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Diamond in The Bluffs - New Home, Private Backyard

A peaceful, serene dream Close to Oak Bluffs town, yet away from the noise. This 2025 custom built home is the perfect place for your relaxing MV getaway. Enjoy the fine touches of this lovely home, and the collection of art on display from many local artisans. Enjoy the sunshine in a hammock, the private patio, or the spacious backyard; or stay inside, soaking in the large deep soak tub. The house is just a 20 minute walk into town, or a 10 minute walk to the famous Lagoon swimming beach.

Martha’s Vineyard Boutique Beach Cottage!

3BR/2BA + outdoor shower Oak Bluffs gem! Relax & enjoy a zen like experience in this relaxing space, surrounded by lush trees, a private side deck & landscaped backyard with a BBQ grill and pergola! A stylish house, equipped with WIFI, AC and core house essentials in kitchen, bathrooms and bedrooms. Walk, bike ride or drive minutes to Eastville Point beach to watch beautiful sunsets! A short drive to Oak Bluffs and Vineyard Haven beaches, ferries, restaurants and retail shops. Ideal location!!

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

A stylish place to stay, perfect for group trips. 15min walk from town and Inkwell beach. NEW construct, beautiful open layout home is just what you have been looking for. Every bedrm has its OWN full bath. The kitchen is modern and stylish. The open layout design, leads outside to the deck, to a peaceful yet fun backyard. As you sit on the mahogany deck, you will smell the tasty delights coming from the grill of the outdoor kitchen. This home is my home and I want to share it with you.

The Island Collection MV: The Hideaway

This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you will be delighted by the stone fireplace and the comforting ambience. It presents gorgeous “costa esmeralda” granite counter tops with solid cherry cabinets, stainless steel appliances, and a kitchen which integrates to the dining area. From there, the french doors invite you to a patio surrounded by artisan landscaping. Tenant brings own linens/sheets/towels/beach towels.

Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ

1 last summer week available! Tucked away on a quiet, private dead-end road in Oak Bluffs, this sun-filled three-bedroom retreat strikes the perfect balance: you’re close to everything the Vineyard has to offer (only 1 mile from Circuit Ave and OB Town Beach), yet the moment you turn onto that shaded dirt road, the outside world melts away. It’s the kind of neighborhood where kids can run freely in the yard, where the pace slows down, and where a vacation actually feels like a vacation.

Pinkletink Plantation

Your family will be close to everything when you stay at this centrally-located place. Less than a mile from the heart of Oak Bluffs and Circuit Ave., where you'll find all the famous restaurants, harbor & night life. A half mile from Eastville Beach (fabulous sunsets). Take a morning stroll around "the chop"-East Chop & walk or run a 5K. Less than 2.5 miles from Farm Neck Golf Club- & 2.5 miles to State Beach. It has a well equipped kitchen, laundry, outside shower, & back yard!

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful studio apartment. We welcome one guest (and small dog) eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and stone patio, fully enclosed outdoor shower with full temperature range, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Vineyard Cape Centrally Located Oak Bluffs, MA

Relax in this private 2-bedroom, 2-bath Cape-style home set on 1.3 acres with peaceful pond views. The open living area features cathedral ceilings, a spacious kitchen with new appliances, and comfortable gathering spaces. Enjoy outdoor dining on the elevated deck, a primary suite with a private patio, and a finished loft. Conveniently located just minutes from Oak Bluffs. Sleeping Arrangements: • Primary Bedroom: 1 King Bed • Guest Bedroom: 2 Full Beds • Loft: 1 Full Bed

111I Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

MV King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay. :)

Oak Bluffs 4BR • 5 Min Drive to Downtown

Just 5 minutes from Downtown Oak Bluffs and nearby beaches, this spacious 4-bedroom home sleeps up to 8 guests and offers comfort, privacy, and a peaceful cul-de-sac setting. Enjoy an open-concept living area, fully equipped kitchen, private deck with BBQ, and large backyard with hot/cold outdoor shower. Both full bathrooms are newly renovated with floor-to-ceiling tiled showers and luxury top-shelf bath amenities for a spa-like experience.