Holiday rentals with outdoor seating in Assateague Island

This was my third stay at tiny house and am still in love with it! Absolutely love the property tiny house is on, even though there’s a restaurant/market and a theater in either side you have privacy. Can’t wait to go again next year❤️

Jennifer's pictures and descriptions are truly accurate. We enjoyed our stay and saw many birds around the water that we don't see in Ohio-bring binoculars if you're a bird person! The kids (and parents) loved the foosball table and pop a shot.

Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

We loved our stay here. We have 4 kids and it worked out well. The house was clean and set up and decorated nicely. It was nice to have access to a backyard and a screened in porch. There were some kids books and toys too which was a welcome surprise! We were thankful to have a nice bathroom and kitchen and the living spaces were clean and comfortable. Since this was a downstairs unit we had some noise issues with guests above us in the evening for 2 nights , but I messaged the host and she IMMEDIATELY and kindly took care of it. It was easy to walk to downtown Berlin from the house and there was plenty of parking. Laundry for us on vacation is a plus and W+D worked great! We would absolutely stay here again for our Assateague beach vacation.

Words just can’t describe how great of a time we had at Jays Retreat. Everything was labeled and easy to find. First rental that had everything you need and I mean everything. The views, crabbing at the dock, kayaking the canal at sunset, eating on the screened in porch, and so much more made this trip probably one of the best we ever taken to the island. Slept 4 adults, 2 kids and 2 dogs comfortably. Mosquitoes were a nuisance but thats any where on the island. We rode electric scooters into the town which was maybe a 10 minute ride. Water was hot, AC was on point. Kevin was very responsive and even provided an early check in. Appreciate everything about this trip!! Just sad it had to end! Can’t wait until next time.

My boyfriend and I absolutely loved this AirBNB and i was so sad to go. I absolutely want to come back, Tanya was a lovely host and so kind!! Her recommendations were great and we enjoyed the beaches in the DE area. She even brought us matches for a campfire! We loved the house so much, it was quaint and beautiful and we were surprised at how amazing it was for the price! Very worth it! On the last day, I was planning to ask Tanya if we could check out late, and she beat me to it offering to let us check out later. She also allowed for early check-in the first day of our trip. Overall, Tanya made our trip so amazing and was the most kind, flexible, host I've experienced. We will definitely be back!

Wonderful accommodations for a relaxing visit to a beautiful island!

A beautiful home in an amazing location. Loved the peaceful and friendly neighborhood and easy beach access. Natalie was super communicative and friendly. She shared clear instructions and great recommendations for things to do nearby.

From the very first contact with Adam, he was AMAZING. Very helpful, proactive, and engaging. I felt like I was messaging a friend. The condo was the absolute best! The pictures don’t do any justice to how clean, comfortable, and inviting the space is. Everything was immaculate from the moment we stepped into the front door and throughout. The air conditioning units in each room along with the washer and dryer made our stay that much more comfortable. The beach and boardwalk are 3 1/2 blocks away. Local restaurants are within walking distance and if you have a car, the entire Ocean City Md is yours to explore. The neighborhood is quiet, tucked away from all the hustle-and-bustle of busy beach areas, yet close enough for you to be in the mix within a 5-minute stroll. My family enjoyed every moment here, and are already seeking to plan our next trip to Ocean City at Adam’s condo. Thanks again, Adam.

We were short notice but the place was great. We enjoyed the relaxation time. Glenn & Susan are the perfect host. Fantastic community.

Great stay! Everything was great: clean, cute, well-stocked, private, quiet, lots of thoughtful details, nice looking, a good location for biking/walking into town and a responsive host. When I return to Milton, I will definitely check to see if this place is available.

We had a pleasant stay here for the weekend while we were visiting our kids during their summer camp break. It's a quiet neighborhood away from the beach chaos -- and a nice place for dog walking -- but it's still easy to get to pretty much anywhere.

Laura and Red’s place was wonderful! I stayed for two days and was sad to leave! I truly felt right at home. Everything was super clean, and the home was both spacious and cozy. The location is great for walking or biking into Rehoboth. I look forward to staying here again!

What a lovely place to stay; easy access to beaches and downtown Lewes and Rehoboth. I was just there one night, but happy and content with the apartment in every way. Accommodations were terrific and Patty was a terrific host.

As my review indicates, they were very responsive. Any issues I had were minimal, but I still mentioned them upon checkout, and the response was very kind and you can tell he wants guests to be comfortable and have everything that they need and the space be clean. Everything is decorated wonderfully. I would definitely stay again in this or one of his other properties

I had such a wonderful experience at this Airbnb! From the moment I walked in, I could tell how much care and attention went into the space. It was spotlessly clean, with everything neatly arranged and thoughtfully stocked. The homey touches made it feel warm and inviting. The neighborhood was incredibly peaceful and quiet. I wouldn’t hesitate to book again. Highly recommend to anyone looking for a clean, cozy, and tranquil place to unwind!

This was a great find! We had so much fun, the location was perfect, and the house was just as described. Benjamin responded quickly and was very helpful with check in/check out. I highly recommend this spot!

The place is awesome. Great views great location. Perfect get away we will be coming back for sure 👍

Brian was super responsive and responded immediately to all questions, willing to work through any issues. The place was great and in a fantastic location. I 100% recommend a stay here!

Selena was a wonderful host. She had everything that one can think of when staying at a 5 star hotel! Coffee, sugar and creamer, soaps and creams, extra blankets, cookware and crockpots and big beautiful towels. Her place was so comfortable and clean and neat. I will absolutely recommend this place to my friends and family back home. The beach passes are really also so great because one doesn’t have to search the streets to find parking. The Yacht Club has nice live music and it was a great stay!!! Thank you Selena.

My husband and I decided to go on a getaway last minute. We found Seth’s place and were able to book the unit for the days we had available. It was great and met all of our expectations. We have been to OC and Fenwick many times and knew this is where we wanted to stay. It did not disappoint and we hope to rent again in the near future.

Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Would definitely stay again. Wonderful place for our anniversary.

Great place right on the beach and close to everything, thanks!