Apartment holiday rentals in Ocean Pines

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Quick stats about flat rentals in Ocean Pines

  • Total holiday rentals

    Explore 10 holiday rentals in Ocean Pines

  • Nightly prices starting at

    Ocean Pines holiday rentals start at $142 SGD per night before taxes and fees

  • Verified guest reviews

    Over 100 verified reviews to help you choose

  • Wifi availability

    10 of Ocean Pines holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ocean Pines rentals

  • 5 Average rating

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

Top-rated apartment rentals in Ocean Pines

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

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Guest favourite
A welcoming living area is presented with two sofas adorned with colorful throw pillows. A patterned rug lies on the floor, complemented by a kitchenette visible in the background. Bright lighting enhances the friendly ambiance, while wall art adds a touch of charm.
Flat in Ocean City
4.93 out of 5 average rating, 153 reviews

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.

Superhost
A bright living area features a light-coloured sofa adorned with a colourful throw. A wooden coffee table sits atop a vibrant patterned rug, showcasing floral designs. The open kitchen in the background is fully equipped, with modern appliances and a dining area visible.
Flat in Ocean City
4.86 out of 5 average rating, 169 reviews

North Oc, 2BR 2BA, free lines, kids friendly

Newly upgrade 2 bed two bath apartment .Located in peaceful neighborhood! Free LINENS About 15 minute walking to the beach! Plenty of restaurant around : Harpoon Hannah - 2 minutes Catch 54 -5 min Flying fish (great sushi place)5 min by car Our harvest -5 min by car North Surf park -5 min walking You can do kayaking from the bayside 2 min walking The movie theater is 10 min walking distance. Viking mini golf and water park and so much more to do ! Very close to tax free DE!

Guest favourite
A cozy private balcony features a woven seating area with a sofa and two chairs, surrounded by greenery. A small coffee table sits in front, with a potted plant placed atop. The wall displays the phrase 'good vibes', adding a cheerful touch.
Flat in Ocean City
4.95 out of 5 average rating, 111 reviews

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!

Top guest favourite
A cozy sleeping area is displayed with a queen-sized bed adorned with a light blue blanket and decorative pillows. Soft lighting is provided by a bedside lamp. Artwork is arranged on the walls, adding a touch of color and personality to the space.
Flat in Ocean City
4.91 out of 5 average rating, 117 reviews

West Ocean City: Private Studio, Close To Beach

Welcoming one bedroom studio 2 miles from the ocean. Private entrance, outside porches, furnished kitchen, full bath and queen sized bed. Cute, convenient and clean, with one SHARED WALL between the studio and main house. All amenities are self contained and noise is minimal. VERY convenient area Wifi & A/C Washer & Dryer TV, cable & Netflix We follow all cleaning protocol as specified by AirBnB. Our efficiency is for 1 or 2 guests ONLY. Thank you for adhering to this requirement.

Top guest favourite
A welcoming entryway features a white door with a decorative window. Light wood flooring extends into a spacious living area, complemented by soft beige walls. A ceiling fan hangs above, while a table lamp illuminates a seating area. A glimpse of a well-equipped kitchen is visible in the background.
Flat in Ocean Pines
5 out of 5 average rating, 56 reviews

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.

Top guest favourite
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.
Flat in Ocean City
4.92 out of 5 average rating, 123 reviews

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.

Top guest favourite
A balcony view reveals a vast ocean stretching toward the horizon, with golden sands lining the shore. Below, the sea meets a bustling beach town, with rows of buildings and palm trees lining the streets. A comfortable, dark wooden chair is positioned on the balcony.
Flat in Ocean City
4.96 out of 5 average rating, 202 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

Top guest favourite
A neatly arranged sleeping area features a spacious bed dressed in soft, floral bedding. Light-colored nightstands with lamps are placed on either side. Two neatly folded towels are positioned at the foot of the bed. A light rug covers the hardwood floor.
Flat in Ocean City
4.9 out of 5 average rating, 124 reviews

Fresh renovated beach home~12 street

Enjoy a stylish experience at this centrally-located place. Our brand new remodeled beach home is located on a quiet street. You don’t need to worry about driving because the beach and Ocean city’s famous Boardwalk are only 2 minutes walking away from us. Peaceful nights with no loud vehicles speeding around. Our residential area is quiet with lovely pool which you can enjoy. The unit is stylish and clean. Great for couples or small family.

Top guest favourite
A bright orange door with multiple glass panels is set within a beige horizontally-paneled exterior. A sheer curtain is visible behind the glass. Decorative planters and a colorful outdoor rug featuring floral patterns are positioned at the base of the door.
Flat in Frankford
5 out of 5 average rating, 120 reviews

Farm View Suite

You are invited to come relax and enjoy our Cozy Farm View Sweet 🧡 Suite . We are located in a Country setting surrounded by Farms. But conveniently near beaches such as:: 10 min to Bethany Beach , 25 min. To Rehobeth Beach & Outlets , and 15 min to Fenwick Island and North Ocean City Md. All having Plenty choices of restaurants and entertainment up and down the coast of Rt1. You will have access to the apartment with a key lockbox .

Guest favourite
A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.
Flat in Berlin
4.91 out of 5 average rating, 125 reviews

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

Guest favourite
The living room features a soft beige sofa adorned with decorative purple pillows alongside a stylish armchair. A contemporary artwork piece with gold accents hangs on the dark blue wall, creating a focal point. Natural light streams through the window, highlighting the space.
Flat in Berlin
4.77 out of 5 average rating, 144 reviews

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.

Top guest favourite
A well-lit living area features a comfortable seating arrangement and a flat-screen TV mounted on the wall. Natural light floods in through sliding glass doors that open to a private balcony, enhancing the spacious feel of the room. A small table and plant add a touch of decor.
Flat in Ocean City
4.96 out of 5 average rating, 105 reviews

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!

Popular amenities for Ocean Pines apartment rentals

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