Ocean Pines Vacation Rentals

As one of Maryland’s best-kept secrets, Ocean Pines is a mecca for water-lovers, families, and anyone who prefers to vacation in a quieter location. Located on Maryland’s Eastern Shore, just a few miles from Ocean City, this tranquil community is nothing short of an oasis offering an abundance of flora and fauna in a relaxed, waterfront setting.

The community was developed in the late 1960s as an exclusive planned resort for vacationers and retirees. Today, Ocean Pines boasts a year-round population of 15,000, and more than 7,500 summertime visitors who enjoy a wide variety of Ocean Pines vacation rentals.

Guests who book our Ocean Pines vacation rentals enjoy:

  • A yacht club and marina
  • A Robert Trent Jones-designed 18-hole golf course
  • A golf and country club
  • 3 outdoor swimming pools and 1 indoor pool
  • Sixteen tennis courts
  • An oceanfront beach club with pool in Ocean City
  • Walking and biking trails
  • Basketball courts, softball diamonds, soccer fields, a community recreation center, and several parks
  • Playground equipment for the children
  • A boat ramp with access to crabbing and fishing
  • Stocked freshwater ponds
  • Crabbing pier
  • Year-round planned family activities and special events

And if all that isn’t enough, Ocean City’s vibrant night-life is just minutes away by car, as are the historic towns of Berlin, Crisfield, Pocomoke, Salisbury, and Snow Hill.

Needless to say, spectacular views are part and parcel of Ocean Pines vacation properties, which sit at the confluence of the Saint Martin River, Isle of Wight Bay and Manklin Creek. The community also features more than nine miles of additional waterways and canals, making boating, fishing, and crabbing year-round activities enjoyed by Ocean Pines vacationers.

Ocean Pines vacation homes are particularly popular among retirees. The community’s low-key ambiance holds great appeal, as does Ocean Pines commitment to safety; the community has two volunteer fire stations and a fully functioning police force. In addition, there are several independent living communities within Ocean Pines. The Woodlands, for example, offers one- and two-bedroom units with in-house amenities specifically tailored for senior residents.

Consider one of our Ocean Pines vacation rentals the next time you think about getting away from it all. You’ll be surprised by how easily a summer week in Ocean Pines creates a lifetime of vacation memories.