Apartment holiday rentals in Ocean Pines

Luxurious Ocean Block condo

Enjoy a stylish experience at this centrally-located place. The exquisite and beautiful updated condo offers a combination of luxury, comfort and elegance with a modern look. Located midtown, across the street from Secrets, just a few steps away from the beach! The ideal place for a vacation that offers a fully brand new equipped kitchen, washer and dryer, dishwasher and WiFi. King size bed and a sleeper sofa in the living room. Half bathroom attached to the bedroom. Must be at least 25 to book!

SeaGate Serenity | Oceanfront Condo with Balcony

Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Welcome to our beautifully renovated condo in Ocean City, MD! Central AC added in Spring 2026 makes this one of the most comfortable condos in Ocean City. No more noisy "wall-rattler" AC units. When you stay here, you will enjoy two renovated luxury bathrooms, new bedroom floors and furniture, new living room couches, updated recessed lighting, and a full kitchen. We have just the right mix of luxury and comfort in this space. You will be able to relax with all the essentials during your stay.

Be our guest

Beautifully renovated guest suite in the sought-after community of Ocean Pines, just minutes from Ocean City and Assateague Island beaches and unmatchable community amenities. Enjoy a quiet place to stay in, cooking inside or out on the patio. Explore the beautiful community trails, restaurants, pools, parks, and everything that the Eastern Shore has to offer. The suite is attached to the main house with a separate entrance and is completely private. No smoking, please. No pets allowed.

Creek Suite

The Creek Suite is a special place Private entrance. Nicely decorated the suite has a beautiful relaxing Sunroom with an outstanding view of the creek and all the wildlife. Comfortable seating has a comfortable king bed and TV with cable the kitchenette is custom with a two burner hot plate small refrigerator. There is an ice maker, Keurig coffee maker and both kcups and fresh coffee beans and grinder. The bath has a stall shower. We will have fresh eggs for you from our chickens

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Simply put, the most stunning Airbnb in OC. Ideal for families/friends looking to recharge and reconnect. Unparalleled Views: Marvel at the beauty of ocean sunsets and sunrises right from your 9th floor ocean-front private deck. 1 King and 2 Queen beds bring luxurious comfort to every guest Fully Stocked Kitchen for homecooked meal memories Can't Miss Amenities: Exclusive Private Beach Access Parking Fully renovated condo Wi-Fi, 3 TVs, + Board Games! Building: Outdoor Showers

Bayside Breeze! 6 Guests, 2 bedrooms: 1 bathroom

Welcome to your perfect beach getaway in Ocean City! This newly renovated, beach-themed 2-bedroom, 1-bathroom apartment is the ideal place to relax, unwind, and enjoy everything this vibrant coastal town has to offer. Step inside and feel the beach vibes instantly. This apartment features bright, airy decor with coastal colors, brand new furniture and fully equipped kitchen so you can whip up anything from quick snacks to full dinners. Short walk to Jolly Rogers and boardwalk.

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, and mini golf. Ideal for a convenient Ocean City beach vacation.

Downtown Main Street Berlin Apartment

Looking for a convenient way to be close to Ocean City without beach traffic? Want to explore old downtown Berlin and its history? Stay at this cozy apartment and get the best views of the town. Only 15 min from OC and right on Main. ✔️Plenty of Street Parking Available ✔️High Speed Internet ✔️In-Unit Washer and Dryer ✔️Cozy Bedroom with Queen Bed ✔️Fully Equipped Kitchen ✔️Safe Neighborhood with Security

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.

Oceanfront-35 foot private balcony

The view says it all. Lovely private balcony, with 35 feet of direct ocean frontage. Condo is warm and comfortable. Includes: pool, tennis, beach toys, chairs, towels, games, WiFi, smart TV, & more. Located in N. Ocean City, near Fenwick Lighthouse. (Please note that pricing includes all linens and cleaning - not all Ocean City rentals do)

Private suite .5 mile from beach/no shared spaces

This spacious and private master suite is ideally located on 116th Street—just half a mile from the beach and within walking distance to a variety of shops and restaurants. Featuring a full bathroom, mini fridge, microwave, outdoor shower, and a private patio area, this cozy retreat is perfect for a relaxing beach getaway.