Martha's Vineyard Vacation Rentals in Oak Bluffs

Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several beautiful trails. The association water front beach is about 1/3 of a mile from the house as the the bird flies. You can also drive your car do...Read the full description.

Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood floor...Read the full description.

Located on majestic East Chop and only a mile and a half from both Vineyard Haven and Oak Bluffs, this rustic ocean front cottage offers a unique Martha's Vineyard experience. Whether you relax on the the private beach and watch mesmerizing sunsets, visit the East Chop Lighthouse, or head only a ...Read the full description.

Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. There is a path to private sandy beach. Landlord provides mattress pads, pillows, pillow protectors, dish t...Read the full description.

EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Six bedrooms and two full bathrooms allow for friends and family to visit along with a cozy, bright vi...Read the full description.

Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring.

For 2018, an expansion has been completed to create a new architecturally designed living space with complete central air conditioning system throughout the home. The dining room has seating for 6 with plenty of room for more. The new living room, has picture windows throughout, allowing views of th...Read the full description.

Newly updated in 2024 gracious 5 bedroom house and guest house with brand new screen porch. Private beach access and tennis courts. This home has a reverse design that has been fully renovated and thoughtfully decorated. There is a large deck overlooking gardens and a peep of the water. A separate...Read the full description.

This irresistible home is a very short distance from a deeded, sandy, sheltered beach and only a few minutes drive to the town of Vineyard Haven and the center of Oak Bluffs and all the fun activities that Circuit Avenue has to offer. The casual getaway has wonderful ambiance enhanced by its soarin...Read the full description.