Waterfront holiday rentals in Worcester County

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion**

Beautiful Bayfront Townhome-Walk distance to Beach

Forget your worries in this spacious & serene waterfront. This impressive 1470 sqf, beautiful townhouse has been designed to give you a relaxing vacation experience. Conveniently located on 94th str w walking distance to the beach, popular restaurants, bars, mini-golf.. This two-floor bay home features 3 bd, 2 bth boasts a spectacular view overlooking the Ocean City bay. Enjoy cooking in the kitchen while watching ur family kayaking, boating, fishing, crabbing right from our private boat dock

Lovely Bayfront Getaway! Book now for Summer 2025!

Experience the epitome of coastal living with this captivating Bayfront retreat condo in the heart of Ocean City! Savor awe-inspiring panoramic views of the tranquil Assawoman Bay right from your private balcony. Conveniently located on the shores of the Bay and offering boat access and a community outdoor pool, this third-floor bayfront home is a dream come true for couples, solo travelers, and small families! A private bayfront balcony with stunning bay views. New central AC and appliances,

Waterfront Beach Home in the Ocean City, MD Area

There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

"Serendipity"- Houseboat Getaway

Serendipity is docked at an active marina with watermen and pleasure cruisers, nestled off the Chincoteague Bay. Sleeps up to 4 adults craving coastal tranquility. From the boat, the Chincoteague Bay is in view and ready to be explored. Enjoy a full spectrum of awe-inspiring coastal wetlands, historic downtown areas, and beaches all within a few minutes' drive. Truly, the perfect setting for a much deserved recharge. 35 Minutes from Ocean City, Assateague Is, and Chincoteague Is.

El Ancla

stunning bay sunsets and idyllic outdoor space at this peaceful waterfront home in prime 94th street location with amazing breeze. Recently rehabbed - new hardwood floors, bathroom, and brand new interior and exterior furniture. Bayfront deck with your own boat slip. Brand new casual comfort deck furniture. Remote work with a view! 10 min walk to beach, playground, community arts center, mini golf, bars. Beach chairs included. We can provide pack n play upon request

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Nautical at 82 Newport- private dock & waterfront

Experience this spacious waterfront home featuring 6 bedrooms and 3.5 bathrooms, including 2 master suites. Enjoy a game room, hot tub, and two expansive outdoor areas perfect for sunset views. Recently updated and meticulously maintained, this home offers a clean, inviting atmosphere for your getaway. Ideal for families or groups seeking relaxation and fun by the water! A local manager is here to ensure everything goes smoothly.

Bayside Retreat in the Heart of Ocean City!

Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!