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hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

Charming Getaway Golf Simulator

4 bedrooms plus a Bonus room and bunkroom with 3.5 Bathrooms Escape to our cozy rental in Berlin, Maryland, just minutes from the charming downtown of "America’s Coolest Small Town." Perfect for families, friends, or golf enthusiasts, this home offers relaxation and fun in one unique package. Golf Simulator: Enjoy a state-of-the-art indoor golf experience, rain or shine. Located near Ocean City beaches, Assateague Island, award-winning golf courses, and downtown Berlin. Book your stay today!

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets, >3 guests may apply.

Coastal Oasis in Ocean Pines

Coastal sanctuary is a private mother-in-law suite with a private entrance, just 15 minutes from Ocean City MD. 2 bedrooms, spa like bath, family room, w/sleeper sofa, kitchenette overlooking a marsh and bay. You will have the entire floor. 1000 sq feet. Daily visitors include deer, heron, birds and duck. Follow the deer path and use our stand-up paddle boards and/or Kayaks. Assateague wild ponies and Ocean City boardwalk are an close by. Berlin voted the coolest small town in America.

Studio Charm w/ Deck: Walk to Beach & Dining!

This charming OC studio promises nothing but good vibes! The studio has a full bath, an open layout with an electric fireplace, a fully equipped kitchen, and washer and dryer. Relax on the private balcony, sipping a drink in a hanging chair or dining at the patio table. Proximity to Jolly Roger Amusement Park and Splash Mountain Water Park adds to the excitement, while numerous restaurants and shops are a short stroll away. The beach and boardwalk are just a few blocks from your doorstep!

The Chesapeake House

Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.

Harbour Sails #304 Spectacular Waterfront Suite

Harbour Sails 304 is a completely furnished newly renovated private home with gorgeous views and sunny southern exposure for year-round enjoyment. Every comfort provided; 1 bedroom, 1 bathroom, full kitchen, linens, dining areas, living room, ceiling fans, a/c, heat, 2 smart TVs, WiFi, and private laundry. Harbour Sails offers an outdoor pool, tennis courts, kayak storage and water access. Just 3 blocks to the ocean at 116th St crosswalk, close to groceries, shopping, and restaurants.

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Surround yourself with nature's beauty when you stay at this 120 acre farm retreat. Located on the banks of the Pocomoke River, near quaint Snow Hill Maryland, this Cottage at Red Landing accommodates up to 7 people comfortably. Complete solitude overlooking the Pocomoke River, a perfect hideaway. Enjoy a morning sit on the deck watching spectacular sunrises over the river and evening sunsets across the farm fields. Feel far away while being right in the middle of it all!

Cabin 4 near Assateague and Ocean City

46 acres of flat open fields surrounded by trees. Plenty of room to maneuver into place. The Privacy trees surround the entire area. We call it the Crossroads because this was one of the first towns out here and has the small town feel. Doller General and a fuel station are less than a mile away. The Atlantic Ocean is a 20 minute drive east on rt 50. Check other listings for primitive hookup or rv sites. The Atlantic Ocean is a 20 min drive.