, bars, and the lively harbor<br /> • The iconic Gingerbread Cottages<br /> • Inkwell and Oak Bluffs Town Beach<br /> • Farm Neck Golf Club (you’re right on it!)<br /> • Biking paths, nature trails, and scenic overlooks<br /> • Easy access to Vineyard Haven and Edgartown<br /> The centrality of this location combined with its serene setting offers the best of both worlds—quiet luxury within arm’s reach of the island’s most desirable attractions.<br /> <br /> read more show less

Location

Location - Oak Bluffs

Nearest beach: 2.3 mi to Oak Bluffs Town Beach and 3.0 mi State Beach (Joseph Sylvia State Beach)

41.4340154 -70.5688134 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Off-season 2025/26
    4 nights
  • Summer 2026
    5 nights
  • Off-season 2026/27
    4 nights
Available
Unavailable
Unknown

Calendar Last Updated: January 05, 2026

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  • Price JANUARY 2026
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     $10,250  9 10 11 12 13 14 15
     $10,250  16 17 18 19 20 21 22
     $10,250  23 24 25 26 27 28 29
     $10,250  30 31          
  • Price FEBRUARY 2026
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     $10,250      1 2 3 4 5
     $10,250  6 7 8 9 10 11 12
     $10,250  13 14 15 16 17 18 19
     $10,250  20 21 22 23 24 25 26
     $10,250  27 28          
  • Price MARCH 2026
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     $10,250      1 2 3 4 5
     $10,250  6 7 8 9 10 11 12
     $10,250  13 14 15 16 17 18 19
     $10,250  20 21 22 23 24 25 26
     $10,250  27 28 29 30 31    
  • Price APRIL 2026
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     $10,250            1 2
     $10,250  3 4 5 6 7 8 9
     $10,250  10 11 12 13 14 15 16
     $10,250  17 18 19 20 21 22 23
     $10,250  24 25 26 27 28 29 30
  • Price MAY 2026
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     $10,250  1 2 3 4 5 6 7
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  • Price JUNE 2026
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     $10,250        1 2 3 4
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     $10,250  19 20 21 22 23 24 25
     $17,250  26 27 28 29 30    
  • Price JULY 2026
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     $17,250            1 2
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  • Price AUGUST 2026
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     $17,250    1 2 3 4 5 6
     $17,250  7 8 9 10 11 12 13
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     $17,250  21 22 23 24 25 26 27
     $17,250  28 29 30 31      
  • Price SEPTEMBER 2026
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     $17,250          1 2 3
     $10,250  4 5 6 7 8 9 10
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     $10,250  18 19 20 21 22 23 24
     $10,250  25 26 27 28 29 30  
  • Price OCTOBER 2026
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     $10,250              1
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     $10,250  23 24 25 26 27 28 29
     $10,250  30 31          
  • Price NOVEMBER 2026
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     $10,250      1 2 3 4 5
     $10,250  6 7 8 9 10 11 12
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     $10,250  20 21 22 23 24 25 26
     $10,250  27 28 29 30      
  • Price DECEMBER 2026
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     $10,250          1 2 3
     $10,250  4 5 6 7 8 9 10
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     $10,250  25 26 27 28 29 30 31
  • Price JANUARY 2027
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     $10,250  1 2 3 4 5 6 7
     $10,250  8 9 10 11 12 13 14
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     $10,250  22 23 24 25 26 27 28
     $10,250  29 30 31        
  • Price FEBRUARY 2027
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     $10,250        1 2 3 4
     $10,250  5 6 7 8 9 10 11
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     $10,250  19 20 21 22 23 24 25
     $10,250  26 27 28        
  • Price MARCH 2027
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     $10,250        1 2 3 4
     $10,250  5 6 7 8 9 10 11
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     $10,250  19 20 21 22 23 24 25
     $10,250  26 27 28 29 30 31  
  • Price APRIL 2027
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     $10,250              1
     $10,250  2 3 4 5 6 7 8
     $10,250  9 10 11 12 13 14 15
     $10,250  16 17 18 19 20 21 22
     $10,250  23 24 25 26 27 28 29
     $10,250  30            
  • Price MAY 2027
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     $10,250    1 2 3 4 5 6
     $10,250  7 8 9 10 11 12 13
     $10,250  14 15 16 17 18 19 20
     $10,250  21 22 23 24 25 26 27
     $10,250  28 29 30 31      
  • Price JUNE 2027
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     $10,250          1 2 3
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Additional availability info: No pets or smoking indoors. Penalties up to 1 night stay for excessive wear & tear on property.

Payment Methods: TransferWise, Zelle, PayPal, Venmo (transaction fees vary)

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Cleaning Fee:

$800 Pre & Post Clean

SECURITY DEPOSIT

Security Deposit:

10%

ADDITIONAL PRICING INFO

State and local taxes of 11.7% will apply

Amenities

Amenities

  • View of salt water View of salt water

  • Central air Central air

  • A/C unit(s) A/C unit(s)

  • Washer&dryer Washer&dryer

  • No Pets No Pets

  • Internet Internet

  • Linens provided Linens provided

  • Bathtub Bathtub

  • Firepit Firepit

  • Screened porch Screened porch

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill



    Green Amenities

    1
    • LED lighting LED lighting

    Reviews

    Guest Reviews

    5 reviews
    Have you stayed here? Write a review
    Barbara R
    (Homeowner Entered)

    Beautifully kept home in a serene environment!

    Date of stay: August 2025
    William A
    (Homeowner Entered)

    What a fantastic experience! The property was gorgeous, convenient and very well maintained/kept! Would highly recommend if you are looking for a peaceful and relaxing vacation with the family!

    Date of stay: July 2025
    Justin L
    (Homeowner Entered)

    Beautiful MVA property. The house was gorgeous and spotless. They layout was perfect for multiple families. The property manager was super nice and accommodating, he made sure everything was perfect. The media room and screened in porch were added bonuses. A wonderful and relaxing stay; highly recommend!

    Date of stay: August 2023
    Jake W
    (Homeowner Entered)

    Thank you Samantha and Steve
    The house was as advertised and the host and property manager were very accommodating

    Date of stay: May 2023
    Deborah T
    (Homeowner Entered)

    Wonderful luxury stay
    The property was better than the photos. Had an issue with the AC that was promptly resolved by the property manager. We had almost everything we needed for a great vacation for two families together. The basement was a bonus for the kids! Would love to return next year!

    Date of stay: July 2022
    About

    About Sam

    Member since:
    11/19/2025
    Reviews:
    5 reviews
    We have been in the vacation rental market since 2012. Our goal is to provide an environment where you feel relaxed and can enjoy the beauty of the island.

    What is special about this property?
    It was love at first sight..when we walked through the front door and saw the golf course and water views we were immediately at peace and head over heels in love with the place. The multiple outdoor spaces for entertaining is the biggest highlight. Although many say that a picture is worth a thousand words, how a place makes you feel is priceless. Our home is designed and furnished in such away that you immediately feel at ease and all of the tensions of off island living is washed away. Newly renovated in 2024.

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