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Condo vacation rentals in Ocean Pines

Find and book unique condos on Airbnb

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Popular amenities for Ocean Pines condo rentals

Weekly condo rentals

Guest favorite
Condo in Ocean City
5 out of 5 average rating, 10 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

JessycaRating, 5 stars1 day ago
My husband and I went to celebrate our honeymoon. Suzy & Jerry went above and beyond to make our stay beautiful. Amazing place & hosts. HIGHLY recommend
Top guest favorite
The kitchen area features white cabinetry and a light-colored countertop. A full-sized refrigerator and microwave are visible, along with an oven and stovetop. Two stools are placed at the counter. The dining area includes a small table with four chairs, complemented by a beach-themed wall art.
Condo in Ocean City
5 out of 5 average rating, 20 reviews

Ocean Front 1b/1.5ba Condo with Amazing Views!

DanielleRating, 5 stars1 month ago
Our weekend at Michelle’s place was absolutely perfect. First of all, her condo was so beautifully decorated and clean. We had amazing views of the beach and we listened to the waves crashing at night while one of use slept on the guest pull out couch. If you are traveling with kids, this was the perfect spot. We were conveniently located on the 3rd floor, a quick 5 min walk to and from the ocean front and the neighbors were very quiet. We also loved that we could walk to fun places to eat like Ropewalk which has cornhole and a playground for the kids! Most importantly, Michelle went above and beyond by providing us an extra blanket and pillows and answered any questions that we had very promptly. I couldn’t ask for a better experience. We can’t wait to come back again soon! Thanks Michelle.
Guest favorite
A bright living area features large windows that invite natural light, offering views of the surrounding area. A comfortable seating arrangement, including a light-hued sofa and a cozy chair, complements the wooden dining table, enhancing the open and airy space.
Condo in Ocean City
5 out of 5 average rating, 18 reviews

The Sunset House-Bayside-3 min drive to Beach

BrookeRating, 5 stars1 month ago
I had a great stay at Serafima’s place. The space was clean and exactly as described in the listing. It had everything I needed for a comfortable visit, and the setup was thoughtfully arranged. The location is excellent—close to great restaurants, and plenty of local attractions. The neighborhood felt safe and was easy to navigate. Overall, it was a smooth and pleasant experience. I’d definitely stay here again and would recommend it to others visiting the area.
Superhost
A bright living space is furnished with light-colored chairs and a central coffee table. Large glass doors provide a view of the ocean and access to a balcony. A flat-screen TV is mounted on the wall, and natural light fills the room.
Condo in Ocean City
5 out of 5 average rating, 3 reviews

New Updated Direct Oceanfront Condo - Pool & Wifi!

KaraRating, 5 stars1 week ago
Listing is better than you think it is! Great location (I was nervous about it because we usually stay closer to 120th St) it was very private and peaceful. Big bonus that it is right over the bridge (no extra traffic lights!) The kitchen is fully stocked - we wound up bringing a lot that we didn’t need. The pullout couch is also one of the most comfortable I’ve ever been on. Beautifully decorated and updated. Might book again this season!
Top guest favorite
A sandy beach stretches along the shoreline, meeting gentle ocean waves under a clear blue sky. Footprints are visible in the sand, indicating previous visitors. A few people can be seen in the distance, enjoying the beach, while the coastline is marked by tall buildings.
Condo in Ocean City
5 out of 5 average rating, 16 reviews

Oceanfront Sea View | 46th St

VibhutiRating, 5 stars1 week ago
Beautiful apartment. Everything was spotless and as described. Amazing views and easy beach access.
Guest favorite
A sandy beach stretches towards a calm ocean under a clear blue sky. Light waves lap gently at the shore, while scattered visitors enjoy the space. Wooden fencing and beach grass define the path leading to the water, creating a welcoming coastal atmosphere.
Condo in Ocean City
4.91 out of 5 average rating, 53 reviews

Bright Oceanside Condo with Pool - Ocean City, MD

BrianaRating, 5 stars9 months ago
My boyfriend and I celebrated his 26th birthday at Dien’s place and it exceeded my expectations! It was so clean and Dien was incredibly responsive and went out of his way to make sure we had everything we needed. The location was perfect, right across the street from the beach and within walking distance from lots of great restaurants. He also offered us a late check out so we could enjoy every last second of our stay which was so appreciated. Overall, this was one of the best airbnb experiences I’ve had and cannot wait to come back and stay at Dien’s place again!
Top guest favorite
A large wooden roller coaster structure features a bright, colorful sign that reads 'Cyclone Car Coaster.' The elevated tracks are supported by green pillars, set against a clear blue sky. A fence surrounds the area, emphasizing the ride's prominence.
Condo in Ocean City
4.96 out of 5 average rating, 27 reviews

Beach Town Breeze - 32nd Street

CatherineRating, 5 stars8 months ago
Wendy and Chuck were very friendly, responsive, and helpful throughout the process. Their home was adorable, clean, and had everything we needed. The balcony was perfect, as well. Easy access to the boardwalk and adjacent to the amusement park. Parking was easy! thank you for a great stay!
Top guest favorite
A game room is depicted with vibrant décor featuring a blue air hockey table, foosball table, and arcade machines. Natural light brightens the space through a window, creating a welcoming environment for entertainment and relaxation.
Condo in Ocean City
4.95 out of 5 average rating, 21 reviews

The Coastal Condo

ChelsieRating, 5 stars3 days ago
We loved our stay at The Marylander in Colleen & Joe’s condo. From the very start she was very responsive, understanding and kind. The condo was the perfect amount of space which was well cared for & clean, we enjoyed the amenities that came with the building and the short walk to the beach! I’m already looking forward to booking another stay here!

