Holiday rentals with outdoor seating in Maryland

Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

Our stay in North Beach was lovely! This was the perfect getaway for us, our 11-month old baby, and our dog. The house came equipped with all features as-advertised, including the hot tub, Peloton equipment, and coffee gear (all of which we used). Our dog loved the sunny lookouts, and our baby loved crawling and climbing the many stairs. (The house was extremely clean, and we had no qualms letting the baby crawl everywhere.) Kim and Scott were especially responsive; there was a brief issue the night we arrived, and they were right over to fix it in-person. We will definitely be back!

It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"

me and my wife stayed here with our 2pups willow and mazie. place was AMAZING for the dogs. fenced in back yard in and wrap around front porch that we ALL could enjoy neighbors were wonderful people and Dog lovers ❤️. James was a GREAT HOST. we actually got to meet him in person. I wish we could have spent more time talking. locationis KEY. run the dogs at fenwick beach then hop down downtown to plenty of restaurants and bars...we will definitely be back...thank you james

Great home best Air BNB we have stayed in. My family of five and our dog had a great time, plenty of room, partial sunset from the hot tub. Beautiful sunsets right up the road. The community has a beach area and piers for fishing crabbing etc... Lonnie was really great she got right back to us with any questions or needs. Annapolis, Naval Academy were really close, lots of great places to eat, marina's everywhere. DC and Baltimore are a 1/2 hour 45 minutes away. Everyone was very friendly being from NY it took a bit to get used to waving at strangers. Went in April the Hot Tub was awesome have to come back when the pool is open. Great place for a family vacation.

Amazing house, the host was even more amazing! Local recommendations, responsive. Will return to stay!

“Absolutely wonderful stay! The place was extremely spacious, spotless, stylish, and exactly as described. We certainly enjoyed the outdoor barnfire. The host was incredibly responsive and helpful throughout our stay, offering great local tips and making sure we had everything we needed. The location was perfect—close to everything yet peaceful and quiet at night. We felt completely at home and would definitely book again. Highly recommended!”

Our family had a great stay! We all loved the space, both indoors and out. And we loved experiencing multiple things to do in the surrounding area.

Great place to get away, cozy historic home with a beautiful rooftop patio. Lovely location to go out and explore, grab some food and drinks, or stay in with your favorite people and enjoy some fun in the sun. It would be nice to have on site parking, but a public park isn’t too far away to walk.

It's a much better place than what you see in the photos- I don't regret staying long-term-

Anne’s studio was beautifully curated. As an artist, I so appreciated the mirrored sculptures, high ceilings and the guitar! The way the studio was laid out felt simple, useful and with the needed items clearly presented. I appreciated a couple of yogurts in the fridge for me and some fruit. Anne was quickly responsive with a question and her instructions were very clear. I look forward to a return possibly, as I have close friends in the area. A great stay~

Gillian and Boe were great communicators and super friendly and helpful. Everything was easy! A great stay. For detail-minded visitors: the bed was VERY comfy. And the shower is not large (stall size) but awesome water pressure and heat - felt like a mini-spa in there, a real treat :) We came during peak of spring in DC and their yard was full of beautiful blooms - a delightful bonus.

The apartment was beautifully set up. it is in town and makes it so easy to walk to many of the different restaurants and sceneries. Terry was very friendly and helpful with any questions we had. We had a wonderful stay and look forward to returning.

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

The space was beautiful! The rooftop was my favorite, being able to read a book in the quiet. They always responded quickly and were so nice! They also saved a parking spot for us in the back which we didn’t end up using because parking was not an issue at all up front.

The apartment was just as described. Very close to public transportation. Would recommend

This was a great place to stay. It's on the north end of Ocean City, so we'll removed from a lot of the touristy stuff. Really great access to the beach that had lots of open space and absolutely no crowding. The place was well appointed and very comfortable.

This is the 3rd time we stayed with Kendra and it was a pleasure as usual. The location of the condo is great within walking distance to restaurants, mini-golf and the beach. It sits in a quiet neighborhood. The condo is well furnished and has all the comforts of home. Highly recommended!

Awesome place and great location for all OC activities!

Heather’s place is nice because it’s off the main area but within walking distance to the IC Boardwalk and restaurants. Also easy driving distance to other area attractions. Loved the balcony!

Great place! Location was ideal, easy walk to the beach, restaurants and stores. Would definitely go back!

Really have no complaints about Jen’s place!!! There is so much space, it’s very cozy and homie. TVs in every room. The deck is so cute to sit outside and play some games or eat breaker/dinner. You have two parking spots, access to the beach and many restaurants around you. The bus stop to take you to the boardwalk is not a far walk either so you have unlimited access to everything you need. This was my first time back to OC MD in a long time and Jen’s place was the right place. 10/10 and will hopefully be staying again soon 😁

Jodie has the most perfect Airbnb. It’s beautifully decorated, extremely clean and in a perfect location. She’s also very responsive and accommodating. I would definitely stay here again.

We love staying at Sunset Island. This is the first time in a condo and it was perfect!