Condo holiday rentals in Ocean Pines

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.

4.97 out of 5 average rating, 111 reviews

Gorgeous New Beachfront! King Bed, Direct Sea 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!!

The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.

5 out of 5 average rating, 116 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

4.97 out of 5 average rating, 198 reviews

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.

Condo in Ocean Pines

Pines Getaway - Berlin Tree Light & Ice Ice 11/28

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

An aerial view of the midtown area showcases several multi-story buildings, with the ocean visible in the background. The coastline is framed by sandy beaches, and a parking area is seen adjacent to the structures, creating a vibrant beachside scene.

4.94 out of 5 average rating, 193 reviews

Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.

Gorgeous 2 bed, 2 bath 1st floor condo is on 42nd st. Ocean side! Newly renovated, modern and clean condo sleeps 8 (air mattress for 2)has everything you need to feel like you’re at home away from home! Beautifully decorated and complete with stainless steel appliances, fully equipped kitchen, WiFi, a color changing gas fireplace, 80” tv, and is furnished with linens and towels. Just steps to the beach, convention canter and walking distance to the bars such as Seacrets, Coconuts and Taphouse.

A sandy beach is shown, featuring a clear blue sky and gentle waves lapping at the shore. People are scattered across the beach, some relaxing on towels while others engage in beach activities. Colorful umbrellas provide shade in various spots, contributing to a lively atmosphere.

4.97 out of 5 average rating, 123 reviews

Ocean Block | Sunchaser Condo | Surfer's Dream

Welcome to your new happy place! This bright and airy Ocean-block condo is loaded for your stress-free vacation, or business trip. Catch both sunrise and sunset from the spacious balcony. Two minute walk to 36th Street beach, one of OC's prized surf spots. Easy access to all parts of town with both a safe crosswalk and a bus stop, right downstairs. A bike ride away from the boardwalk. Some of the most locally loved restaurants and bars, within walking distance! What more could you dream of?

A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.

4.99 out of 5 average rating, 151 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

A modern living area features a comfortable gray sofa positioned across from a coffee table. Large sliding glass doors offer ocean views, while light drapes frame the windows. A mirror reflects the space, and soft textiles add warmth to the atmosphere.

4.97 out of 5 average rating, 142 reviews

Cozy Direct Oceanfront!

Our beachfront 1-bed, 1.5-bath condo for four offers a spacious living area, fully equipped kitchen with a breakfast bar, and a luxurious bedroom with a king bed, all steps from the beach. Enjoy ocean views from the balcony, stay entertained with an HDTV and Roku, and explore nearby dining and entertainment, leaving your car in the designated parking spot. The condo, recently updated, provides versatile sleeping options, modern amenities, and convenient bathrooms for a comfortable stay

The living room showcases a comfortable sofa facing a large television. A round coffee table sits in front, and a ceiling fan provides gentle airflow. Sliding glass doors open to a scenic waterfront view, allowing natural light to fill the space.

4.98 out of 5 average rating, 123 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.

4.84 out of 5 average rating, 219 reviews

Beachfront 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 a breathtaking view of the beach and ocean.

A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.

4.96 out of 5 average rating, 283 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.

Two chairs are positioned beside a small round table, offering a serene view of the ocean through large windows. The sandy beach stretches out beneath a cloudy sky, with gentle waves lapping at the shore.

4.98 out of 5 average rating, 120 reviews

Ocean front condo with Balcony

** SPECIAL RATES AVAILABLE FOR LONG TERM RENTAL FOR FALL AND WINTER" The newly renovated ocean front condo will bring tranquility and peace to your stay as you listen to the waves crashing on the beach. Located on the 4th floor in North Ocean City, you are above the dune line providing you with a private oasis overlooking the horizon. Message the host for long term fall/winter rentals. Please note that guests reserving this unit must be 25 years old or older

The living room features a large window providing stunning ocean views. Two turquoise chairs and a comfortable blue sofa are arranged around a wooden coffee table. A patterned rug adds visual interest to the space, while a flat-screen television is mounted on the wall.

4.93 out of 5 average rating, 138 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!

Popular amenities for Ocean Pines condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The kitchen area features modern appliances and sleek cabinetry with a butcher block countertop. Two bar stools are positioned at the counter, creating a casual dining space. A cozy seating arrangement is nearby, complemented by a small table lamp and decorative elements.

4.89 out of 5 average rating, 99 reviews

Cozy beach side condo

4.87 out of 5 average rating, 62 reviews

South Beach Boardwalk Condo

A vibrant sunset paints the sky in shades of pink, orange, and purple, with the sun descending towards the horizon over the bay. Silhouettes of nearby buildings and trees frame the scene, enhancing the serene waterfront view.

