Kid-friendly holiday rentals in Chesapeake Ranch Estates-Drum Point

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!

Perfect spot in Solomon's and our group could walk to everything. Great house and would definitely stay here again!

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.

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 served as a low key weekend retreat for us. We unplugged and enjoyed being in each other’s company. Being on the river, surrounded by trees and birdwatching was exactly what we needed. The kitchen was well appointed so we were able to enjoy family favorite activities (cooking together and playing board games).

We’ve stayed in several Airbnb’s and this one is our favorite! The house is absolutely beautiful inside. You really only need to bring clothes. Melissa has every toiletry and kitchen equipment available and then some! The beds are very comfortable. The pier and views are perfect! Highly recommend Island Time!!

We had a wonderful time at Katerina’s place. Everything went well from check-in to check-out. Gus and Katerina provided clear instructions and were responsive. The house was nicely decorated. The neighborhood was peaceful and friendly. Private access to local community beach was the cherry on the top.

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.

Stayed at Erin’s place for a night and wish it was longer! The room is steps away from the restaurant I met with my friends at. It is situated near all that Del Ray and the rest of Alexandria has to offer. In addition, the bed was quite comfortable and the suite itself is quite luxurious.

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!

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.

We spent a month in this apartment while waiting for our new home, and we couldn’t have asked for a better experience. From the moment we arrived, everything was perfect—the apartment was spotless, beautifully furnished, and had all the amenities we needed to feel right at home. It was spacious, comfortable, and an absolute pleasure to stay in. What truly made this experience exceptional was the hosts. They were beyond amazing—thoughtful, responsive, and genuinely committed to making sure we had everything we needed. When we had an issue with the refrigerator, they didn’t just fix it; they replaced it with a brand-new one within two days! Their kindness and efficiency made us feel incredibly valued as guests. Spending a full month here, we truly got to appreciate how well-maintained and well-equipped the apartment was. It was a perfect home away from home, and we are so grateful for the hospitality we received. We highly recommend this place to anyone looking for a fantastic stay!

We had a wonderful stay at Shawn's place. It is located in an absolutely beautiful area with a gorgeous view of the water. The place was beautifully decorated, and the bed was very comfortable. There were plenty of places to relax outside with a view of the water. We enjoyed taking the kayaks out and watching the sunset each night. Shawn was a lovely host and is a genuine person who wants you to have the best stay!

Exactly as pictured. The space was perfect for our family of three. Bed was very comfortable, lots of storage space, pull out couch for our little one. Close to the city it was an easy drive in and around the area. Laundry downstairs. Just a couple things to note as described there is no elevator, from the parking lot you go down steep stairs and the sidewalk to the building also has steps a little difficult to navigate with bags, suitcases and little ones, then you walk up to the 4th floor apartment. The windows do not blockout any noise, you will hear all outside noise.

Tarek's place was a fantastic location in the heart of Old Town Alexandria. It was a roomy apartment with very soft bed sheets that was perfect for our family of three (but could have easily fit more).

Brandon’s home was as beautiful as the pictures. We loved how easy it was to walk to everything in the town. The pool and rooftop patio were an added bonus. We enjoyed cooking in the large kitchen, and the house easily accommodated our group of 8. We will be back!

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!

Nice place to stay. Perfect location. Located in the heart of Old Town Alexandria with easy access to public transportation to downtown DC. I would stay there again.

About 10 min walk from King Street with tons of restaurants, coffee shops, etc. The place was clean. They use nice eco-friendly soaps, cleaners, air filter, which was a nice touch. It has shared walls, but I only heard people walking very occasionally and a dog barking once. So very quiet for shared walls. The bed is firm, FYI. Clean. Convenient. Definitely would stay again.

Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.

Great space in a perfect location in Old Town. Starbucks on the same block, Trader Joe’s quick walk, close to King Street and the water. Place matched pictures and I would love to stay there again when I’m in the area.