Holiday rentals with a pool in Assateague Island

Our family has a beach house in Ocean Pines, and we are looking to purchase our own in the coming years. We have stayed in all parts of ocean Pines and love it so much, we came across this house a couple months ago and I’m so glad we did! We spend most of the summer in Ocean Pines had different rentals and will definitely be coming back specifically to this one!! it’s perfect for our small family and pet friendly! The house was small but spacious, quiet and tranquil. 10/10 highly recommend!

My family visits Ocean Pines every year. This was one of our favorite houses. The house has an open floor plan, is bright and spacious. We found the house to be very clean and have everything we needed. Access to the beach at ocean pines was a 12 min drive and parking pass was included with stay! Thank you, we had a great vacation!

Staying at this Airbnb was such a wonderful experience for our family. The place was spotlessly clean and thoughtfully stocked with everything we could possibly need. It truly felt more like an extension of our home than a rental. Our 2- and 4-year-olds felt completely at ease and absolutely loved the space, which made the whole trip even more special and stress-free for us. The host was incredibly kind, caring, and responsive, going above and beyond to accommodate every request with genuine warmth. The location was also perfect, the short walk to the beach made it the ideal spot for our family with kids. We truly didn’t want to leave!

We had an awesome experience! The location was perfect, especially with the softball fields in Salisbury being so close by. The house was super clean and comfortable, with tons of space for our three families. The game room and movie room were great, and the backyard was a blast with the in-ground pool, hot tub, grilling station, and fire pit. It was also perfect for the kids! The host was really responsive and helpful. And to top it all off, we brought home the gold! If we come back to Salisbury for another tournament and it's available, we'd definitely stay here again. Highly recommended!

This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

We had an absolutely amazing stay! The location was very convenient to the beach, great local restaurants and shops. The house itself was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing vacation. We traveled with young kids and they felt very comfortable in this home. Ron, our host, was incredibly responsive and thoughtful, providing clear check-in instructions and great local recommendations. It’s clear he really cares about creating a welcoming and enjoyable experience. If you're looking for a peaceful and memorable vacation home, this is the place. We can’t wait to come back!

This was our second stay at Tortuga Cottage. As spacious and clean for my husband, me, and our two young boys plus our Labrador retriever as we remembered it from 2 years ago. It is nestled in a friendly, shaded neighborhood that felt safe and welcoming to walk our dog around and explore the local restaurants, trails, and stores. Only 15 minutes from the beach with accessible parking and locker rooms. Kristy was great at communicating before, during, and leading up to departing from our stay. If you’re on the fence about booking this place, just do it! You’ll be overjoyed that you did.

Sarah’s place is AMAZING! Sarah went above and beyond being they didn’t have time with the weather to set up the new pool but went and dropped off a sprinkler and water hose for my daughter to use even though the weather never quite cooperated for us to use! Sarah was very responsive and helpful with anything we needed as well as gave great recommendations for local things! We will definitely be returning & staying here!

Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.

Definitely will book again. Super clean! Locations is great. In walking distance to the beach. Walking distance to Fagers, awesome place for food and drinks. Short driving distance to miniature golf, bowling and other restaurants. Communication was excellent with Suzy and Jerry. We enjoyed the warm welcome.

Shiri's place was perfect. My wife and I have both frequented OC since we were kids, and we both agreed that this was the nicest place we have ever stayed. Far enough from the boardwalk to be peaceful, close enough to travel to the boardwalk if we wanted. The condo was clean, there is a washer and dryer in the unit which is a plus, and a tv in both the living room and bedroom, which is something we always look for. There is plenty to do in the area! Unfortunately, it rained during our whole stay, but you have beach access just outside of the building! We are excited to stay at Shiri's place again (hopefully when it's not raining 😂) and spend some time on the beach! We sat on the balcony every morning and night and it was so peaceful. Shiri was always very helpful and kind - she is such a wonderful host!

We had a great stay! The condo was well maintained and exactly as described. The view was beautiful and we loved being right on the beach! The pool very large and clean. The hosts were proactive, highly responsive, and allowed us to check in early. We also found the other condo guests to be very nice. We would love to revisit in the future!

A mini vacation should be free of headaches and life's hustle, Although, That was not the case at the condo. The place was not cleaned properly, However this is the cleaners not Adam. When something is presented at a certain level, it should be truthful

Wonderful experience! The home was clean and spacious, and the host was responsive and accommodating. Would love to stay again. Highly recommend!

I had a peaceful, relaxing time and enjoyed the ocean view and the sound of the waves. Lisa was extremely communicative and made sure I had everything I needed for a great stay.

We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)