Condo holiday rentals in Ocean Pines

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

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.

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.

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!

Beautiful apartment. Everything was spotless and as described. Amazing views and easy beach access.

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!

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!

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!

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.

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!

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!

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!

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!

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!

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.

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.

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 ❤️

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!

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.

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.

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!

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!!!

cute little place, perfect area for people who don’t want all the chaos near the board walk. also close for things to do

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.