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Oak Bluffs Vacation Rental home in Martha's Vineyard MA, 0.4 miles State Beach and 2.6 miles State Beach (Joseph Sylvia State Beach) | ID 15345
5 BR
2 baths
Sleeps 10
Beds: 2 queens, 2 doubles, 2 twins
Beach: 0.4 miles State Beach and 2.6 miles State Beach (Joseph Sylvia State Beach)
Daily
Weekly
Monthly
Off-season 2025/26
 
Summer 2026
 
Off-season 2026/27
 
Off-season 2025/26
 
Summer 2026
$10,895
Off-season 2026/27
 
Off-season 2025/26
 
Summer 2026
 
Off-season 2026/27
 
State and local taxes of 11.7% will apply
Listed by Lana W Jackman
Active
11+ years
Property ID 15345
Description

Description

Welcome to Villa de Vina, a lovingly maintained family home tucked into the heart of Oak Bluffs’
'historic Copeland District"—a neighborhood known for its iconic Victorian architecture, rich cultural history, and unbeatable island charm. Owned and treasured by our family for over four decades, this home is more than a place to stay—it’s a place to slow down, reconnect, and savor the best of Vineyard life.

This classic "gingerbread-style home" features five inviting, cozy bedrooms (2 Queen, 2 Full, 1 Twin) and two full bathrooms, making it ideal for families, couples, or multigenerational groups. The bright and breezy interior offers original hardwood floors, varied high ceilings, and a sense of history you can feel in every corner. The fully equipped kitchen comes stocked with everything you need—from pots and pans to that essential morning coffee. Adjacent is a sunny dining area perfect for shared meals and island stories.

Outside, the jewel of the home is its wraparound porch, a gathering place for lazy afternoons, morning mimosas, and evening laughter under the stars. With porch seating and a dining area, it’s perfect for relaxing after a day at the beach or exploring town.<br /> <br /> Guests enjoy modern conveniences like Wi-Fi, washer/dryer combo, and strategically place AC units. The home is walkable to all Oak Bluffs highlights: the "Inkwell Beach", "Circuit Avenue", "Ocean Park", art galleries, restaurants, boutiques, and the Steamship Authority ferry.<br /> <br /> Whether you're visiting for the first time or returning to rekindle a tradition, Villa de Vina welcomes you with open arms—a true home away from home where Vineyard memories are made.<br /> <br /> ** Highlights – Villa de Vina, Oak Bluffs**<br /> **Location**: Prime setting in the "historic Copeland District" of Oak Bluffs<br /> **Style**: Classic gingerbread cottage with timeless character<br /> **Bedrooms**: 5 total – 2 Queens, 2 Fulls, and 1 Twin-bedded room<br /> **Sleeps**: Up to 10 guests comfortably<br /> **Bathrooms**: 2 full bathrooms<br /> **Outdoor Space**: Signature wraparound porch, perfect for relaxing, dining, and people-watching<br /> **Interior Comforts**: Bright, airy rooms with original woodwork, and cozy furnishings<br /> **Fully Equipped Kitchen**: Modern appliances, cookware, dishes, coffee maker, air fryer, and more<br /> **Dining Area**: Large indoor dining table + porch dining for casual meals al fresco<br /> **Extras**: Washer/dryer combo, high-speed Wi-Fi and AC units.<br /> **Parking**: Off-street driveway parking available<br /> **Proximity**: Short walk to Inkwell Beach, Circuit Avenue, Ocean Park, Flying Horses Carousel, Steamship Authority ferry terminal, and more<br /> **No Pets / No Smoking**: For the comfort and health of all guests<br /> <br /> <br /> <br /> read more show less

Location

Location - Oak Bluffs

Nearest beach: 0.4 miles State Beach and 2.6 miles State Beach (Joseph Sylvia State Beach)

41.4536050 -70.5575230 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Summer 2026
    6 nights
Available
Unavailable
Unknown

Calendar Last Updated: February 03, 2026

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Additional availability info: Note: A rental week is 6 nights from Sunday 12:00 noon to Saturday 11:00 A.M. This is a Sunday to Sunday vacation rental.

