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! 🌸

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

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!

🌅🎢Bungalow 1 block to boardwalk on 4th st!

Come enjoy our 1940s bungalow, just one beach block from the boardwalk, one block from the bay, and brand new downtown park. Our cozy retreat offers a unique blend of vintage appeal and modern amenities. Enjoy the provided beach chairs and umbrella, lazy afternoons in the yard, rinse off under the outdoor shower after the beach, cook in our fully stocked kitchen, or explore downtown on a bike. Book now for a memorable beach getaway!

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.

Fabulous Oceanfront unit in Belmont Towers!

Oceanfront 3BR/3BA | Sleeps 8 | Boardwalk Access + Pool Stay in the heart of Ocean City in this luxury 3-bedroom, 3-bath condo located directly on the Boardwalk. Enjoy panoramic ocean views from your private balcony, a full kitchen, and access to Belmont Towers’ rooftop pool, fitness center, and gated parking. Sleeps 8 comfortably—perfect for families or groups!