Apartment holiday rentals in Ocean Pines

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

End-unit condo on the 7th floor of the Sea Watch building on 115th Street. EVERY room has sliding glass door access to the 100+ foot oceanfront balcony. Re-modeled with tile floors, state-of-the-art kitchen, open floor plan, new furniture, TVs in every room, two sleeper sofas, electric fireplace, & large set of patio furniture. Sea Watch building has: two pools (indoor & outdoor), fitness center, tennis courts, basketball court, playground, arcade, billiards room, snack shop, & private cinema.

Direct Oceanfront 3BR/2 Kings, Great for Families!

Our upscale three bedroom, two bathroom direct oceanfront condo at The Flying Cloud is located just north of 94th Street in Ocean City and is convenient to everything O.C. has to offer! Our building is built as far forward on the property line as possible, so you'll enjoy the best view in O.C., a close, clear, and beautiful view of the beach and Atlantic Ocean from the private balcony! *PLEASE NOTE: Before booking, please review the 5 important notes at the bottom of "The Space" section below!

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! 🌸

North OC- short walk 2 beaches and park

Welcome to our Northside Condo in Ocean City, Maryland fully stocked kitchen and full sized appliances. In the living room flat screen smart tv. The condo is located on the 3rd floor. it is a short 1.5 block to the beach. the condo also has a shared pool on the property. Lots of restaurants and grocery store within walking distance. Relax with the whole family at this peaceful place to stay. Right next to beautiful Northside park be sure to check out the park’s walking path & fishing pier

Studio Charm w/ Deck: Walk to Beach & Dining!

This charming OC studio promises nothing but good vibes! The studio has a full bath, an open layout with an electric fireplace, a fully equipped kitchen, and washer and dryer. Relax on the private balcony, sipping a drink in a hanging chair or dining at the patio table. Proximity to Jolly Roger Amusement Park and Splash Mountain Water Park adds to the excitement, while numerous restaurants and shops are a short stroll away. The beach and boardwalk are just a few blocks from your doorstep!

Mermaid Cove

Jumpstart your ultimate vacation at Mermaid Cove. Centrally located, the beach, boardwalk, downtown Ocean City, the outlets, Frontier Town, Ocean Downs Casino, the convention center, Assateague Island, downtown Berlin, go karts, paintball, and seven golf courses are all within a 15 minute radius. In addition to all the local activities, Mermaid Cove also has a variety amenities such as games for all ages, beach toys, yoga mats, a coffee bar, Bluetooth shower speaker, Netflix, and snacks.

Bright and Airy Oceanside Condo

Watch the sunrise over the ocean from your private balcony and end your day watching a gorgeous sunset over the bay from your front door! Come have it all while staying in this beautiful condo. Situated in desirable midtown Ocean City, MD and conveniently located ocean side so you never have to cross the street to get to the beach! Dinner plans? Keep your car parked for free and walk to the towns best restaurants, bars and entertainment like Seacrets, Fagers Island, Macky's...and more!

Relax at the Shorehouse

Our cozy, rustic, beachy apartment is close to all the area has to offer! We are nestled between Snow Hill and historic Berlin off Rt 113. We are about 15 min from West Ocean City and 12 miles from Assateague. Dining, shopping, and family activites are also nearby including a public boat ramp 5 min away to launch small watercraft and a playground with pavilion across the street. We recently renovated the apartment, and the decor was chosen to make guests feel at home at the Shorehouse!

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Welcome to Salty Shark - direct oceanfront studio! This remodeled studio sleeps 4 and is in North Ocean City near great restaurants, bars, and 58 acre North Side Park. The park has sports fields, a recreation center, a walking/biking path, crabbing pier, playground, and outdoor fitness area. Building has outdoor pool in summer too! The unit features a King Murphy bed, and a Queen sofa bed. There's also an outdoor pool open in summer months!

2BR Near Many Local Attractions|Linens included

Welcome to my Ocean City retreat! This inviting and refreshed 3rd floor 2-bedroom, 1-bathroom condo offers an ideal blend of comfort, entertainment, and convenience. Situated close to Jolly Roger's Amusement Park and the iconic Ocean City Boardwalk, this vacation rental is the perfect home base for your beach vacation. Easy parking up front or 1 reserved parking spots behind the building. Must be 25+to book.

Historic On Main Street Apartment (C) Berlin, MD

Cozy, Historic Downtown Main Street Apartment 1 BDR, 1 BTH Berlin, MD - Overlooks Main Street 'Unit C' This Upstairs Apartment is right on Main Street, with great views of main street from the living room windows. The front door takes you right out onto the street! The building this apartment sits in, was built in 1896. Gives the apartment uniqueness and character! Sleeps 4 total max.

Oceanside Condo Steps From Beach

Escape to our stylish, surf-inspired ocean view condo, just steps from the beach! This bright, airy retreat comfortably sleeps 4 and features a private balcony to watch the sunrise, a fully equipped kitchen, and a luxury king bed. Perfect for a relaxing beach getaway, you'll enjoy modern amenities and direct beach access via a sandy path. Your unforgettable coastal escape awaits!