Payment Methods: Zelle (transaction fees vary); and personal checks

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Cleaning Fee:

$395.00

OPTIONAL FEES

Linen Fee:

$550.00

SECURITY DEPOSIT

Security Deposit:

$500.00

ADDITIONAL PRICING INFO

Additional Pricing Info: 11.7% Required MA Lodging Fee. State and local taxes of 11.7% will apply

Amenities

Amenities

  • Walk to a salt water beach Walk to a salt water beach

  • A/C unit(s) A/C unit(s)

  • Washer&dryer Washer&dryer

  • No Pets No Pets

  • Internet Internet

  • Linens provided Linens provided

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • Yard Yard

  • TV TV

  • Smart TV Smart TV

  • Cable/satellite TV Cable/satellite TV



    Green Amenities

    1
    • ENERGY STAR appliances ENERGY STAR appliances

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    About

    About Lana W Jackman

    Member since:
    4/24/2008
    Welcome to Villa de Vina, Our Home Away from Home

    For more than 40 years, Villa de Vina has been a cherished part of our family's story. My husband spent his childhood summers on Martha's Vineyard, visiting with his mother's best friend and creating memories filled with laughter, adventure, and the simple joys of island life. When the opportunity arose, we were fortunate enough to purchase this beautiful Villa—a true home away from home where serenity and charm embrace you at every turn.
    Martha's Vineyard holds a special kind of magic. Even as its popularity has grown, the island still remains a place where life's simple pleasures shine brightest—whether it's a quiet morning walk, the salt air whispering through the trees, or the joy of a sunset that feels like it was painted just for you. For our family, it became an oasis, a sanctuary from the noise and demands of the mainland—a place where the spirit could breathe and the heart could rest.
    Villa de Vina is a reflection of that spirit. It's a place to slow down, to reconnect with what matters most, and to find happiness in the everyday. We are honored to share this special place with you and hope that, like us, you'll find a piece of yourself here that stays with you long after you leave.

    Welcome to Villa de Vina. Welcome home.

    What is special about this property?
    Villa de Vina is classic Martha's Vineyard gingerbread charm with the kind of comfort that makes you exhale the second you walk in. Our home is bright and welcoming, with airy rooms and those porches that practically beg for morning coffee and evening conversations. Surrounded by leafy island calm and that hint of salt air, it's the perfect backdrop for days that feel easy, warm, and unhurried.

    What really sets Villa de Vina apart is the lived-in heart of it—decades of family laughter, celebrations, and summer stories baked right into the walls (in a good way, not in a "haunted wallpaper" way). We've preserved its original character while adding thoughtful touches so it feels both special and effortless. And the location? You can *walk* to town for shopping, dining, and ice cream runs, and you can *walk* to the beach for sun-and-salt days—then come home to quiet, porch-lit evenings. It's that rare combo: close to everything you want, yet still peaceful enough to feel like a true retreat.


    What is special about your town?
    Oak Bluffs is one of the most vibrant and beloved towns on Martha's Vineyard, full of color, character, and history. It's a place where life feels a little lighter, a little more joyful. From the charming gingerbread cottages of the Martha's Vineyard Camp Meeting Association to the lively harbor filled with sailboats and seafood restaurants, Oak Bluffs has an energy that welcomes everyone with open arms. It's the kind of town where you can stroll along the bustling streets, grab an ice cream cone, listen to live music in Ocean Park, and still find a quiet bench to watch the world go by.

    Located on Pequot Avenue, Villa de Vina sits in the heart of this magic. You're just a short, easy walk to Inkwell Beach, where mornings begin with breathtaking sunrises and evenings invite you for a refreshing swim. The historic Flying Horses Carousel—the oldest operating carousel in America—is just around the corner, as is Circuit Avenue, the lively main street full of shops, restaurants, and cafés. The Steamship Authority ferry service is also nearby, making arrivals and departures a breeze. Despite being close to all the action, Pequot Avenue remains peaceful and welcoming, offering the best of both worlds: vibrant town life just steps away, and a cozy, restful retreat to come home to at the end of each day.

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