Condo holiday rentals in Ocean Pines

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, 117 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

A spacious living area is furnished with a light-colored couch and an armchair, complemented by a ceiling fan above. A flat-screen TV sits on a wooden media console, while a dining table is positioned in the background, leading towards an updated kitchen area.

4.83 out of 5 average rating, 176 reviews

☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️

Relax with the whole family at this peaceful OCEANFRONT Condo in OCMD! Updated 2 Bedroom & 2 Full Bath on the 1st floor Atlantis High-Rise that sleeps 8. Most Importantly- Only Steps to THE BEACH! Unit is Self-Checkin & is walking distance/short drive to many Restaurants, Shops, Attractions, etc. Large Outdoor Pool is on site (seasonal). Toys, Games, Puzzles & is perfect for families with children. NO Smoking allowed. No Pets or Large groups(8 max) or senior week rentals permitted. Book Today!

A spacious living area features a blue sofa and chairs, complemented by a decorative area rug. A dining table and kitchen area are visible in the background, highlighting the open layout. Natural light illuminates the room through the windows.

4.96 out of 5 average rating, 155 reviews

Mid-Town OC! Ocean Block... Steps to the Beach!

OCEAN VIEW and STEPS to the BEACH... Newly remodeled in 2023! 2 bed/2 bath condo with ocean & bay views is located in desirable mid-town Ocean City. Walk to dining, shopping, convention center, amusements & nightlife. Be in the middle of everything, but still have a quiet place to relax. **Summer Months - check-ins on Mon & Fri ONLY Memorial Day to Labor Day. Book Weeks or Mini-weeks. (Weeks: Fri - Fri OR Mon - Mon) (Mini-Weeks: Mon to Fri OR Fri to Mon). *Other months check-in any night

4.97 out of 5 average rating, 201 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

Ocean Pines marina view condo

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

A private balcony features two turquoise adirondack chairs facing the ocean. The oceanfront view showcases the sandy beach and rolling waves, inviting moments of relaxation and enjoyment. A decorative 'Seaside' sign is displayed on the wall, enhancing the coastal ambiance.

4.79 out of 5 average rating, 219 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

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, 195 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.

An open living area is highlighted by large windows that offer views of the bay and pool. A comfortable sectional sofa is positioned adjacent to a smart TV, while a modern dining table for four is visible next to the kitchen. The space features light-colored walls and natural wood flooring.

4.96 out of 5 average rating, 107 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊‍♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

Superhost

A spacious living area is highlighted by large windows allowing ample natural light. A striped sofa and floral armchair provide comfortable seating. A wooden coffee table rests on a decorative rug, with a media console displaying a television featuring coastal artwork.

4.81 out of 5 average rating, 141 reviews

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool

On the Bay, Beautifully Furnished 3BR/3BA located in the heart of Ocean City, MD Walking distance to everything you need for a fantastic vacation.. *1 block to beach- 2 min walk *Seacrets - 7 min walk *Dumser's Diaryland, Red Win Bar, 45th st House Bar and Grill- 5 min walk *OC Board walk-10-15 min walk *Jolly Roger Amusement Park- 10 min walk *Mini Market- 10 min walk *Mini golf- 2 min walk *This property DOES NOT provide linens/towels* ***Please contact host For current Promotion**

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.

4.92 out of 5 average rating, 856 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 :)

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 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, 291 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.

An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.

4.88 out of 5 average rating, 162 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Popular amenities for Ocean Pines condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Superhost

4.88 out of 5 average rating, 64 reviews

South Beach Boardwalk Condo

A private balcony is presented with two white adirondack chairs and a small round table. A bottle of wine and two glasses are placed on the table. The view beyond showcases the blue ocean and sandy beach, with the horizon meeting a clear sky.

5 out of 5 average rating, 75 reviews

Wake Up to Waves — Oceanfront Condo with balcony

The living room features comfortable navy sofas arranged around a circular coffee table. Light-colored walls and a ceiling fan create a relaxing atmosphere. Two lamps illuminate the space, and decorative wall art of coral adds a touch of coastal charm.

5 out of 5 average rating, 7 reviews

Stunning &Newly Furnished! FREE Linen Pkg, 2 Pools

A vibrant kitchen area features a pink island with golden hardware and bar seating. Soft lighting is provided by hanging fixtures. In the background, a cozy seating area with plants and decorative elements complements the inviting atmosphere. Large glass doors lead to an outdoor space.

