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Beach condo holiday rentals in Ocean Pines

Find and book unique beach condos on Airbnb

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Popular amenities for Ocean Pines beach condo rentals

Beachfront condo rentals

Guest favourite
Condo in Dewey Beach
4.94 out of 5 average rating, 65 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

SueRating, 5 stars3 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.
Guest favourite
Condo in Ocean City
4.89 out of 5 average rating, 75 reviews

Golden Goose - Oceanside Condo w/Ocean & Bay views

KendraRating, 5 stars3 weeks ago
⭐️HIGHLY RECOMMEND⭐️ Everything looked exactly like the pictures. Very clean, spacious, quiet, and close to almost everything that ocean city has to offer. The kitchen is beautiful! Safe location. The beach is a few steps away. Access in and out was a breeze. I will be back! So far this place is at the top of my list in ocean city.
Superhost
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 favourite
Condo in Ocean City
5 out of 5 average rating, 16 reviews

Oceanfront Sea View | 46th St

VibhutiRating, 5 stars2 weeks ago
Beautiful apartment. Everything was spotless and as described. Amazing views and easy beach access.
Superhost
Condo in Ocean City
4.87 out of 5 average rating, 54 reviews

Son of a Beach

RyanRating, 5 stars1 week ago
Awesome hospitality! The place was perfect for our needs. A block from the beach!!! I would definitely recommend this place!
Top Guest favourite
Condo in Ocean City
5 out of 5 average rating, 28 reviews

Direct Oceanfront with Pool - Steps To The Beach

KierstonRating, 5 stars1 week ago
We had a wonderful time! Waking up both mornings to dolphins right outside your sliding glass door was the highlight! We can’t wait to get back!
Superhost
Condo in Ocean City
4.88 out of 5 average rating, 196 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

LawrenRating, 5 stars3 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 favourite
Condo in Ocean City
4.93 out of 5 average rating, 14 reviews

Oceanfront Condo in Ocean City | Sleeps 6

JustinRating, 5 stars3 days ago
Had a great vacation. Would stay again at this location. Was a lot going on in OC with it being senior week but was still a great time.

Pet-friendly beach condo rentals

Guest favourite
Condo in Dewey Beach
4.96 out of 5 average rating, 136 reviews

Luxury water-view condo with high-end finishes

AlyssaRating, 5 stars1 week ago
Amazing place to stay at Dewey Beach! We will definitely be back! Everything is so clean! The little details to everything really made this an incredible stay, from the kids toys, toiletries, kitchen items, even little mints in the bathroom! They truly think of everything! We cant wait to come back!
Guest favourite
Condo in Ocean City
4.92 out of 5 average rating, 12 reviews

Ocean Front Condominium

DeanRating, 5 stars5 days ago
We had a great time and the place was great. Very clean and well decorated and all the kitchen accessories you need. The add says that there are beach towels and other beach items like umbrella etc. However, there are no beach items so make sure you bring your own.
Guest favourite
Condo in Dewey Beach
4.88 out of 5 average rating, 196 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

AngelinaRating, 5 stars2 weeks ago
Very nice and easy check in and check out.
Top Guest favourite
Condo in Ocean City
5 out of 5 average rating, 77 reviews

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

MatthewRating, 5 stars1 month 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 favourite
Condo in Dewey Beach
4.85 out of 5 average rating, 198 reviews

On the Bay, Private Beach-Boat Slip

JohnRating, 5 stars1 month ago
Catherine's place was great for our family and young son. The location is tremendous and there are great views just eating breakfast and sipping morning coffee. The place itself is well stocked and has a very efficient layout (pocket doors) for the space. Catherine was super responsive and understanding, we really enjoyed our stay.
Top Guest favourite
Condo in Dewey Beach
4.97 out of 5 average rating, 262 reviews

Sweet getaway - beach block, steps from the beach!

HannahRating, 5 stars4 weeks ago
We had a great stay and loved the short walk to the beach! Brian communicated very well and accommodated an early and late check in for us! Would stay here again.
Guest favourite
Condo in Ocean City
4.96 out of 5 average rating, 101 reviews

Cozy Condo Oasis with Adorable Private Patio

MaddieRating, 5 stars6 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 favourite
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.

