Kid-friendly holiday rentals in Saint Leonard

Very roomy for a family vacation. Great location and covered porch was great for taking in views of river and enjoying summer breeze. Host was responsive and provided detailed instructions.

It was a great place to stay for a mini-family gathering! Shelly even provided a booklet with local restaurants and activities in the area.

This is a lovely and friendly home - which is no surprise as it matches my impression of the owners! My family created a spontaneous plan to visit this area and Terri & Bo accommodated us very graciously despite the short notice. Their home is lovely, well-equipped and designed for family fun. It is convenient to all the wonderful activities in the area, in particular the fossil hunting, which was the draw for our crew. Although we found fossil's on our own, Terri's information directed us to a guide who was extremely knowledgable and added a great deal to our experience. I would highly recommend this home for a getaway at any time of year. The area is well-known as a summer destination, but we visited over New Year's and loved exploring the beautiful beaches in the off-season.

My wife, 4 year old son and I enjoyed a week at John’s beautiful home on the Patuxent River. The house and property were perfect and the views were amazing every day. The house had everything we needed and we felt right at home. He was very responsive and helpful when we had questions. We look forward to staying here again in the summer!

My family had a wonderful stay at this BNB. Lots of space for everyone. Big rooms, really nice kitchen. It was very neat and clean. The neighborhood access to the beach was a plus. The neighborhood is very nice and convenient to the highway.

Chose this spot for our honeymoon and it was fantastic. You’ll love the views and infinite amenities but most of all, Evan is an incomparable host. I’d book with him again, no doubt. He’s clearly gone above and beyond to make sure guests feel at home (if your home is impeccably decorated and designed for ultimate comfort). He’s gone to great lengths to make sure his guests have a memorable experience and it’s appreciated!

SUCH wonderful friendly, and personable host!! We love Victor ;-). We (3 ladies) intentionally had a “relax our brain” peaceful weekend. There is so much to write. We enjoyed the peaceful, relaxing and comfortable stay. The decor is delightful; so welcoming! We loved the personal touches like the welcome note and fresh cut flowers. There were beautiful indoor real plants and amazing views from every angel! They also recommended local places to go. We enjoyed siping coffee in the sun room, giggling all night drinking wine and sunset views. Thank you for proving the best quiet place we could ask for. Our stay exceeded our expectations. We appreciate the details and your attentiveness!

The house was perfect. Clean, bright, modern and walkable to the shoreline. We can’t wait to go back!

It was a great and very calm place to stay!

We went to Southern Maryland to celebrate our 44th Wedding Anniversary as it was where we met back in high school. We were greeted at Tom & Michele’s place with a sweet chalkboard message, flowers and a nice little cake to help us feel special and celebrated. That was very kind. Their apartment is extremely clean and very comfortable. The backyard is absolutely beautiful and very relaxing. We didn’t need help with navigating the area as we grew up there so we spent most of our time visiting places from our youth. Tom & Michele reached out to us during our visit to make sure we were doing okay. We are quiet people and don’t require a lot of assistance so it was nice to be asked but we were good. For us it was nice to have a chance to spend quiet time alone together and Tom & Michele gave us that. Should we find ourselves back in Southern MD we would definitely stay there again. Thank you for a wonderful visit ♥️

My sister and I took a week trip to DC for a music festival. We absolutely loved being guests here! It’s a nice cozy apartment with everything you need. They provide the listed amenities and more, with amazing organization and labels! It’s a great spot to catch several bus routes and the nearest metro is a 12-15 min walk away. It was indeed the perfect spot to stay at if you plan to travel around the dmv area. Leo and Diana are very attentive to messages, responding quickly, and will check up on you! Thank you for being such amazing hosts, and if anyone is making a fun trip to DC for any occasion, I highly recommend to stay here!

We had an amazing stay at this Airbnb during the GFNY cycling event in Cambridge, MD. The property was spotless and located just about a mile from the event site, which made getting to and from the race incredibly easy. The quiet neighborhood and proximity to the water provided a peaceful and relaxing atmosphere—perfect for unwinding before and after the event. The two-bedroom unit was fully stocked with everything we needed, and the beds were extremely comfortable. Jason was incredibly accommodating, even allowing us a late check-out to fit our event schedule, which was a huge help. I would highly recommend this place to anyone visiting the area, whether for an event or just to enjoy a quiet getaway. We’ll definitely stay here again!

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!

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

We really enjoyed our stay at Sherril’s place. The location was peaceful and private but with easy access to the beach, boardwalk, shops, and great restaurants. The apartment was super clean and had everything we needed. Would highly recommend to anyone looking for a great introduction to the lovely town of North Beach.

Such a great stay and very convenient location! Directly around the corner from the Metro. Perfect for an overnight stay in the city. Very detailed instructions to make check-in/put a breeze. Will happily stay here again!

My daughter will be having a baby soon and have been looking for a place close by for when I visit. This is it!!! It is affordable, clean and decorated beautifully. So relaxing, usually I can't sleep well in hotels but slept well here.

Perfect location for exploring Annapolis attractions via walking including Naval Academy and downtown. A bonus for me, all areas were wheelchair accessible (except balcony). Very clean and well maintained! Bed was super comfy!

We had a wonderful stay at Lauren’s place and would highly recommend to anyone traveling to DC!

Benjamin was a very responsive host.

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!

Love this clean calm space-the balcony was wonderful. Mark was super responsive, checked in on us and we had everything we needed-especially in the kitchen. Great location for walking to restaurants and stores. Will definitely stay again!

Willie’s place is at a spectacular location with great access to buses/trains to both DC and the Pentagon area. Overall, a very safe neighborhood and the apartment is in great conditions. While you can hear upstairs people’s footsteps, it didn’t bother us much since the amenities and cookwares were very convenient and of great quality. Totally recommend for anyone looking to visit DC area :)

Great apartment! Sean’s apartment is very comfortable and tastefully decorated. It is completely quiet at night and the bed is good. There is a good vibe in the neighbourhood and the apartment is less than five minutes from a Green Line metro station that will take you directly to the best art museums in the city. Sean and his co-hosts are very helpful and responsive. I hope to come back to Washington one day and if that happens, I will definitely try to book Sean’s apartment again. Thank you Sean, Megan and Loren for all your helpfulness and a lovely stay!