4.96 out of 5 average rating, 45 reviews

Amazing Bayside Views @Sunset309

The Marriott Courtyard Oceanfront Hotel features a modern white facade with multiple balconies overlooking the beach. Yellow umbrellas and lounge chairs are arranged on the sandy shore in front, offering a welcoming setting for relaxation. The clear blue sky enhances the vibrant scene.

4.9 out of 5 average rating, 61 reviews

Boardwalk Condo - on top floor of Marriott hotel

The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.

5 out of 5 average rating, 95 reviews

Beautiful waterview 2B condo w/Dock&Close to Beach

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, 41 reviews

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

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 out of 5 average rating, 45 reviews

OC Beach Life

A welcoming kitchen and dining area is displayed, with modern appliances and a wooden dining table. Colorful letters spelling 'Welcome' are arranged on a sideboard, while a refrigerator and seating area are visible in the background, enhancing the cozy atmosphere.

4.89 out of 5 average rating, 53 reviews

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

Pet-friendly condo rentals

A balcony railing frames a wide view of the ocean, where gentle waves meet a sandy shore under a clear blue sky with scattered clouds. The horizon line is visible, enhancing the sense of openness and tranquility.

4.89 out of 5 average rating, 110 reviews

One Bedroom Beachfront Apartment Mid-Town

A bright living room features a comfortable sofa and a large, cozy bean bag. Natural light pours in through sliding glass doors, which lead to the outdoor space. A large area rug with a starfish design complements the decor, while a colorful wall art piece adds a playful touch.

4.86 out of 5 average rating, 42 reviews

NEW! Entire Townhouse, Minutes from Downton OC!

A private balcony is furnished with green adirondack chairs and a table, providing a space for relaxation. View extends to sandy beaches and the ocean, framed by gentle waves under a clear blue sky, with a touch of coastal vegetation enhancing the setting.

4.92 out of 5 average rating, 26 reviews

Ocean Front Condominium

4.98 out of 5 average rating, 104 reviews

Condo in Ocean View

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

The living area is furnished with a spacious sectional sofa, a round wooden coffee table, and decorative accents on a neutral-toned rug. Natural light enters through multiple windows, enhancing the inviting atmosphere. A dining area with blue stools and access to the kitchen is visible in the background.

4.96 out of 5 average rating, 110 reviews

Cozy Condo Oasis with Adorable Private Patio

The balcony offers a partial view of the ocean, showcasing blue waters stretching towards the horizon. Nearby buildings create a coastal feel, while clouds drift in the sky above. The scene reflects a relaxed beach atmosphere.

4.93 out of 5 average rating, 40 reviews

The Coastal Condo

A spacious common area features a light-colored sofa and a rattan chair. A wooden coffee table is positioned centrally. A large sliding glass door leads to a covered patio with ocean views. Natural light fills the room, enhancing the calm atmosphere.

4.81 out of 5 average rating, 26 reviews

Oceanfront EvenKeel #303 & pet friendly!

5 out of 5 average rating, 8 reviews

12th St & Boardwalk Direct Oceanfront Amazing View

Condo rentals with a pool

The image features a spacious balcony with white chairs overlooking the ocean and sandy beach. The horizon extends into the clear blue sky, while buildings line the coastline, showcasing a view of the bay and ocean. The balcony provides an ideal spot for relaxation.

5 out of 5 average rating, 20 reviews

Best Beach, Bay and OC views!

An open living space features large glass doors that lead to a balcony with ocean views. The balcony is furnished with metal chairs and a small table. A cozy white sofa is positioned nearby, with a decorative pillow adding a touch of color.

5 out of 5 average rating, 23 reviews

New Updated Direct Oceanfront Condo - Pool & Wifi!

A cozy living area features a comfortable grey sofa adorned with beach-themed pillows. Light wood flooring complements the dining area, which includes a small table and four chairs. The open kitchen is visible in the background, equipped with white cabinetry and modern appliances.

5 out of 5 average rating, 59 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

A bright and airy living area features a dining table surrounded by six white chairs. Natural light floods through sliding glass doors leading to a balcony with ocean views. Comfortable seating is provided by a woven chair and a small side table.

5 out of 5 average rating, 28 reviews

Belmont Towers #604 - A Magical Getaway Awaits!

5 out of 5 average rating, 3 reviews

Sunrise Shores

A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.

4.98 out of 5 average rating, 101 reviews

Beautiful 2BR 2BA oceanfront condo at the Atlantis

4.84 out of 5 average rating, 177 reviews

Love Above the Waves-Best Ocean View & Heated Pool

A bright living area is presented with soft blue walls and light wood flooring. Comfortable seating options include a large sofa with decorative pillows and a striped armchair. A dining area can be seen in the background, accentuated by natural light from large windows.