Beachfront vacation rentals in Assateague Island

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.

This ocean front condo was a dream to stay in. We booked this place in celebration for my girlfriend’s graduation for college to have a mini getaway before she starts her internship. It was extremely well maintained, cleanly, and the host was very welcoming leaving us with some welcome goodies. We would love to book again in the future when we stay in OCMD.

this is the … you know, i don’t even know what time at this point as my friends and i have made it a tradition to stay here twice per year for the last 3? 4? 5 years? john’s place never ceases to amaze me especially this time w/ multiple renovations including a master bedroom downstairs! can’t say enough good things, look forward to booking in the fall, thank you so much john!

We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.

Definitely a gem in Ocean City!! I love the layout! There is a bedroom on the first floor and the other two are on the third floor. Each has their own en-suite bathroom with heated toilet seats! The beds are all super comfortable, the kitchen is massive with every amenity you can think of, and the views on all the balconies are stunning. The host was so kind and even sent us donuts on our first day. This place is great for a large or small group. I only had two other people with me but each of us had plenty of privacy and felt right at home. The location is perfect! It’s close to everything and only a few minute walk to the boardwalk right on 12th street. I can’t wait to go back this summer and enjoy the pool!

A beautifully decorated and spacious condo with a gorgeous view. Great location to beach and boardwalk. Lots of little detailed amenities to make our stay comfortable.

Very comfortable, great location, quick response time from host

First of all, this house and the views are STUNNING. This was the first vacation that I have taken with my fiancé and our 2 pups, and we had the best time--it was such a sad day when we had to leave lol. We basically ordered Doordash and Walmart Pickups the entire time we were there and never left the property during our stay. The kitchen was very well stocked with all the cookware you could need, there are kayaks and paddle boards for entertainment, and plenty of floats for relaxing in the bay. There is a little private beach within 1 min walking distance from the house and there is access to the water from the backyard. It had everything we wanted for a relaxing vacation with our pups. I am already working on convincing my fiancé that we need to go back in the near future. 10/10 would recommend.

The place is very nice and location is in walking distance of many nice restaurants. Suzy was very response and we were able to check in early. Thank you

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!

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.

Raphaelle is a great host and our stay was amazing. With great views and an accommodating place, would certainly return!

We loved staying here with our 1yo & 3yo boys! It was exactly like the pictures show. VERY clean, looks recently updated. Comfy balcony, beds and furniture. Great shower. Washer and dryer were convenient. Close to anything and everything. We had groceries delivered, but there are a few essentials that were there to get a head start. The hosts were super communicative & helpful with answering questions. Great view of the ocean. What the walls are made of makes it very quiet in this condo. The building itself is huge and a little outdated, but this space tops it 10 fold! WILL be booming again!

Adam was a great host, answered all questions we had in a timely manner and went above and beyond to check in to make sure we were settling in and enjoying our stay. Our daughter loved the extra amenities of toys and the bunk beds. This home provided beautiful views of the sunrise on the beach and an excellent view of the sunset on the bay. We are already planning our next stay.

Jason was absolutely amazing! The view of the ocean from the room was spectacular! The room was very homey and I look forward to staying again in the future! Bonus was watching the dolphins from the balcony every morning 10/10 experience!!

The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.

Absolutely loved my stay! The place had everything I needed - a brand-new fridge, washer/dryer, and dishwasher. Super clean and comfortable—it truly felt like a home away from home. Great location too: steps from the beach, and near other respectable looking condos. Loved having an assigned parking spot. Would definitely stay again!

Christopher's house was absolutely beautiful with tons of space, it was perfrect for our family getaway. The photos online were great and definitely the reason I booked. However, the photos did the house no justice. It far exceeded my expectations after seeing the house in person. The space was super accommodating for my family. There were tons of boards games, fully equiped kitchen, and top of the line appliances, which made our stay even more comfortable. One of the best parts was being able to fish right in the backyard; such a peaceful and fun experience. The house was also very clean and included brand new washcloths, which was a nice touch and much appreciated. On top of all that, the location couldn't have been better, it was just minutes from the OC boardwalk. I am already forward to my next stay. Highly recommend!

I can’t say enough positive things about this place. Here’s my list of all the positives: incredibly clean, newer renovation, has a full kitchen, great shower water pressure/temp, a clean and comfortable bed, quiet location/neighbors, very short walk to boardwalk/beach, a block from the bay where the sun sets, a block from a nice pub that’s not as touristy, a guaranteed parking spot, and a host who checks in and is happy to assist! I’m sure I’m missing something(s). What a great place to stay in OCMD!

Laura was a very responsive and wonderful host! She went above and beyond with providing a variety of things to do and see during our stay. She also made sure the check in and check out process went smoothly. The home was well kept, clean and had a great view! Being able to relax on the back porch with the sound of the waves was so peaceful. Our family had a great stay and will definitely be back! Thank you Laura!

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.

The Haven on the Bay is an incredible property - we stayed here last year and loved it so much we had to stay here again. And this won’t be our last time - we plan to make it an annual trip at a minimum! Ashley is an amazing host and ensures her guests have a fantastic experience! Stay at this property - you won’t regret it.

We loved watching the sunset and the dolphins from the beautiful private dock. The deck upstairs was perfect for stargazing. The beds were comfortable and the house was adorable. Chincoteague is super cute with plenty of shopping, restaurants, and natural beauty.

Eastview is beautiful, the home and the surroundings. There’s plenty of room if you are traveling with a large group.