4.98 out of 5 average rating, 94 reviews

The Sugar Shores!

A calm bedroom space showcases a large bed with striped linens. A flat-screen TV is mounted on the wall, while windows offer expansive ocean views filled with natural light. Beach access is visible just outside, enhancing the serene atmosphere.

5 out of 5 average rating, 44 reviews

Salty Sands 301| Oceanfront Condo Balcony | Views

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, 99 reviews

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

Superhost

The living area is furnished with comfortable blue sofas and patterned armchairs. A coffee table sits in the center, surrounded by natural light from large windows. Soft lamps provide gentle illumination, while a television is mounted above a decorative non-functional fireplace.

4.86 out of 5 average rating, 73 reviews

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

A serene beach scene is captured at sunset, featuring a soft gradient of colors in the sky. Gentle waves lap at the shore, while beach grass grows near a wooden fence that lines the sandy pathway, creating a tranquil atmosphere for relaxation.

4.95 out of 5 average rating, 77 reviews

COASTAL CHATEAU - STEPS TO THE BEACH!

Pet-friendly condo rentals

The two-story condo is nestled along the canal, featuring multiple balconies with seating. A blue hammock is visible on the upper deck. Neighboring buildings and docked boats can be seen along the water's edge, surrounded by greenery and a clear sky.

4.95 out of 5 average rating, 42 reviews

Mid OC Bayside Canal Condo Remodeled-Pets Welcome!

The living area features light wood flooring and soft grey walls. A dark sofa is positioned in front of a wooden coffee table, which sits on a patterned area rug. Large windows allow natural light to illuminate the space, reflecting warm hues from the sunset.

5 out of 5 average rating, 11 reviews

Edgewater Retreat Unit 1

4.87 out of 5 average rating, 23 reviews

A scenic view of a pond is presented, bordered by residential homes that reflect a serene atmosphere. The sky is adorned with clouds, casting varying shades of blue and orange as the sun sets. A fountain can be seen in the pond, adding to the tranquil setting.

Condo in Frankford

Pondview Villa: Beach Club Gem

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.

4.91 out of 5 average rating, 44 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!

Condo rentals with a pool

4.95 out of 5 average rating, 92 reviews

A spacious living area is furnished with a cozy blue accent chair and a large TV set atop a light-colored console. A woven bench adds texture, while a dining area with a table and woven chairs is visible in the background, enhancing the functional layout.

Condo in Sussex County

Eastern Shore Getaway: Bethany Bay

A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.

4.91 out of 5 average rating, 335 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

A spacious living area is furnished with a blue couch and two light-colored armchairs, set against a backdrop of large sliding glass doors. Natural light fills the room, highlighting the ocean view and access to the balcony. A decorative wall piece adds a touch of character.

4.98 out of 5 average rating, 42 reviews

Oceanfront condo with pool, sleeps 4, free Wi-Fi

A comfortable living area is highlighted by dark blue sofas and patterned armchairs. A coffee table sits in the center, and a flat-screen TV is mounted above a white fireplace. Natural light enters through large windows, which are dressed with light-colored curtains.

4.86 out of 5 average rating, 43 reviews

Cozy Waterview Stay with Balcony & Rooftop Pool

A well-furnished living area features a large sectional sofa adorned with soft pillows. A round wooden coffee table sits at the center, surrounded by a patterned armchair and woven decor. Natural light enters through large windows, offering views of the bay.

4.92 out of 5 average rating, 52 reviews

Bayfront Bliss with Pool, and Amazing Views!

4.92 out of 5 average rating, 12 reviews

Island Time 2E at Sunset Island

A bright living area features blue walls complemented by light-colored furniture. Two sofas are positioned around a centrally placed coffee table, which holds decorative items. Large glass sliding doors open to a balcony, allowing natural light to fill the space.

4.89 out of 5 average rating, 98 reviews

Updated Mid- Town Condo at Ocean City Beach!

Three condominium buildings rise against a clear blue sky, showcasing varied architectural styles with prominent glass and concrete facades. A sandy path leads toward the beach, bordered by a wooden fence that adds a natural touch to the coastal view.