Places to stay near Jolly Roger at the Pier

5 out of 5 average rating, 38 reviews

OC Beach Life

Welcome to your perfect retreat in the heart of Old Town Ocean City, Maryland! Our cozy one-bedroom unit in the White Marlin Condominiums offers an ideal location just a short walk away from the boardwalk, Amusement Park, Sunset Park, and an array of fabulous restaurants. The recently renovated space features all new furniture, a large master bedroom with a queen bed, a queen sleeper sofa in the living room, updated bathrooms, and a private balcony with amazing Bay views and mesmerizing sunsets.

4.97 out of 5 average rating, 177 reviews

Condo in Ocean Pines

Ocean Pines Getaway

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

5 out of 5 average rating, 47 reviews

Apartment in Ocean City

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+

4.97 out of 5 average rating, 468 reviews

Townhouse in Ocean City

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 :)

4.95 out of 5 average rating, 37 reviews

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

Luxury waterfront condo conveniently located two blocks from the world famous attractions on the Ocean City boardwalk. A short walk will have you sitting on the beach in minutes. Afterwards, take a dip in the community pool. Be sure to watch for the charter boats as they bring in their daily catch to the marina below. Enjoy happy hour on your private balcony overlooking beautiful bay sunset views. Whatever you're looking to do, our unit is perfectly situated in the heart of it all!

4.85 out of 5 average rating, 211 reviews

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Superhost

Home in Ocean City

4.82 out of 5 average rating, 22 reviews

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!

4.91 out of 5 average rating, 324 reviews

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool

BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, Netflix, Hulu, and Roku to connect to your streaming services. Coded entrance. Beach gear.

Superhost

Apartment in Ocean City

4.67 out of 5 average rating, 3 reviews

Boardwalk Studio | Beachside Living | Pool Access

Experience the charm of Ocean City with a stay in this cozy studio, perfectly positioned on the iconic boardwalk. Ideal for couples or small families, this retreat features two Queen murphy beds, a full kitchen, and a private balcony with street views. Enjoy access to an outdoor pool, beachside strolls, and nearby attractions including shops, restaurants, and entertainment—all within walking distance. A seamless blend of comfort and location awaits you.

4.79 out of 5 average rating, 14 reviews

Bold and Bright Oceanfront unit in Belmont Towers!

This unit offers all the items you want for a perfect vacation with luxury features! 2 secure garage parking spaces, 9' ceilings, open living area, spacious modern kitchen, 3 large bedrooms, with 3 private baths! Located on the 7th floor, this 1,785 sf condo offers panoramic views of the ocean, beach, Assateague Island, boardwalk, and amusements; TV's in every bedroom as well as in the living room. Comfortable stay for max of 11 people.

Guest suite in Ocean City

4.98 out of 5 average rating, 389 reviews

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!