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Oak Bluffs Homes for Sale

Discover single-family homes in this popular Martha's Vineyard destination.

What Makes Oak Bluffs Special

From downtown to waterfront neighborhoods, each area has its own character.

Explore Oak Bluffs

Modern shingle-clad house with solar panels, wraparound deck, pool, and gazebo surrounded by mature trees

Waterfront Living

Lagoon & Harbor Homes

Outdoor patio with gray woven chairs around a rectangular table, white orchid centerpiece, brick pavers, and shingled cottage in background

Established Neighborhoods

Central Oak Bluffs

Shingled cottage with deck and picnic table on grassy lawn surrounded by trees

Scenic Coastal Views

East Chop Residences

What Guests Say

Trusted by Travelers

4.89

176 reviews

We had a lovely stay and hope to return! Perfect location for walking to the ferry and other attractions in Vineyard Haven.

Lauren

Stayed in October 2026

We fully enjoyed our stay. This location was perfect for walking into town, and having a parking space was awesome. We were able to drive all over the island and explore. The place is beautifully decorated and was perfect for the two of us. We would definitely stay here again!

Matthew

Stayed in September 2026

Beautiful location and cozy, charming property. We had a great stay!

Daniel

Stayed in September 2026

The house is great and only a mile from Vineyard Haven.

Virginia

Stayed in September 2026

Get more when you book direct

Lower prices, every time

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Direct line, real care

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Not just a transaction

We go further for direct guests. We’re building a relationship, not closing a booking.

Questions About Oak Bluffs

Before You Book