Walk to Sailing Camp Beach – Nature Trails & Serene Backyard
Oak Bluffs Vacation Rental - ID 17574

My father first brought us to the Vineyard when we were very young, and it quickly became a place of joy, wonder, and lasting memories. In time, he and his brothers began building homes throughout Oak Bluffs, creating welcoming spaces for others to enjoy this special island. What began as a family tradition grew into a legacy of hospitality—one rooted in kindness, comfort, and care. He believed every guest should feel not just welcomed, but cherished. Today, my husband and I are honored to continue that legacy, pouring our hearts into every detail so that you feel the same warmth and magic he always hoped to share.

What is special about this property?
Inside, the apartment is spacious, spotless, and very comfortable. Guests love the cozy chair in front of the TV—many say it's where they've had the best nap of their lives. It's a small slice of heaven. You'll also fall in love with our Frette classic sheets and plush washcloths, towels, and hand towels.
The home has two bedrooms and sleeps four comfortably. A highlight is the beautifully manicured garden, with large pots of herbs—thyme, mint, lavender, sage, oregano, and rosemary—surrounding the outdoor seating area. When the breeze picks up, the air fills with soothing scents.

Across the street is the sailing camp and a hidden gem: a quiet beach perfect for a swim and breathtaking sunsets. Some evenings, the sky glows in brilliant colors—as if on fire.

We're centrally located—just 3 minutes by car or 1.4 miles from Circuit Avenue in downtown Oak Bluffs, where you can rent a car, bike, or moped. No car? The bus stop is right at the end of our street on Barnes Road. From there:

Left to the roundabout, then right to Vineyard Haven (don't miss the Alpaca Farm!)

Left at the roundabout takes you to Edgartown

Straight through leads to the airport

You're perfectly positioned to explore three vibrant towns with shops, restaurants, and fine dining—all close by. We're just 2.5 miles from the ferry and 2 miles from Inkwell Beach.
Bonus tip: Local shops and markets offer free island maps showing roads and island-owned businesses—perfect for exploring and supporting the community.

What is special about your town?
Oak Bluffs, Massachusetts, is famous for its charming, colorful gingerbread cottages from the 1800s, the historic Flying Horses Carousel—the oldest operating carousel in the U.S.—and beautiful oceanfront spots like Ocean Park and Inkwell Beach. It's rich in cultural history, especially within the African American community, and hosts lively events like the Grand Illumination Night, making it a unique and welcoming seaside town on Martha's Vineyard.