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 walking 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 down...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. Walking path to private sandy beach. Landlord provides mattress pads, pillows, pillow protectors, dish towe...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.

Gracious 4 bedroom home with private beach access and tennis. 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 studio is attached by the deck. You are a short distance from town, ...Read the full description.

This irresistible home is a 3-minute walk away 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 soaring...Read the full description.

This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fre...Read the full description.

Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage décor and beautiful bamboo floors. Entertainment options include high-speed wifi, Sonos, cable...Read the full description.