Places to stay near Jolly Roger at the Pier

4.97 out of 5 average rating, 109 reviews

The front exterior of a charming two-story house is shown, featuring a pitched roof and light-colored siding. A bright blue door welcomes visitors. A white picket fence encloses the front yard, which is neatly landscaped with greenery and flowering plants.

Home in Ocean City

Dolores by the Sea- Family Groups ONLY

This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old

Superhost

4.86 out of 5 average rating, 21 reviews

Downtown Condo, Parking, Walk to Beach & Boardwalk

Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

A bright living area is furnished with a striped couch and a dark gray sofa, providing comfortable seating. A glass coffee table sits in the center, while a wall-mounted television is visible. Large glass doors lead to a private balcony, allowing for natural light and bay views.

5.0 out of 5 average rating, 62 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.

4.9 out of 5 average rating, 31 reviews

Apartment in Ocean City

Your Beachside Studio Getaway

Welcome to your perfect seaside getaway! This studio sits just steps from the sandy shore, offering ocean views and the soothing sounds of the waves. Inside, you’ll find a comfy queen-sized bed, pull out sleeper couch with plush linens, and a kitchenette equipped with all the essentials for cooking. Large windows flood the room with natural light where you can sip your morning coffee while watching the sunrise over the water. Perfect for solo travelers or couples seeking a tranquil beach escape!

5.0 out of 5 average rating, 27 reviews

A comfortable living area is highlighted by a blue sofa and matching decorative pillows. A large flat-screen television is mounted above a cozy fireplace, while natural light enters through sliding glass doors leading to a private balcony.

Apartment in Ocean City

Belmont 409 Massive Balcony - Ocean & Bay Views!

Experience the epitome of luxury and relaxation in this exquisite 3 bedroom, 2.5 bathroom model unit—the ultimate retreat for family and friends on your next beach getaway. Nestled in the premier building of Ocean City's most coveted location, this home offers an unparalleled living experience. This isn't just a vacation spot; it's your personal slice of paradise where luxury meets the laid-back charm of beach life. Perfect for creating memories. The most PREMIUM location in OCMD is waiting.

A modern living area is featured with a comfortable sectional sofa accented by colorful throw pillows. A wooden coffee table sits centrally on an area rug. The large window provides a view of the waterfront, with sliding glass doors leading to a balcony.

4.95 out of 5 average rating, 56 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!

4.98 out of 5 average rating, 108 reviews

The backyard features a well-maintained putting green, with white flags marking the holes. A spacious home with a covered patio and landscaped garden is visible in the background, surrounded by lush greenery and trees.

Home in Berlin

Assateague, Golf, Ocean City, all Within Minutes!

Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

5.0 out of 5 average rating, 11 reviews

Emerson Towers 302 | Boardwalk • Beach • Parking

New property for 2026!!! ★★ Things to Love ★★ ✹ Must be 25+ to rent and stay - no graduating HS groups. ✹ Bayside panoramic views of the Route 50 Bridge and Assawoman Bay ✹ Two king suites with private ensuite bathrooms and deep soaking tubs ✹ Short walk to the Ocean City Boardwalk, inlet, and downtown attractions ✹ Linens and bath towels included ★★ Things to Know ★★ ✹ 2 garage parking spaces included ✹ Smart Tv's only (No Cable) ✹ The booker must be 25+ to rent and stay

A bright living area is furnished with a large sectional sofa adorned with turquoise cushions. A television is mounted on the wall, and a sliding glass door opens to a balcony with views of the ocean. A cozy electric fireplace adds warmth to the space.

4.88 out of 5 average rating, 40 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!

4.9 out of 5 average rating, 146 reviews

The open concept living area combines a kitchen, dining space, and lounging area, featuring light-toned cabinetry and modern appliances. A round dining table with two stools is positioned near a window, while a cozy couch and media console are arranged for comfort and convenience.

Apartment in Ocean City

Bright and Airy Oceanside Condo

Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

Superhost

A spacious living area is furnished with a large sectional sofa and two armchairs, creating a comfortable seating arrangement. A coffee table sits in the center, while a flat-screen TV is mounted on the wall. Large sliding glass doors open to a balcony with ocean views.