Pet-friendly condo rentals

Guest favorite
The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.
Condo in Dewey Beach
4.96 out of 5 average rating, 135 reviews

Luxury water-view condo with high-end finishes

AndreaRating, 5 stars3 weeks ago
The apartment is beautiful, very comfortable, and fully equipped with everything you need for a great beach vacation. We had a lovely stay and really enjoyed the space.
Superhost
A comfortable living area features a gray sofa with decorative pillows and a tan teddy bear. A wall-mounted television is positioned opposite a small black desk and chair. Natural light highlights the space, complemented by light wood flooring.
Condo in Ocean City
4.82 out of 5 average rating, 76 reviews

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

KristenRating, 5 stars2 weeks ago
Great space for a couple and clean! The location was fantastic -- walkable to some great restaurants, to get coffee in the morning, and to CVS in case you forgot something. Also, close enough that you can do about a 20 minute drive to the inlet and boardwalk. Would definitely stay here again!
Guest favorite
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.
Condo in Ocean City
4.91 out of 5 average rating, 11 reviews

Ocean Front Condominium

JessicaRating, 5 stars5 days ago
The attention to detail and personal touches were impeccable. Its a perfect location steps to the beach. The outdoor space is a great way to spend mornings and evenings. This was a special trip for our family and everyone felt this place knocked it out of the park!
Top guest favorite
Condo in Ocean View
5 out of 5 average rating, 78 reviews

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

ShraddhaRating, 5 stars1 week ago
Stephanie’s place was immaculate, thoughtful and greatly decorated! All instructions were clear and there were amenities like cooler, beach towels and beach chairs, that were very useful for us. The area is very quiet and serene and we loved the stay!
Top guest favorite
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.
Condo in Ocean City
5 out of 5 average rating, 76 reviews

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

MatthewRating, 5 stars3 weeks ago
Absolutely perfect stay! The place was spotless, stylish, and exactly as described—if not better. It’s ideal for anyone traveling with pets or children—there was plenty of space, a safe and secure environment, and thoughtful touches that made everyone feel welcome (including our furry friend!). Our host, Erika, was incredibly responsive and thoughtful, making check-in a breeze. The location was perfect—close to everything we needed, but still peaceful and relaxing. I couldn’t have asked for a better experience and would 100% stay here again. Highly recommend!
Guest favorite
The open living and dining area features a wooden dining table with four chairs, complemented by a cozy armchair. Soft lighting highlights a fireplace and a television mounted above it, set against a backdrop of neutral walls. Large windows provide views of the outdoors.
Condo in Ocean View
4.96 out of 5 average rating, 54 reviews

Bear Trap Dunes Condo - Perfect Location w/ Porch!

DavidRating, 5 stars1 day ago
Clean unit and directly access the street from the swimming pool and pavilion with indoor pool and exercise equipment. Shuttle stop close to unit to go to Bethany Beach. Rain or shine you can have something to do. Grocery stores and places to eat very close by. Quaint little town …. just love it!
Guest favorite
A cozy dog bed is neatly stored against a wall, featuring a pattern of playful words such as 'woof' and 'play.' In front of it, a small gray blanket and a folded white towel are placed on the ground. A yellow star plush toy rests atop the bed.
Condo in Ocean City
4.96 out of 5 average rating, 101 reviews

Cozy Condo Oasis with Adorable Private Patio

MaddieRating, 5 stars2 days ago
Kendra is very sweet and her home is wonderful. All of the appliances and furniture are very modern, and the mattresses were very comfortable! The location is very quiet and very close to the beach, maybe a 6 minute walk, which was very convenient for us with small children. There’s also a lot of grass nearby for pets.
Guest favorite
A cozy living area features a comfortable beige sofa, a wooden dining table set for four, and a television mounted on the wall. Natural light enters from a nearby door leading to an outdoor space. A ceiling fan enhances the airy atmosphere, complemented by cheerful decor.
Condo in Ocean City
4.89 out of 5 average rating, 120 reviews

Perfect location!

SarahRating, 5 stars2 weeks ago
I made a last minute decision to try and find a place to stay with a 5 year old and a dog at the beach knowing OCMD in peak season isn't super dog friendly. Finding a location where I could easily walk to the beach/boardwalk with a 5 year old was a must. Finding out there was a great park with an awesome playground and dog friendly walking space a block away was a super plus. Beverly was super responsive and gave me great recommendations on local places. We had a wonderful time.

