
Condo vacation rentals in Assateague Island
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Top-rated condo rentals in Assateague Island
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Popular amenities for Assateague Island condo rentals
Weekly condo rentals

The Sunset House-Bayside-3 min drive to Beach
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.

New Updated Direct Oceanfront Condo - Pool & Wifi!
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!

Golden Goose - Oceanside Condo w/Ocean & Bay views
⭐️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.

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

Luxury Oceanfront Cottage|Romantic & Cozy Getaway
We were fortunate during our particular weekend that OC was not very busy in general. There were no other neighbors present in the other units in the buidling which made it very quiet. No other neighbors also meant we had the deck to ourselves. When it was not raining, the deck view of the ocean was beautiful. The walk to the beach was quick. Anna and Patrick were very accessible, responsive, and kind. It was perfect for our plans and needs.

Sea Side Studio 45! Newly Renovated, Modern, Clean
Great host and great stay. Beach right there, mini golf, right there, restaurants. You almost don’t need to get in the car again once you get settled. Room was very clean, quiet and peaceful. 10/10 would recommend.

Direct Oceanfront with Pool - Steps To The Beach
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!

Luxury 2 bedrooms condo 180 ocean view
Absolutely beautiful. View of the beach was perfect. Great location!
Pet-friendly condo rentals

Luxury water-view condo with high-end finishes
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.

Read Ave Dewey Condo - Bay Front, Private Beach
Very nice and easy check in and check out.

Elegant 3-Bedroom Condo in Lewes with Pond Views
We LOVED this place. Looked better than the pictures (and the pictures looked great to begin with). So spacious, including all of the balcony areas. Close to lewes beach and the state park. Great area for a family getaway. Had everything we needed and more. Also Bohdan was an excellent host and very responsive!

Beach Perfect Getaway: 2-Bedroom Apartment
This was the cleanest Airbnb I’ve ever stayed in. The place was IMMACULATE. Nice modern furnishings and decor. Everything was incredibly clean, shiny, and pristine, yet still warm and cozy. I felt safe and secure because it is on the first floor, and it’s very quick and easy to access once you park. The neighbors were friendly and the area is very clean and quiet. I never actually spoke with the host because I didn’t need to ask for anything. It was a completely seamless experience. If I had to mention one downside, I’d say it’s a bit on the pricier side, even with the discounted rate I seemed to receive. But that might just be because I chose to pay for the entire two-night trip on my own. In the end, I would stay here again a hundred times over. I’m glad there are hosts and property owners who actually take care of their listings. 10/10. I would absolutely recommend it.

Sweet getaway - beach block, steps from the beach!
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.

Cozy Condo Oasis with Adorable Private Patio
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.

Perfect location!
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.

Rehoboth 1st floor, Pool, Beaches, Shopping
We loved staying at Fil and Rich’s place! It was very spacious and cozy. I spent a cozy morning sitting on the patio - although the neighborhood is off the main drag, it was surprisingly quiet and private. We were a short 10 minute drive from the boardwalk, and enjoyed being a bit away from the hustle and bustle. The provided beach chairs were definitely a benefit when we wanted to sit on the beach and enjoy the weekend! Overall, Fil and Rich were very communicative and this place is great for a peaceful, spacious stay close to the beach! Definitely would come back again.
Condo rentals with a pool

Romantic Beachfront Penthouse Ocean City MD
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 Lovely 2lvl Condo Steps 2Beach+Pool
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!

Oceanfront Family Oasis: Pool, Beach & Parking!
I had absolutely the greatest time the most relaxing experience I’ve had in probably 20 years . Kathryne was so amazing to work with!! And the home was lovely! I can’t say enough good things!

Luxury Bay & Oceanview Condo in the Heart of Dewey
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.

Cozy oceanfront condo with stunning ocean views
Joe and Kristi were so nice, the condo was beautiful! The view of the beach was amazing, you can see the beach from the deck and even from inside through the glass, if you’re having a couple hours of relaxing time between activities, the view and sound of the beach makes it still fun to be inside on vacation. Great space to sleep. It was an amazing place to stay for vacation.

Bright Oceanside Condo with Pool - Ocean City, MD
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!

The Coastal Condo
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!

Pool, near Shopping, Clean and Comfy
Very nice place to stay, our group enjoyed the clean environment and comfortable furniture! We also liked that it was located close to what we wanted to do!
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