Oak Bluffs Vacation Rentals
What Makes Oak Bluffs Special
Beach Access
Public beaches and waterfront parks are within easy reach of every home.
Ferry Service
Quick connections to other islands and the mainland from Oak Bluffs Harbor.
Town Center
Restaurants, shops, and Ocean Park are walkable from most rental properties.
A vibrant Martha's Vineyard town with year-round charm and seasonal energy.
Experience Oak Bluffs
Waterfront Living
Harbor Views and Marina Access
Local Character
Gingerbread Cottages and Ocean Park
Island Gateway
Ferry Terminal and Seasonal Crowds
What Guests Say
Guest Reviews
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
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Pay less than you would anywhere else. No middlemen or platform fees.
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Not just a transaction
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Before You Book