Places to stay near Jolly Roger at the Pier

Gina’s Square Beach Homes Unit D

Come enjoy our newly built townhouses in the heart of downtown Ocean City. Family friendly, spacious, 2 patio decks, private 2 car garage. Full size kitchen and dining room area. 2 bedroom, 2 bathrooms. Master bedroom with a Queen size bed and TV. Secondary room with 1 twin, pyramid bunk bed with twin and Full bed. Queen size sofa bed. Major appliances including washer/dryer. Free WiFi provided. 5 minute walk to the boardwalk and seconds away from the Ocean gateway bridge, perfect for fishing.

Newly renovated cute apartment 🏄 12 street 🌸

Welcome to our sweet, quite, enhanced clean and cozy place! Our apartment is the perfect escape for couples looking to spend some lovely days on the beach! We’ve got 1 bedroom but also a nice sofa where your friend can sleep if decides to join you! With its location being only couple minutes walking distance away from the beach and the Boardwalk, our beach home is the perfect place to stay. You will not have to worry about your car because we’ve got free parking spot for you! See you soon! 🌸

Sweet Caroline -Boardwalk, Luxury, 2 Bedroom, OCMD

"Sweet Caroline" - Brand new construction ready for the summer of 2023. This stunning beach condo is absolutely beautiful and modern. The unit has 2 Bedrooms (3 beds) and 1 bathroom with luxurious finishes that set this unit apart. The famous Ocean City boardwalk is 100 feet from your front steps. Full kitchen with family size living area and breakfast bar make this a must see property. Huge outdoor deck for sipping morning coffee, watching the sun rise, or just "people watching." 25+

The Hideaway By The Bay OCMD

Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

Sunkissed Ocean Haven

Welcome to Sunkissed Ocean Haven, a stunning 3-bedroom, 3-bath beachfront retreat in Ocean City, MD! Fully renovated in 2023, this luxurious unit features en-suite bathrooms for all bedrooms, a spacious kitchen, and a wet bar. Enjoy panoramic ocean views from the primary bedroom and living room, breathtaking sunsets, and direct beach access. With a pool, sauna, fitness center, and parking garage, plus top restaurants and nightlife nearby, this prime location offers it all!

The Elbridge Bayfront Studio

The Elbridge is a luxury studio apartment in downtown Ocean City. Beautiful bay view from studio windows. This bayside studio includes parking, a private garden entrance, and luxurious king bed. Located 4 blocks from the beach, the space is in a downtown residential neighborhood. Additionally included are bikes, bodyboards, beach chairs and a beach umbrella. Walking distance to delicious local restaurants, the boardwalk, and the beach!

Waterfront Condo | Walk to Beach & Boardwalk

🌅 Spacious 3BR, 3BA waterfront condo just 2 short blocks to the beach and boardwalk! Enjoy spectacular bay views from your private balcony and panoramic views from the on-site dock behind the waterfront restaurant. Sleeps 10–12 comfortably with modern updates, gated parking, and unbeatable access to Ocean City’s top attractions—shops, rides, and dining all nearby. Perfect for families or friends looking to relax and reconnect.

Luxurious Bay Front Condo

Escape to luxury at our bay-front condo, just minutes from the beach. This tranquil retreat is perfect for families, offering stunning views and modern comforts. Enjoy nearby sandy shores, and unwind in a serene setting. Ideal for creating cherished memories. Optional boat slips available please message for details. (We do not rent to seniors for senior week)

Ocean Cottage (B) on Route 611

Enjoy our 1 bedroom cottage located right on route 611 in West Ocean City. We are a short 10 minute drive to Assateague Island and an even shorter 3 minute drive to downtown Ocean City. We offer free boat trailer storage included with your rental as we are .25 miles from the West Ocean City public boat launch.