Places to stay near Jolly Roger at the Pier

4.95 out of 5 average rating, 20 reviews

Home in Ocean City

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.

4.9 out of 5 average rating, 219 reviews

Apartment in Ocean City

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! 🌸

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, 467 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 :)

4.94 out of 5 average rating, 36 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!

4.99 out of 5 average rating, 110 reviews

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.

Superhost

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, 387 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!

Superhost

Bungalow in Ocean City

4.86 out of 5 average rating, 133 reviews

🌅🎢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!

5 out of 5 average rating, 66 reviews

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.

Superhost

Cottage in Ocean City

4.83 out of 5 average rating, 144 reviews

Ocean Cottage (A) on Route 611

Enjoy our 2 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.