Luxury beach condo rentals

Top Guest favourite
Condo in Rehoboth Beach
4.99 out of 5 average rating, 129 reviews

Family Friendly Top Floor Condo Near Boardwalk

AlexandraRating, 5 stars1 week ago
A Perfect Rehoboth Beach Getaway – Thank You, Theresa! Our stay at Theresa’s home in Rehoboth Beach was absolutely phenomenal from start to finish. The house is pristine, beautifully decorated, and incredibly comfortable — every corner felt like it was designed with care and intention. One of the highlights? Theresa’s incredible hospitality. She had welcome goodie bags waiting for us, and the fridge was thoughtfully stocked with breakfast yogurts and other essentials — such a warm and generous touch that made us feel right at home the moment we walked in. The home itself is spacious, spotless, and perfectly equipped with everything we needed — from high-quality linens to a fully stocked kitchen. We especially loved relaxing in the cozy living space after a day at the beach, which is just a short drive or bike ride away. Theresa was an outstanding host: responsive, kind, and genuinely invested in making our stay unforgettable. Her attention to detail and personal touches made thi
Top Guest favourite
Condo in Ocean City
5 out of 5 average rating, 24 reviews

Luxury 3BR/4BA Oasis: Close to Beach, Indoor Pool

GraceRating, 5 stars1 week ago
The place is lovely, lots of space for everyone, clean, good view and vibes! The host & cohosts we’re all responsive when we encountered any issues. After splitting with 4 people, it ended up being $125 a night which was totally worth it. We could’ve split with more people and still had room! Overall, a great stay & we’d even be willing to stay again :)
Guest favourite
Condo in Ocean City
5 out of 5 average rating, 11 reviews

Fantastic Beach Condo with Rooftop Pool

KatRating, 5 stars2 weeks ago
We absolutely loved this condo — so much that we extended our stay because we couldn’t bring ourselves to leave! It’s one of those places that instantly feels like vacation the second you walk in. It’s steps from the beach and right near Coastal Highway, which means easy access to food, fun, and some A+ people-watching from the rooftop pool (we may or may not have turned it into a sport). The place was spotless, stylish, and surprisingly well-stocked — the kitchen had everything we needed to feed our hungry crew. Comfy beds, ocean views, a fancy shower situation, and bunk beds that made our kids feel like they won the lottery. Even our toddler had a blast! Basically: 10/10, would move in if they’d let us. Book it and thank yourself later.
Top Guest favourite
Condo in Ocean City
4.95 out of 5 average rating, 102 reviews

Ocean Block! Renovated 2 bedroom 2 bath family fun

KathleenRating, 5 stars1 week ago
Place was perfect for our family of 5 and easy to beach and parking and spacious patio and covered for the storms that rolled in Would stay here again!
Guest favourite
Condo in Ocean City
4.89 out of 5 average rating, 27 reviews

Sunset Tranquility - 3/2.5 Midtown-1 block Ocean

LeandroRating, 5 stars10 months ago
We loved this place! beautiful unit with a Bay View, pool on the roof top, 2 parking spots and walking distance to everything. Violet was very responsive and showed that she cared if we got to the place safely and gave clear instructions on how to get into the space. we will be back, thank you!
Top Guest favourite
Condo in Ocean City
5 out of 5 average rating, 28 reviews

Salty Sands 301| Oceanfront Condo Balcony | Views

MalisaRating, 5 stars1 week ago
We had a great stay. It was a family-friendly neighborhood and the home had everything we needed. Everyone said their beds were comfortable, and there's lot of space to put our stuff away. Nice size kitchen for cooking our meals! Beautiful view of the ocean from the balcony.
Superhost
Condo in Ocean City
4.85 out of 5 average rating, 132 reviews

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool

EmmaRating, 5 stars1 week ago
Wonderful experience! The home was clean and spacious, and the host was responsive and accommodating. Would love to stay again. Highly recommend!
Guest favourite
Condo in Ocean City
5 out of 5 average rating, 9 reviews

Oceanfront *Penthouse* Hot Tub! FREE Linens/Towels

AdamRating, 5 stars11 months ago
The condo was amazing! Very clean and beautiful. The location was perfect to see the ocean waves and very easy to access the beach with a private gate. The roof top was a very nice feature, although we didn’t use the hot tub, it was very very clean and ready to go. The condo had every thing we needed to feel right at home, dishes, silverware, appliances everything was very clean. The HVAC made every room very comfortable. Parking was easy and the private elevator with access code was very easy and safe to access the floor. They even have carts in the lobby to make moving your things in and out a breeze! I highly recommend this condo for your stay. We have been coming to ocean city for 12 years and have never stayed in a nicer space! We have finally found the absolute perfect place and hope to continue to rent it in the future. We had a small hiccup with the access code when we first arrived but I texted Stevi and he immediately responded with a new code, it was resolved in 15 seconds.

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