10 Secluded Neighborhoods on Martha’s Vineyard Nestled Between the Streams

When I think of peaceful retreats, Martha’s Vineyard always comes to mind as a haven of secluded beauty. This charming island in Massachusetts is more than just a summer destination; it’s home to some of the most tranquil neighborhoods I’ve ever explored.

From hidden beaches to quiet woodlands, the Vineyard offers places where one can truly escape the hustle and bustle of everyday life. I’ve spent time wandering through these serene locales, discovering the unique charm that each one holds.

If you’re like me and appreciate a blend of natural beauty and solitude, you’ll find these neighborhoods particularly enchanting. Let me take you on a journey through 10 of Martha’s Vineyard’s most secluded spots.

10. Middle Road Area, Chilmark

The Middle Road area in Chilmark is a picturesque, rural stretch that I’ve found to be wonderfully serene. This part of the island features pastoral landscapes dotted with few homes, allowing vast open spaces to dominate the scenery.

I appreciate the simplicity and tranquility here, where the rolling hills and stone walls create a timeless New England feel. The limited number of residences means the population is quite low, contributing to the quiet atmosphere.

Exploring the local farms and enjoying the unobstructed views has become a favorite activity of mine when I’m seeking peace and quiet.

Where is the Middle Road Area?

Middle Road runs through the heart of Chilmark, connecting South Road and North Road. I often take this scenic route to immerse myself in the rural beauty of the island.

The geography is characterized by gentle hills and open fields, which are particularly stunning during sunrise and sunset. Access is easy, yet the area remains distant from commercial activity, making it feel like a hidden gem tucked away from the mainstream.

9. Indian Hill, West Tisbury

Indian Hill in West Tisbury is a quiet, forested area that I’ve come to love for its spacious properties and peaceful ambiance. The elevation here provides woodland trails that offer delightful glimpses of the surrounding landscapes.

With minimal development, the neighborhood maintains a secluded atmosphere that’s perfect for those who value privacy. The community is small, with a population that cherishes the tranquility the area provides.

I’ve spent many afternoons hiking these trails, enjoying the rustling leaves and the songs of local birds.

Where is Indian Hill?

Situated in West Tisbury, Indian Hill is accessed via Indian Hill Road off State Road. The area’s elevated terrain adds to its secluded feel, and the dense woodlands create a natural barrier from the rest of the island.

I find that driving here feels like entering a different world, far removed from busier locales. The geography makes it a haven for nature enthusiasts, with its rich flora and fauna.

8. Squibnocket Ridge, Chilmark

Squibnocket Ridge in Chilmark is a place where dramatic cliffs meet the ocean, creating vistas that take my breath away every time. The large private parcels of land here ensure that homes are well spaced out, providing residents with unparalleled privacy.

I enjoy the rugged beauty of the area, where the natural features create a sense of isolation that is both peaceful and inspiring. With only a handful of residences, the population is minimal, allowing the landscape to remain the star of the show.

Walking along the secluded beaches and listening to the waves crash against the cliffs is one of my favorite pastimes here.

Where is Squibnocket Ridge?

Located on the southwestern tip of Martha’s Vineyard in Chilmark, Squibnocket Ridge overlooks the Atlantic Ocean. I access it via Squibnocket Road, a route that winds through rural landscapes before reaching the coastal area.

The geography is notable for its steep cliffs and panoramic ocean views, which emphasize the neighborhood’s remote feel. Getting there involves a scenic drive that underscores the distance from the island’s busier towns, adding to its secluded allure.

7. Oyster Watcha Midlands, Edgartown

The Oyster Watcha Midlands in Edgartown is a remote area characterized by expansive meadows, forests, and waterfront properties on large parcels. Its distance from urban centers and natural barriers enhances its seclusion, which I find incredibly refreshing.

The vast open spaces and minimal development mean that the population here is sparse. I’ve spent tranquil days exploring the meadows and enjoying the serene views over the water. It’s a place where one can truly disconnect and immerse in nature.

Where is Oyster Watcha Midlands?

Located on the southern edge of Edgartown, the Oyster Watcha Midlands borders the Great Pond and the Atlantic Ocean. I usually reach this area via West Tisbury Road, then take the less-traveled roads that lead southward.

The geography includes coastal plains and wetlands, which contribute to its unique ecosystem. Access can be a bit challenging, but that’s part of the charm for me, as it ensures the area remains peaceful and uncrowded.

6. Seven Gates Farm, West Tisbury

Seven Gates Farm in West Tisbury is an exclusive, gated community that I find embodies both luxury and seclusion. With large estates, private beaches, and extensive conservation land, it offers a retreat unlike any other on the island.

The restricted access ensures privacy for residents and adds to the area’s mystique. The population is intentionally kept low, preserving the tranquility and exclusivity of the neighborhood. I’ve always admired how the community balances upscale living with a deep respect for the natural surroundings.

