Apartment holiday rentals in Ocean Pines

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Top-rated apartment rentals in Ocean Pines

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Apartment in Ocean City
4.99 out of 5 average rating, 133 reviews

Gorgeous Beachfront! King Bed, Direct Ocean View!

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Top guest favourite
A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.
Apartment in Ocean Pines
4.97 out of 5 average rating, 218 reviews

Ocean Pines Yacht Club Getaway Waterview

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

Top guest favourite
Apartment in Ocean City
4.97 out of 5 average rating, 196 reviews

Family Condo Oceanside in Midtown OC

Oceanside, sleeps 6, 2 full baths, 2 parking spots, full kitchen, barstools, table, 6 person couch, and balcony views of bay and beach. Set up for families, slower midtown feel. Easy, safe beach access! 3rd floor walk up. Expect a quality, local AirBnB experience from Superhosts! No noisy neighbors, downtown partying, or parking hassles. NEW for 2026: - Beach Chairs - Beach Towels - Games, Puzzles, Books - Linens & Decor - Wooden bunk bed The space is fully loaded to host your stay!

Guest favourite
A spacious rooftop terrace is highlighted by comfortable outdoor seating, featuring a sectional couch with blue cushions and a coffee table. A dining table with tall chairs stands within the space, offering scenic views of the surrounding area and the sky.
Apartment in Ocean City
4.95 out of 5 average rating, 127 reviews

Breezy Point #305 - Rooftop Deck Panoramic Sunsets

Welcome to Your Bayside Escape at Breezy Point! Step into style at this sleek bayside condo where modern comfort meets bayside views. Relax on the rooftop terrace and enjoy stunning sunset views and the fresh air. Tucked just off 28th Street, you're near restaurants, shops and quick bites. The boardwalk and beach are an easy walk or a quick drive away. A comfortable and convenient home base for couples and families. Hosting a bigger group? Ask about our other units in the same building!

Top guest favourite
The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.
Apartment in Ocean City
4.92 out of 5 average rating, 887 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favourite
A serene view of a calm waterway is presented, with wooden docks extending into the water. Nearby buildings are visible along the shore, surrounded by greenery under a clear blue sky. The atmosphere reflects a tranquil waterfront setting.
Apartment in Ocean City
4.99 out of 5 average rating, 134 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.

Guest favourite
An indoor pool area is shown, featuring a bright, open space with large windows offering views of the bay. Clear water fills the pool, and stair access is available. The ceiling showcases a modern design with exposed beams, enhancing the airy atmosphere.
Apartment in Ocean City
4.94 out of 5 average rating, 324 reviews

Direct Oceanfront 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 full 100% view of the beach and ocean.

Top guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 311 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Top guest favourite
Apartment in Ocean City
4.99 out of 5 average rating, 325 reviews

Steps to the Beach, Ocean View 1BR, Renovated

Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Guest favourite
Apartment in Ocean City
4.93 out of 5 average rating, 151 reviews

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!

Top guest favourite
A balcony space features two wicker chairs with cushions, positioned to overlook the sandy terrain. A green plant adds a touch of nature to the area. The horizon showcases a blue sky, hinting at the proximity to the beach.
Apartment in Ocean City
4.91 out of 5 average rating, 141 reviews

Cozy Beach Front Condo with Modern Amenities.

Our condo is located on a quiet street, just steps away from the oceanfront. The perfect beach getaway at our cozy condo, situated across the street from Seacrets, mini, restaurant, an array of entertainment options. Accommodates up to 4 guests, features well-stocked kitchen, 2 smart TVs for streaming, WiFi, A/C, washer/dryer, dishwasher, microwave, hair dryer, iron, kitchenware. Relax on the balcony, 1 designated parking space, outdoor shower after.

Top guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 128 reviews

☀️ Ocean block | Midtown OCMD

Perfect location for beach bums you love to be able to walk straight to the beach. Enjoy the peace & tranquility of being close to the beach while still being close to all of the action Ocean City has to offer. 100 steps to the beach in one direction & a quick walk to restaurants, & bars in the other direction. After you are done enjoying the beach, you can hang out on the large porch. Perfect for individuals, families, friends, & couples.

Popular amenities for Ocean Pines apartment rentals

Quick stats about apartment rentals in Ocean Pines

  • Nightly prices starting at

    Ocean Pines holiday rentals start at $141 SGD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ocean Pines rentals

  • 4.8 Average rating

    Ocean Pines stays are highly rated by guests – averaging 4.8 out of 5!

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