Vacation rentals with a patio in Queen Anne's County

We needed a quick overnight place to stay so we could attend a reunion and Chelsea was super quick with a response and flexible about our timing needs! The house was cute and clean, they were very friendly and the dogs are the cutest! Would stay here again next time I’m in Maryland ☺️

This place was really great! It looked like the pictures and was exactly as described. Where it excelled was going past that. The small details that we didn't expect. Kim really thought of everything and it felt like going to a friend's house that really pulled out all the stops. She set bikes out for us to use. There were beach chairs, a cooler backpack, picnic blanket all available for us to use. There was a snack basket for us. A gallon of water and water bottles in the fridge. The kitchen was fully stocked with anything we could ever need. The bathroom had extra toothbrushes and other things we may have forgotten. The area was very nice and the sunsets at the beach were beautiful!! If you read this far, stop, just book it already!

Our third stay, always perfect from location to cleanliness to responsiveness. We’ll keep coming back as we visit friends and family in Rock Hall!

Caitlin is the best host I've experienced when using airbnb. She was always proactive in reaching out and made us feel at home. She had snacks and drinks available which was very thoughtful. This is the perfect option for staying in the area and walkable to many restaurants. The basement apartment was clean and had everything needed.

What a gem! This beautifully renovated home, located in the heart of Chestertown, exceeded all our expectations. It was hands down the cleanest Airbnb I’ve ever stayed in—so spotless, I wondered if we were the first guests. The location couldn’t be better: right on the main street, walking distance to restaurants, shops, and with the farmers market just outside the front door. Evergrain Bread Company, a fantastic bakery, was right across the street. The home is adorable and the layout was perfect for my mother, who has mobility challenges. The beds were also incredibly comfortable. Katie was a wonderful host and left us thoughtful touches—wine, an amazing cheese tray, sodas, and snacks. I loved starting my mornings on the front porch with a cup of coffee. This was a last-minute getaway with my mom, and we loved it so much we’re already dreaming of our next visit. Highly recommend!

We enjoyed the amazing view. Lots of things to do. My kids loved it that they didn’t want to leave. Highly recommend and would definitely go back next time.

I can't say enough good things about this property and Dana. The apartment was pristine and adorably decorated with coastal decor. The bedding was beautiful and comfortable. The property itself is just stunning and beautiful, and Dana was incredibly responsive. She provided coffee, bottled water and local treats as well. Chef's kiss. I only wish we could have stayed longer! I hope we have a reason to come back in the future.

5 adults, 2 children under age 6 stayed at Courtney's home, which was just as described and pictured on the airbnb web page. Great location for our stay for wedding weekend; very comfortable furniture (sofas, chairs, beds; many amenities provided for guests; terrific well-stocked kitchen; very large screened-in porch w/ nice view of Chesapeake Bay and surroundings; spacious bedrooms; 4 full bathrooms; very clean when we arrived. I could go on .... Courtney is a very good communicator, and responded quickly to the few questions we really had. She is a great host and the house was terrific for our needs.

Beautiful location and the bikes, kayaks and fire pit all added fun and relaxation to our stay! Close enough to Chestertown to enjoy the farmers’ market and shopping and far enough out to be a peaceful retreat.

Probably the cleanest rental I have ever stayed in. Pleasant, helpful host... Great layout for multiple groups, especially if you have kids, given that the two living spaces are separate - we could do TV in one, read&music in the other, etc.. very, very comfy beds. Rock Hall was fun, as was the neighboring town of Chestertown.. multiple options for amazing live crabs, but our favorite was Clarks, about 15 minute drive away .. Try Flying Decoy (walking distance) for great burgers and pasta, Harbor Shack for okay food and a great, laidback vibe on the water.. The only thing I hesitated on was to do 4 or 5 stars for 'location', because you're over a mile from the little beach, which we enjoyed a few days during our stay... but given you can walk into town for ice cream, donuts and the main market and how reasonably priced the house considering how big and comfortable is, we thought 5 stars across the board was warranted. We look forward to visiting again in the future. THANK YOU GREG!

Holly and Nash's home was clean, beautiful, and very spacious for 3 couples. Complete renovation and all new furnishings inside. As listed, all 3 bedrooms are downstairs, along with 2 1/2 bathrooms. The beds (3 queens) were comfortable. The kitchen is gorgeous for meal prep. Kuerig and coffee pods, Nespresso and pods, salt, pepper, dish soap and some spices were provided. Bring anything else you need. Beautiful new grill on deck. Upstairs (using a tight, spiral staircase) housed more seating another TV, pool table, wet bar and another full bath--basically, an adult entertainment area. Beautiful neighborhood. Bridges Restaurant in Kent Narrows (12 min drive) had very good food and service. We visited the cute town of St. Michaels (49 min drive). Communication with Holly was excellent. She was super responsive and helpful, provided suggestions and went the extra mile. Great stay

The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)

The tree house was a beautiful and inviting location. John was very friendly, responsive and helpful during our stay. I look forward to visiting Rock Hall again and staying at John's Treehouse. Thank you John! ❤️

Incredible, serene home with thoughtful design and furnishings. Our family loved the house, which served as a great space to gather over meals, games and stories. The deck on two sides of the house, with great seating, provided a gentle welcome to the nature around with harbor views in the distance. As seasoned Eastern Shore folks, this was an introduction to Rock Hall, which we really enjoyed, especially the refuge. Thanks, Lauren, for your insightful planning and attentive care for the house and your guests.

How can I write a review for this cottage other than it is the most beautiful peaceful place. The kindness and caring that Robert & Donna have shown, has made me love it here more! Staying in a remote cottage at what times feels like the edge of the world, I feel safe. Sunrises are out of this world, sunsets are wonderful too! Wildlife abounds, a lovely dock to walk out on and sit on the dock of the bay, or river as it were. Eastern Neck Island close by, easy to jump in your car, take in a sunset, go check out swans, or venture to a butterfly garden. You may even get a boat ride from Robert! They few times I have "broke the cottage", they have come to my rescue promptly. You could not ask for a more wonderful place with more wonderful hosts, and you will sleep really well! Beautiful place with everything and more your heart could desire! I hate to leave this place, but whenever anyone I know needs a lovely place to stay I will recommend it. Who knows, I will return!