Vacation rentals with outdoor seating in Calvert County

Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

Great long weekend at Solomon’s! This home was perfect for our stay and the town is right outside the door! Great restaurants and very friendly area! Would 100% recommend.

Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!

We had no issues. The place was nice and clean. It’s a perfect central area between Baltimore and Washington DC.

thanks so much for the lovely stay. I thought it was so sweet they reached out to ask if it was okay to do some light decorations for christmas. I appreciate the consideration and loved them. when I arrived at the home one of the smoke detectors was chirping and I offered to replace it if they could tell me where some batteries were. bill came over right away and took care of the chirping detector. I really appreciate that.

House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again

My husband and I stayed a weekend to celebrate our anniversary. Beautiful view , amazing sunrise. Great restaurants near by. The home was very comfortable.

Perfect getaway to acclimate our new 4 legged family member to being away from home and hearing and seeing new sights and sounds. The fenced yard was great to give him some freedom and peace of mind for us. We loved being able to walk to the boardwalk and to restaurants in the evening.

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.

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!

This was a really important life goal trip of mine, even though it’s the DMV area. They were super kind and it felt like a beautiful tropical pocket in the middle of what some might call a concrete jungle. They were super responsive, flexible, and kind hearted. There is also some beautiful wildlife, animals, and nature blossoming everywhere in the spring. 10/10 would stay again!

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

Great place to stay! Fit exactly the description and felt very private as well.

Absolutely stunning time staying at Suzanne and Brett’s place. So close to great food and drinks and only a short 6-7 min from the downtown hotspot of Annapolis. I could simply not recommend this stay enough !

The House is as described. The host greats, welcomes and walks you to the house. Shows you everything in the house. The house is very clean. Kitchen fully equipped. Extra linen available, Toiletries are provided. The host is very responsive, and will ensure your stay is comfortable. The neighborhood is beautiful, peaceful, quiet, and walkable. The path to the house is well lite at night it looks beautiful . The host is very warm, and welcoming, I felt I was home away from home.

The entire unit was immaculate & super comfortable. Great location & easily walkable to restaurants, shopping & USNA. Ellen was a pleasure to deal with & always communicated on a timely basis. We had a fabulous stay!

House was great with space for everyone whether we gathered for a meal or game wanted to spread out. Super easy walk to the beach and boardwalk. GREAT coffee shop and a few gems of restaurants and shops-we were definitely there in off season and the town was not fully opened - lots of opportunity in the town and lots of places getting opened for the season! Would be a great place for a quick summer getaway

Our visit is always wonderful not only for the lovely setting and convenience of being in town, but for the gracious hospitality. Not only are Chris and Kate welcoming and attend to any needs, their staff at the Oxford Market are also marvelous folks. The cottage is a great fit for my elderly parents as it is all on one floor. The location is perfect as you can walk to many delightful places. My Dad enjoyed getting the newspaper and homemade muffins each morning. Just perfect! Thank you! Katie Dodds

Loved our stay at Marie’s condo. The place was clean, well-stocked and cute. Comfortable beds. Unbelievable view of the water and State House. A 10!

Would recommend for a group of 3-4 people! Beautiful location, and central to downtown but still far away enough that you can enjoy some quiet time and privacy. Excellent restaurants and so much to do/see. Would stay here again. It has everything you need for the night while you’re out and about during the day.

Our trip was nothing short of amazing! Our first time in DC and we couldn’t be more satisfied with our stay. George was an amazing helpful host. We even left a few items behind and he reached out to see if we would like them shipped! Absolutely would recommend his place to anyone! And will definitely be staying again for our next DC trip! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

A beautiful location with plenty of room for two couples. Nice balcony and panoramic view of the historical Annapolis waterfront and state capital. Fantastic restaurants and attractions within easy walking distance. Super parking too!!!

Great little place in Annapolis. Lots of restaurants and shops close by. Easy walk to USNA and the water also. David was a great host, quick to respond and very clear with information.