Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach
For offseason rentals, (fall and winter 2026-2027), please inquire for the dates you are interested in. We will respond back with availability. _____________________ Welcome to our home - an updated coastal retreat in Oak Bluffs offering the perfect combination of comfort, location, and outdoor living. Located on a quiet residential street just steps from Lagoon Pond and only minutes from downtown Oak Bluffs, this home is ideally situated to enjoy everything Martha’s Vineyard has to offer.
The home has been thoughtfully updated and includes air conditioning throughout, helping keep the space cool and comfortable during the summer months.
Interior and Layout
The main level features a bright, open living and dining area designed for gathering and relaxing after a day at the beach. The living room includes a 75" television for movie buffs and tv lovers alike! The updated kitchen is fully equipped with modern appliances and everything needed for cooking and entertaining. A first-floor bedroom and full bathroom provide convenient single-level living.
Upstairs, there are two additional bedrooms. The primary bedroom includes a king bed, a desk and a walk-in closet, while the second bedroom features two full beds and a desk, making it a great option for longer stays or remote work. A second full bathroom serves the upstairs.
The lower level offers additional living space, including a comfortable hangout area with a sectional sofa and television. A bonus room provides extra flexibility for sleeping or a quiet workspace. This layout allows groups to spread out while still feeling connected.
Outdoor Living
The outdoor space is a highlight of the home. A private patio with a gazebo and seating area creates a perfect spot for morning coffee or evening meals. The yard provides additional space for relaxing, watching a movie in the tiki bar TV, and outdoor activities. The outdoor space also includes a basketball court and hoop.
An outdoor shower adds a classic Vineyard touch and makes it easy to rinse off after the beach.
Location
The location offers both convenience and a peaceful setting. Lagoon Pond is just at the end of the street, ideal for walks or enjoying the water views.
Downtown Oak Bluffs is just minutes away, where you will find restaurants, shops, entertainment, and ferry access. Joseph Sylvia State Beach and other nearby beaches are a short bike ride or drive, making beach days easy and accessible.
The home also provides convenient access to Vineyard Haven and Edgartown, allowing you to explore the entire island.
Why Guests Love This Home
Air conditioning throughout the home Updated and comfortable interior Multiple living spaces Private patio with gazebo and outdoor seating Outdoor shower for post-beach convenience Quiet street close to Lagoon Pond Easy access to downtown Oak Bluffs, beaches, and ferry
Whether you are planning beach days, bike rides, or simply relaxing outdoors, this home offers a comfortable and well-located base for your Martha’s Vineyard getaway.
Our prices include all fees. No hidden fees.
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This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Oak Bluffs
Located in Oak Bluffs, this cottage is near the beach. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal.
Travelling with kids? Consider Flying Horses Carousel and Island Cove Adventures.
Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive
Restaurants
Lookout Tavern - 4 min drive
Nancy's - 3 min drive
Portuguese-American Club - 5 min walk
Biscuits - 3 min drive
Giordano's Restaurant - 3 min drive
Frequently asked questions
Is Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach?
On-site parking is available at the property.
What time is check-in at Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach?
Check-in begins at 3:00 PM.
What time is check-out at Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach?
Checkout is at 10:00 AM.
Where is Updated Coastal Oak Bluffs Retreat - AC, Patio, Walk to Town & Beach located?
This family-friendly Oak Bluffs cottage is located by the sea, within 1 mi (2 km) of Oak Bluffs Public Library, Eastville Beach and Circuit Avenue. Cottage Museum and Trinity Park Tabernacle are also within 1 mile (2 km).
About the host
Hosted by Dave & Brooke
We are so thrilled to welcome you to our home. For us, this house is the realization of a decade-long dream, and we are so happy to share it with you. Our history with Oak Bluffs runs deep. We actually met right here in town at Nancy’s over ten years ago, and we’ve considered ourselves “Island people” ever since. The locals call us “Washashores.” From Dave’s family reunions starting back in 2001 to our engagement at the Edgartown Lighthouse, Martha’s Vineyard has been the backdrop for many major chapters of our lives. After years of renting in Oak Bluffs and visiting family on island, we finally planted our own roots. The island is incredibly special to us. It’s a place of tradition, family, and the kind of memories that only happen on “Island time.”
Why they chose this property
Oak Bluffs is one of Martha’s Vineyard’s most vibrant and walkable towns, offering beautiful beaches, charming shops, waterfront dining, the historic Gingerbread Cottages, Flying Horses Carousel, and a lively harbor. Our home is nestled in a quiet neighborhood just minutes from downtown, with Lagoon Pond right at the end of the street, so guests can enjoy the energy and convenience of Oak Bluffs while returning to a peaceful place to relax. Centrally located, it’s also easy to explore the rest of the island. Whether you’re looking for family activities, great restaurants, live music, or stunning sunsets, Oak Bluffs has something for everyone.
What makes this property unique
Our home has been thoughtfully renovated and designed to capture the relaxed elegance of Martha’s Vineyard. With a bright, coastal-inspired interior, comfortable gathering spaces, and carefully curated details throughout, it’s the perfect place for families and friends to unwind after a day at the beach. We wanted to create a home that feels both stylish and welcoming, a place where guests can make lasting Vineyard memories. Equipped with amenities such as air conditioning throughout, a basketball hoop, grill, outdoor shower, tiki bar, and all the beach essentials (the list goes on), this will be a place you can stay carefree!