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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, propane 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.

**Beautiful newly renovated OC MD water view home*

Beautiful Bay view ground floor unit steps away from the water, 1 free parking spot available for guests and tons of street parking comfortable for 2 people for a long stay and 4 for a weekend getaway Located in the middle of all Ocean city major attractions Walking distance to the beach and Jolly Roger Amusement water Park and tons of other activities and restaurants. 6 min away from famous Seacrets, Macky’s & Fish Tales 8 min drive to OC famous board walk & downtown 15 min to Shopping Outlets

Bayfront Retreat

Enjoy the best of both worlds in Ocean City - beach and bay. Newly renovated bayfront 1 bedroom, 1 bath condo with deck overlooking a spectacular canal view. Spend your days enjoying the beach and the more laid-back lifestyle on the bay. Bring your kayaks or paddle boards! Condo is located on the bay in midtown Ocean City at the 28th St. level, four blocks from the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. There is a bike path to the beach.

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!

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.

OC Sunsets on the Bay

Unique Home built over the bay with private porch on pylons. Watch sunsets on the bay from your couch or relax on the deck and watch the boats glide by just feet away from you. This perfect getaway is nestled directly on the bay with amazing views and a peaceful feel. The two-story townhouse is located downtown on 7th street just a short 4-block walk to the sand and all the boardwalk attractions but far enough removed to be quiet and completely relaxed. 1 dedicated parking space included.

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!

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

Welcome to Beach Paradise 203!! A beautifully furnished and professionally decorated 3BR/2BA WATERFRONT luxury condo with amazing SUNSET VIEWS in prime DOWNTOWN location, just a short walk to the BEACH and Ocean City's famous BOARDWALK!! Relax on the balcony to take in the gorgeous SUNSET view; walk across the street to Starbucks and enjoy the beautiful SUNRISE. Great restaurants, shopping, activities and night life just a few minutes away will surely keep the whole family entertained!

Cozy Coastal Cottage Ocean Pines

New Paint and Floors! Escape to a fun-filled getaway in this cozy coastal cottage nestled in the Ocean Pines community. Soak in beautiful morning views while inside the screened-in porch. Find top-notch amenities that Ocean Pines is known for: indoor and outdoor pools, golf, fine dining and much more. Minutes to Ocean City beaches, the local casino and only a short drive to the Assateague Island National park. Now under owner management. Contact for previous reviews.

Cozy Stay by the Bay

Peaceful coastal cottage minutes from Ocean City - perfect for quiet getaways, fall beach trips, and work-from-anywhere stays. In the gated White Horse Park community offering a community pool, marinas, a playground and more! Enjoy easy access to golf courses, vineyards, Assateague Island, & "America’s Coolest Small Town" - Berlin. Whether you're here for adventure or relaxation, or work - our cottage is the perfect getaway. A true hidden GEM all year round!

Secluded Waterfront - Beach 15mi, Kayaks, Firepit

Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

Serene Family Getaway | OC & Assateague Adventures

Coastal fun awaits! This 3BR, 2.5BA townhome in The Landings at Bayside is minutes from Ocean City, Assateague, and downtown Berlin. Enjoy pools, a playground, sports courts, crabbing pier, and kayak launch. Bikes, beach gear, and surf spots nearby—plus local favorites like Sinepuxent Brewery and the Assateague Island Surf Shop. Perfect for families, friends, and adventure seekers! EV charger in garage.