Vacation Rentals

2 Massasoit Ave

9 bedroom, 7 bath

Intown, Walk to Beach, AC, Perfect for large groups

Located in the heart of Oak Bluffs overlooking beautiful Hartford Park, in the historical Copeland District. The home is a minutes walk to Circuit Ave and Town and Inkwell Beach. 
This former Bed and Breakfast has 9 bedrooms and 7 bathrooms- perfect for large families, multiple families,  reunions, wedding groups, etc. The home is fully equipped for perfect vacation- Central Air, high speed internet and cable, spacious living room, fenced in back yard and large covered front porch. 
You can't beat this location and size for your visit to Oak Bluffs!


48 Martha's Park Road

6 bedroom, 6 bath

AC, Assosication beach access, plenty of space for everyone!

Gorgeous, spacious home built in 2008, located in peaceful Hart Haven community in Oak Bluffs, off of Beach Road. 2 private association beaches, one with raft perfect for children. Private harbor. Association tennis court. This Home has large deck, central air, rec room in basement with ping pong and pool table, overlooking Farm Neck golf course. There is a plenty of  parking and a huge back yard. 

1/2 mile from town. 5 minute walk to jogging/ bike path and forested walking paths.

31 Pequot Ave

6 bedroom, 6 bath
Great family home, Close to everything! Minutes walk to town and beaches

Overlooking Hartford Park this large home is perfect for any group. Everyone will enjoy relaxing togeher on the porch and the freedom to easily head to town or the beach. Plenty of speace and privacy for all. Restaurants, shops, the harbor, ferries, taxis, Ocean Park, the Gingerbread Cottages, tennis and basketball courts, and sandy beaches are all less than a 5 minute walk away. This home allows everyone to experience all Oak Bluffs has to offer.


29 Pequot Ave

5 bedroom, 5 bath.


31B Pequot Ave

6 bedroom, 4 bath.


More options avaible please contact for avaialbitly. 

Rental Properties on Martha's Vineyard

Proprietor: Bill Reagan

Oak Bluffs, Ma

508 360 7465

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