Cottage holiday rentals in Assateague Island

We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen

My friend and I loved staying at this little house. It was so close to the beach, the hot tub was amazing in the evenings and the house was comfortable and welcoming. It was clean, organized and well stocked with the towels. Great little getaway spot at a wonderful price.

Natalie was a wonderful host - the cottage was clean and welcoming and looked just like the photos. Natalie was very responsive, flexible and friendly. The river was peaceful and we enjoyed kayaking and fishing off the dock. We are very thankful we found such a perfect spot for our weekend trip to Maryland.

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.

The house was very clean and very fresh smelling. Being in the woods surrounded by trees you can sometimes expect a musty smell, but that was not the case at all. The house was immaculate, and the rooms were very comfortable. The house was very quiet and private and the room was a nice touch. We all enjoyed the pool table. My husband did a lot of fishing at the dock and we also enjoyed the pool and the hot tub. We will definitely come back and stay at this house. Nadia was a great host. She mentioned that they are just starting out being a airbnb host, but you wouldn’t know it. The house had everything we needed.

Our stay was great! The house was perfect size and had everything we need for a great beach trip. Just a short drive (or tram ride) to the beach and some great places within walking distance. We felt right at home. Gannon was extremely responsive, friendly, and a great host.

This was our second time staying at JoJo’s cottage and it was another amazing experience! The house really makes you feel like you’re right at home. The kitchen is well stocked, so we were able to do a lot of cooking at the house. But you’re also so close to so many restaurants for when you’re feeling something easier! It really is a perfect spot, especially if you have dogs and/or kiddos. We would totally book again next summer 😊

The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!

Everything you would need! Linens, coffee, all kitchen utensils and appliances. Easy entry. Super cool AC! Nice quiet neighborhood. Clean and cozy. Very happy. Thank you!

Would return and recommend to others. Beautiful pristine space with numerous areas for guest to spread out and experience the beauty of the area and learn about the history and renovation of that particular farm and community. Very interesting restoration of existing structures and addition of many more places and ways to learn about and enjoy the natural surroundings.

We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.

The house was as described. Cozy and comfy with a nice, big yard and quiet surroundings. Aaron was totally responsive and went above and beyond to accommodate us and our dog, Gumbo. Definitely recommend him as a host and his place if you want a quiet place in West Ocean City.

Viktoria's place was exactly what we were looking for. A three-bedroom place not far from Ocean City and Assateague, in a peaceful environment. Was super easy to go to both places during the long Week-End. The house was as advertised, spacious enough to accommodate the family but not too big. Next time we plan another WE in this area, we will certainly Viktoria's place again.

Very secluded but I don't mind that all. The home is beautiful and the host is very attentive.

We loved staying at 14 Carolina Street! The house was great and was a very short walk to the ocean! Kelly and Thomas were very responsive and friendly! This home was a great location, would definitely come back again!

We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!

House was very clean and cozy. Everything is labeled and easy to find and Anne was very responsive with questions l had. The location is quiet and great for walking or bike riding. Restaurants are super close and so is the grocery store. Beach and other cute towns such as Berlin and Snow Hill are very easy to get to as well. We had a wonderful time staying at Anne's place.

A peaceful and charming place to stay! It was more than I hoped it would be.

My husband and I were impressed with Betsy from the time we made the reservation to the time we checked out. Betsy is as genuine as they come. She went above and beyond to make us feel welcomed, comfortable, and special! Betsy made sure we were well informed regarding local places to visit i.e., restaurants, etc. The cottage was absolutely perfect! It was exceptionally clean and beautiful ! We have stayed at many Airbnb’s over the years and we can honestly say that this was by far the BEST one! We’re looking forward to going back! Betsy, thank you for everything! Saul & Karen

We enjoyed our stay. The house had all the comforts of home with a well stocked kitchen. The bed was comfortable. We are looking forward to coming back.

It was a great stay. Host was responsive and home was calm and clean. Loved seeing the osprey from bed! Those windows highlighted the beautiful view. The weather was a bit dumpy but the space provided everything we needed.

Travis was an incredibly responsive and accommodating guest! So lucky to have rented from him. His house was cozy and charming and had everything we needed for a 4 day stay! Would definitely return.

The cottage is perfect. For a quiet getaway. We caught blue fish right of the pier. And cooked them same day. We had a great time. The weather was beautiful. Sunsets are spectacular. Thanks Debbie, you are a great host.

You will not be disappointed if you’re looking for a nice peaceful getaway but only minutes from the beach. Pop pops Place is so clean and cozy you would think you were the first renters! Stephanie is very thoughtful and has thought of just about everything and even left us Fishers Popcorn (local fav) to enjoy upon our arrival. It looked exactly like the photos and as described, if not better.