Kid-friendly vacation rentals in Saint Leonard

This place truly was charming! It was a peaceful home and just as described in the listing. Great value and plenty of space for our family of 3. We came because we wanted something close to Blackwater National Wildlife Refuge and it was the perfect, close location! Also not far from the little downtown for a nice dinner out at RAR brewing over the weekend, and Rebecca was helpful in suggesting good local spots to check out. Rebecca was a great host, providing clear instructions & communications before, during & after our stay. Her family home felt cozy & inviting, and she was great with all the little details that made the house feel special! We would recommend this place & would stay here again if we're in the area!

What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!

My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

Michelle’s place had everything we needed! The kitchen and bathrooms were well stocked, the living room and dining space were both really nice to use, and we loved the backyard area and hot tub! It was also a very close walk to the water and downtown area! We would definitely recommend:)

The River House was phenomenal, a beautifully furnished place with large riverfront lawn and private boat launch. Exceptionally clean and well-stocked with everything you could think of for a comfy stay (fluffy towels, extra paper products, cleaning supplies, blankets, tons of pillows). Kitchen is as beautiful as the photos, and amply stocked with everything from ziplocs to pyrex to measuring cups and baking tools. The kayaks and canoe were easy to access and use. Easy place to paddle in a calm and quiet tributary. Highly recommend Lindy’s seafood a mile away. Host has compiled a guidebook with lots of local business recs and info. You will not be disappointed with a stay at this awesome retreat.

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!

TL;DR: this was easily one of our favorite Airbnb experiences. We absolutely cannot wait to come back. We spent a week at Evan's cottage for my wife's birthday. Our party included 5 adults, 2 small pups, and an infant and there was more than enough room for all of us to stay comfortably. Evan was an incredible host- promptly responsed to all of our inquires, and regularly checked in to make sure if we needed anything. The house itself. Hot damn. It is stunning. The landscaping envelopes you in lush greens and blooming flowers, the view overlooking the Chesapeake is amazing, and the house is filled with every amenity you could imagine. (Huge shoutout to all the baby gear - as new parents, this was a lifesaver). The beds we're cozy, the kitchen was *stocked*, and the interior design was ::chef's kiss:: While the immediate area (10ish min drive) has everything covered for basics, you're only a quick trip into Annapolis to get anything else you may need for your trip.

Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

This is a great place to stay and tour the DC Metro area - provided you have a car. Most days it would take us 30 minutes to get to and from DC though if we hit rush-hour, it was as long as an hour. The space is tidy and great. My kids love the pool, though it was a little cold for me-they swam there every night. Jennifer is great to communicate if you have any needs she gets stuff done right away. Note that there is only one bathroom, which can be a pain if you have a full house of six people. The washer and dryer are small so it will take you longer if you’re used to a full size. She had all the cooking methods and appliances available. The theater room has Netflix and Amazon prime ready for you to watch a show. There is even a popcorn maker. We did not use the gym, but it was nice - comparable to a small hotel gym. Property is in the owner’s basement, so there is some sound from upstairs as identified in the listing. Host stays out of your way but is there if you need anything.

I would 100% come back! I sent my mom the link to the Airbnb before we even pulled out of the driveway. Tom and Michele’s place was so quaint and peaceful. Their backyard is GORGEOUS!! I don’t know how they don’t stay out there all the time!! We used to live in the area, so we knew of the local restaurants and bars in Solomons. If you’ve never been, there are a lot of great spots within 10 minutes!

This was a great find! Would 100% recommend this location for future guests. They had little snacks in the cupboard and bottled water nice and cold in the fridge. Great communication from the hosts!

An ideal place for a couple (and in our case a dog) looking for a peaceful, relaxing weekend in a beautiful and convenient location.

Perfect location for a few days in Washington DC. Space is relatively large, and equipped with every comfort (including a washing machine and a dryer!!!). Located in an eclectic neighborhood, about 7 minutes to the nearest subway station. A tip to also use one of the shared bikes or scooters nearby to explore the neighborhood. This way, you can really feel how the neighborhood works!

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!

We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

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.

Ellen’s condo was absolutely perfect for Commissioning Week. The location couldn’t have been better—within walking distance to fantastic restaurants, the Naval Academy, and Graduation at the Navy-Marine Corps Memorial Stadium. The coffee shop downstairs was a delightful bonus, and the underground parking was a major perk. Ellen provided clear and detailed instructions about the condo and guest expectations, making everything easy to understand and stress-free. The condo itself is beautifully and tastefully furnished, with all the essentials thoughtfully provided. The in-unit washer and dryer were a huge convenience. The bathroom was spacious and well-appointed, complete with shampoo, conditioner, and body wash. What I appreciated most was how quiet and peaceful the condo was—it offered a true retreat. The private patio was perfect for enjoying a morning coffee or an afternoon cocktail. I would absolutely stay here again.

Oxford is my favorite place to visit on the Eastern shore and I love staying in this little place near the town park. it's so peaceful and close to everything. I love connecting with the locals I've met on my travels. I look forward to returning!

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!

My friends and I had an amazing stay at George’s place. The location was perfect, we weren’t far at all from the attractions we wanted to see. The unit was very spacious, beautifully decorated, and very clean. My favorite area was the patio and my friends enjoyed the shower with the jets after a long day of traveling. I would definitely stay again and recommend highly to anyone visiting DC.

Great place to stay. Close to cafes, restaurants, the metro. Ida’s instructions were great and the accommodation was exactly as described. We loved the accommodation and the neighbourhood and would choose to stay here again.

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!

My husband and I came for the Nationals vs Cubs series and the location couldn’t have been better! The house was spotlessly clean, well-maintained, and exactly as described in the listing. Israel was incredibly responsive and helpful, always quick to answer any questions and made check in and check out smooth and hassle free! You can really tell he cares about his guests’ experience. Highly recommend this place for anyone looking for a comfortable and conveniently located stay!

We had a terrific experience. We were familiar with the area as we lived in Old Town a few years ago so the location was easy for us. If you are unfamiliar with the locations I can tell you it is easily walkable to King Street and many other amenities are nearby. Amanda is a great host - the apartment was perfect for the 2 of us to stay, it was immaculate and was everything she described. Amanda is very responsive, friendly and her directions for accessing the apartment were very clear. We would definitely stay again on a future visit.