Beachfront vacation rentals in Assateague Island

We were a group of 10 and spent Thanksgiving week with our kids and grandkids at Paul's place. The house was perfect with plenty of space, nice furnishings and comfortable beds. It was walkable to the beach, boardwalk and restaurants. The weather cooperated and we spent time walking, sitting and playing football on the beach. The kitchen was so well equipped with everything we needed to prepare Thanksgiving dinner. We appreciated the perfect place for our family to gather for Thanksgiving! Thanks Paul

This was (I believe) our fourth or fifth stay at John’s place (we’ve clearly made it a tradition). Coming here feels like home, the town home is super clean, easy to navigate, and perfect for a day at the beach, relaxation and a movie, or just hanging out and relaxing. I look forward to this multiple times a year since finding John!

We had a wonderful stay! The house is conveniently located close to everything we needed- shops, restaurants, and attractions, especially the huge playground park just a short drive away. The space was clean, cozy, and very comfortable. I especially appreciated how family-friendly the home was. They had a crib already set up for our 9-month-old, which made things so much easier for us. We felt right at home and would definitely come back again!

Wonderful 3-night stay in a very cute rental home! Great communication with the owner and she even let us know that we could enter our rental hours before the official check-in. The home was very clean and I would recommend!

Great place to stay and had great time with my family. The house had everything described as per instructions listed. Very clean and great getaway place. Must recommend to visit without any doubts.

This was my second time staying at John's and it was just a wonderful this time around. Easy walk to the beach, wonderful view from the deck onto the channel, and nearby restaurants and grocery store. My dogs and I love the location, layout, views, and amenities (dogs especially love napping in the sunshine on the deck), and will 100% come back in the future!

This is a lovely place in a spectacular setting. It’s at the end of the road so very private and quiet. Two decks overlooking a vast marsh. Very clean and well appointed. Very responsive host.

This was the cleanest, nicest place we have ever stayed in! Everything was perfect for our sister stay. Wonderful place, updated kitchen, bathrooms and easy to use sliders. Porch table and chairs, room darkening shades. Management company top of their game. Would love to come back with my husband, would also like to bring our medium sized non shedding dog, but $200 fee a stay be it two nights or two months is a bit steep. We have traveled with him a lot and have never seen a fee so high. I understand why it is so high with having to deep clean furniture and fumigate for those allergic who may rent after us. Keep up the great work, will check out some of your other locations, but the St. Tropez is going on a favorite list! Thank you!!

This condo was in a great location. Steps to the pool and right on the beach! The place was beautifully decorated in a beachy theme. It was clean. The beds were very comfortable. Across from a grocery store and had a variety of restaurants within walking distance. Would love to book this place again!

A haven of peace right next to the sea. Very clean and big enough for 6 people. My boys loved the pool and the pickelball court. Finally, there are plenty of activities to do in this city and the condo is close to everything. We will come back for sure ☺️

The unit was clean, comfortable, and as described. It is not large, but was all we needed for our stay. The best part was definitely how helpful, communicative, and responsive Michelle and her team were. We were never left in doubt or without the information we needed.

We had a great stay at Valerie’s condo, it was a great space for our group of 6 and had everything we needed. Valerie was very responsive for any questions we had!

Andrew could not have been a better host. He was especially responsive even when were checking in late. It was truly a great experience

I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.

Jacquelyn was amazing! She responded to messages very quickly and was super helpful and accommodating. She was also very kind. Her check in and check out instructions were very clear and easy to follow. The space was beautiful and located in the perfect spot. Will definitely be going back!

Great stay at a fantastic location. This property has a lot to offer with four bedrooms and three decks, lots of comfortable seating and just a 3-minute walk to the beach. We had an enjoyable weekend and would certainly come back again.

My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !

We had a fantastic 3-night stay at Shelly’s place on the boardwalk in Ocean City! The home was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing getaway. The views were absolutely stunning, and we loved sitting out on the deck in the mornings and evenings. Shelly was an amazing host—friendly, responsive, and clearly thoughtful about every detail. The location was perfect: peaceful and quiet, right on the boardwalk and short walk/drive from restaurants, and attractions. My family felt right at home from the moment we walked in, and we’re already talking about coming back. Thank you, Shelly, for sharing your beautiful home with us.

This was our 2nd year staying here. It was another fantastic stay. It's so nice being so close to the beach to see the sunrise every morning and then also go out at night under the stars. Katie is so nice and accommodating. We can't wait to stay again next year.

Peaceful, relaxing, beautiful views, and the feeling that you are in your own home. Beds and furniture were all very comfortable with ample space to relax inside and out. There are enough beach supplies for everyone and the kayaks were a bonus. It was one of those stays that you wanted to extend and not leave. We would definitely love to go back.

We ran into an issue when we first booked, and Elizabeth went out of her way to make sure it was taken care of. Then, we were delayed in getting there because of Hurricane Helene and she again made sure we were taken care of. Would definitely stay again if we are ever in the area!

This is the second time we’ve stayed there so that should tell you something. There are plenty of bedrooms and beds. A wonderful size porch, where the family can gather. The location is the best.

We had such a great time at Sarah’s home. It was very clean and equipped with all the things needed for a great vacation. The views from the house were stunning; and it was steps away from the beach. The house has things that tend to all age groups, and a kitchen that is well stocked. Sarah was very responsive and proactive to provide all the information needed for a comfortable and relaxing holiday. We definitely plan to visit this beautiful home again.

We booked this beautiful beachfront home for my husband's birthday, and it was perfect. Check-in was seamless, and the breathtaking water view greeted us upon entry. The house was spotless and peaceful, with only the soothing sound of waves. We enjoyed most meals in the sunroom overlooking the water and took advantage of the outdoor seating as the weather warmed. Fawn, a great coffee and breakfast/lunch spot, was just five minutes away. The well-equipped kitchen allowed us to cook fresh seafood from Little River Seafood. Mornings were magical with stunning sunrises, and the nearby beach access was perfect for walks, yoga, and birdwatching. A highlight was Hughlett Point, a hidden nature preserve 30-40 minutes away, leading to a secluded beach with only 11 parking spots. Thank you for sharing your home—it made for a peaceful and unforgettable celebration!