Condo rentals with a pool

Guest favorite
Condo in Ocean City
4.82 out of 5 average rating, 154 reviews

Romantic Beachfront Penthouse Ocean City MD

PatriciaRating, 5 stars9 months ago
This is the second year we stayed at this beautiful condo! Views of both ocean and the bay are spectacular!! Condo was clean and easy to access. Love the pool and beach! Close to great restaurants!! Margaret is a fantastic host!! Highly recommend this condo! We will definitely be back next year ❤️
Guest favorite
The primary bedroom features a spacious bed with layered bedding, complemented by decorative pillows in a red geometric pattern. Nightstands with lamps are positioned on either side. A large framed photograph decorates the blue wall backdrop, adding a serene touch to the room.
Condo in Ocean City
4.98 out of 5 average rating, 41 reviews

Charming Northside Park Condo w Pool, Walk 2 Beach

AndyRating, 5 stars3 weeks ago
Julie's condo is very cozy and welcoming. It's a wonderful place for a weekend or a longer vacation. Julie was very responsive and proactive anytime my wife and I had any questions. Plenty of recommendations were provided to us so we could better plan our time in Ocean. Thank you so much, Julie! We'll be back again!
Guest favorite
A comfortable living area is furnished with a large gray sectional sofa and an additional chair. A blue ottoman sits at the center, adorned with a decorative tray. Light pours in through large windows, highlighting a coastal-themed photograph on the wall.
Condo in Dewey Beach
4.94 out of 5 average rating, 64 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

SueRating, 5 stars2 weeks ago
It was truly the perfect location to stay for my son’s wedding which was at the Hyatt Place right next door! An amazing experience all around from the beautiful beach decor, lovely views of the bay & ocean & convenience of walking everywhere in Dewey! The condo was clean, nicely furnished & had a well-equipped kitchen to make us feel right at home. The host was very welcoming & quick to respond to any questions we had. The wedding venue was beautiful and our stay here made the weekend even more special! It will always be one of my favorite memories.
Superhost
A spacious outdoor deck features a woven seating arrangement, including two lounge chairs, a hanging chair, and a coffee table. Decorative pillows provide comfort, while a potted palm adds a touch of greenery. Glass doors lead to the interior space, allowing for natural light.
Condo in Ocean City
4.94 out of 5 average rating, 17 reviews

Luxury 2BD Condo, Walk to Beach, Pool&Tennis Court

KaranvirRating, 5 stars8 months ago
Vladimir has a great airbnb for the price. within 15 minutes of the boardwalk. The airbnb itself has a very modern design with a nice view.
Guest favorite
An open living area showcases a cozy couch and coffee table, with a dining space featuring two high-top chairs. The kitchen, visible in the background, includes modern appliances, while decor elements add a touch of style. Natural light fills the space, enhancing the inviting atmosphere.
Condo in Ocean City
4.91 out of 5 average rating, 35 reviews

Cozy 1 BR Condo - 5 Minute walk to Beach, w/ Pool!

DanielleRating, 5 stars2 weeks ago
Our stay was very peaceful and relaxing all thanks to Clint’s place! We were able to walk to the boardwalk and restaurants. The place itself was clean and has everything you would need on vacation. Thank you Clint!
Superhost
A sunlit indoor lounge area is surrounded by large windows, offering a view of the indoor pool. Rattan furniture with tropical-patterned cushions is arranged around a low table. Decorative plants enhance the green ambiance, contributing to a relaxing environment.
Condo in Ocean City
4.88 out of 5 average rating, 196 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

LawrenRating, 5 stars2 weeks ago
Lisa’s place was awesome and exactly how she described it! We loved waking up to the sounds of the ocean and the beautiful views of the bay and ocean. Everything you need is in this condo!!! Thanks again Lisa!!!
Guest favorite
A clean and inviting outdoor pool area is presented, featuring a spacious rectangular pool with clear blue water. Surrounding the pool are several white lounge chairs and wooden fences, creating a relaxed atmosphere for guests. The sky is partly cloudy, contributing to a pleasant ambiance.
Condo in Ocean City
4.98 out of 5 average rating, 55 reviews

Gorgeous All Updated Ocean City Condo w/Courtyard

KortneyRating, 5 stars3 weeks ago
cute little place, perfect area for people who don’t want all the chaos near the board walk. also close for things to do
Guest favorite
A shared pool is presented, set against a bright blue sky dotted with clouds. Lounge chairs are arranged around the pool area, and a few trees provide shade. The surrounding buildings are visible, indicating a calm residential atmosphere.
Condo in Ocean City
4.77 out of 5 average rating, 66 reviews

Recently Remodeled Two Bedroom, One Bath Condo

JermaineRating, 5 stars1 month ago
Shelley was a great host, this space was beautiful and modern, very clean, we felt right at home and had everything he needed. Very spacious with modern washer and dryer, 5 min drive from the boardwalk. Area was very peaceful and although the pool wasn’t open when we booked, it was a deep pool I would’ve liked to use. Maybe next time . Would recommended to anyone.

Destinations to explore

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  3. Maryland
  4. Worcester County
  5. Ocean Pines
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