Pet-friendly vacation rentals 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!

this was the second time we have stayed and it was just as nice as the first time. we love the house and ms Brenda is a great host.10 out of 10 recommend

Our second awesome stay at Dana’s house. Spotless home, the best yard with deck, quiet location, and great hosts. I especially want to thank Joseph with my text at 5 am as I was not working the mini splits correctly. His immediate response was awesome. Thanks again! Tom and MJ

Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.

we came in a couple hours early from long island they let us pay a fee to get in early. very clean place was better then the pictures quiet area

Once again, our family had an awesome stay in this beautiful home. Definitely will be back..

Our second stay here in Chincoteague at this location and we plan on continuing the tradition next year. We had a great time and the place was exactly as described.

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.

Amazing place! Me and my friends stayed here for senior week and absolutely loved it. The place was spotless, clean, and beautiful. We loved that we could walk to the beach, the bus stop was so close. And of course the Starbucks and quiet storm being so close was so fun. Nadiia was very nice and communicated great! I 100% recommend you stay here for a peaceful and lovely vacation!! Literal hidden gem!

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.

We love Liz’s place so much this is our third visit. Very clean, great location, and an unbeatable price for a beach town in the summer. 1000/10 recommend!

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!

As my first time experiencing an AirBNB rental, Stephanie & Enrique have set the bar high. Their home was perfect for our family of 5. Stephanie gave great recommendations to keep us busy during our stay whether it was for indoor activities if the weather was bad & plenty of outdoor activities when the weather was nice. We wish had stayed more days to try out everything she recommended. My family felt comfortable in their home & that was most important to me having 3 small children.

Great for a few days getaway! Comfortable and cozy!

Just spent Thanksgiving weekend at the Bugaboo. What a delightful house. I arrived late Wednesday night and quickly discovered there was no running water. With Thanksgiving being the next day, I assumed nothing could be done until Friday. However, much to my surprise, Rita and Elaine were right on it, knocking on the door early Thursday morning to let me know that water would be restored within hours. And it was! I was so impressed with the quick response and handling of the situation. Before checking out on Sunday, Elaine again visited and told me I didn’t have to rush to be out of the house at checkout time because no one was coming in that day. Again, pleasantly surprised and appreciative. The icing on the cake was that the host reimbursed me for one night’s stay because of the water situation even though I didn’t ask for it or expect it. I definitely plan to rent Bugaboo again. It’s clean, has nice furniture, a most comfortable bed, a great kitchen and a great location!

Linda was so friendly and responsive to all my questions. Her place is absolutely beautiful, clean, close to the beach and shopping outlets. It felt like home away from home. She thought about every need for her guests, even having bike available! This was my first time booking an Airbnb and the experience will absolutely make me a returning customer.

Such a beautiful home! It also was very cozy and peaceful. The beach and pier is a nice walk away and the hot tub was perfect for relaxing. Host was very friendly and responsive if we needed anything. I will most definitely be staying here again!

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.

I loved it, very comfortable, nice beach and organized, I recommend it

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.

This place was as described. Very peaceful get away for my family and totally worth the price we paid. Teresa was quick to respond and recommended some place to eat. We will be back to experience the fall weather.

Perfect Beach Getaway! We had an amazing stay at this condo! It was incredibly clean and spacious, with plenty of room for our family to relax. The views were stunning, and we loved being just a short walk from the beach and boardwalk—super convenient, especially with kids. The space is definitely kid-friendly, and the overall vibe was comfortable and welcoming. On top of it all, the host was extremely responsive and friendly, making the entire experience smooth and stress-free. Highly recommend for anyone visiting Ocean City!

We had a lovely stay at Zina’s. My husband and I were looking for an affordable and dog-friendly place while in town to spectate a friend in the Ironman race in Cambridge, and this spot was perfect. Although we didn’t spend much time at the apartment beyond sleeping and showering, both were comfortable. The space was cozy, clean, and a great home base for our trip!

We loved staying at Jazmin’s place near Assateague! We were there for a family reunion with our 3 dogs and it was delightful. The house was well appointed. Our dogs loved the yard too — which was a big plus that it was fenced! It was so nice to have our own place away from the hustle and bustle of our family to just relax and recharge! Thank you Jazmin!