Where is Seven Gates Farm?

This community is situated on the north shore of West Tisbury, overlooking Vineyard Sound. I access it via Lambert’s Cove Road, but entry is limited to residents and their guests.

The geography includes rolling hills and hardwood forests, which I find make the area exceptionally beautiful. The combination of seaside and woodland landscapes provides a unique setting that’s both picturesque and serene.

5. Menemsha Hills, Chilmark

Menemsha Hills in Chilmark is a serene neighborhood nestled among rolling hills and forests, offering hiking trails and panoramic ocean views that I can’t get enough of.

The low housing density means there’s a real sense of separation from the busier parts of the island. I often hike the Menemsha Hills Reservation trails, where the natural beauty is simply breathtaking.

The neighborhood’s small population allows for an undisturbed environment where wildlife thrives. Watching the sunset from Prospect Hill, the second-highest point on the island is a memory I’ll always cherish.

Where is Menemsha Hills?

Located on the northwestern coast of Chilmark, Menemsha Hills overlooks Vineyard Sound. I typically reach it by taking North Road and then following signs to the reservation.

The geography is notable for its steep terrains and coastal cliffs, making it a fascinating area to explore. Its remote location and the winding roads leading there contribute to its secluded atmosphere.

4. Makonikey, West Tisbury

Makonikey in West Tisbury is a secluded enclave with expansive homes on generous lots overlooking Vineyard Sound. The private roads and limited development here provide a level of privacy that I find very appealing. Surrounded by natural beauty, the area feels like a world unto itself.

The population is quite small, with residents who value the tranquility and exclusivity Makonikey offers. I’ve enjoyed quiet walks along the private beach, where the only sounds are the waves gently lapping against the shore.

Where is Makonikey?

Makonikey is situated on the north shore of the island, straddling the line between West Tisbury and Vineyard Haven. Accessed via Lambert’s Cove Road and then onto private drives, it’s a bit off the main routes I usually take.

The geography includes bluffs overlooking the sound and lush woodlands, adding to its secluded feel. Getting there involves navigating winding roads, which helps maintain its hidden nature.

3. Lambert’s Cove, West Tisbury

Lambert’s Cove in West Tisbury is a quiet, wooded area that I’ve found to be one of the island’s hidden treasures. With large properties and private access to one of the most beautiful beaches on Martha’s Vineyard, it exudes rural charm.

The scenic landscapes, including rolling hills and dense forests, make every visit feel like a retreat into nature. The absence of through traffic means the area remains peaceful throughout the year.

The small community here is tight-knit, and the population is modest, preserving the area’s serenity.

Where is Lambert’s Cove?

Located on the north shore of West Tisbury, Lambert’s Cove is accessible via Lambert’s Cove Road. The geography is marked by its beautiful sandy beach and surrounding woodlands, which I love exploring.

The area is easy to reach yet feels removed from the island’s busier towns. The secluded beach is a significant draw for me, offering stunning views and a quiet place to unwind.

2. Chappaquiddick Island, Edgartown

Chappaquiddick Island, part of Edgartown, is a tranquil and isolated area that I’ve found to be a haven of natural beauty. Accessible only by a small ferry, it features vast open spaces, sandy roads, and untouched beaches.

The small population and distance from commercial centers contribute to its peaceful seclusion, making it one of my favorite places to escape to. I’ve enjoyed biking along the quiet roads and visiting the Mytoi Japanese Garden, a hidden gem that adds to the island’s charm.

The sense of being away from it all is palpable here, which is something I deeply appreciate.

Where is Chappaquiddick Island?

Chappaquiddick Island is located just east of Edgartown and is reached by the Chappy Ferry, a short ride across the Edgartown Harbor. The geography is unique, with a mix of beaches, marshlands, and forests that I’ve found perfect for exploration.

Getting there is part of the adventure, as the ferry adds to the feeling of stepping into a different world. The island’s minimal development and natural barriers enhance its secluded atmosphere.

1. Quansoo, Chilmark

Quansoo in Chilmark is perhaps the epitome of seclusion on Martha’s Vineyard. This exclusive neighborhood is characterized by sprawling estates on large lots, private beach access, and surrounding conservation land.

I’ve always been struck by its remoteness and the serene environment away from tourist areas. The few residents here enjoy unparalleled privacy, and the population is extremely low.

One of the most special experiences I’ve had is visiting the private Quansoo Beach, where the natural beauty is left untouched, offering a pristine coastal experience.

Where is Quansoo?

Quansoo is located on the south shore of Chilmark, bordered by Tisbury Great Pond and the Atlantic Ocean. Access is via Quansoo Road, a private dirt road that enhances the area’s secluded feel.

The geography includes sandy beaches, dunes, and marshlands that I find incredibly picturesque. Getting there requires permission, as access is restricted, but for those who can, it feels like entering an exclusive sanctuary far removed from the rest of the island.