Kid-friendly holiday rentals in Calvert County

A great stay at a relaxing quiet beach town! Walking distance to the boardwalk and local trails, while still feeling private and safe.

It was a great stay and a perfect location for our quick family back east. It was very comfortable, clean and a the right size for our family of 4. It was nice to have our own place to stay and not to far from our family. We didn’t spend much time in the town but it looked cute with shops, cafes and restaurants. We had great communication with Maria, she was very quick to respond. Thanks for a great and comfortable stay!!

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!

Erik is an excellent host. The pictures don’t do this place justice. Highly recommended and we will stay again.

This was our second year in a row visiting Julya’s place! Our family loved it so much last year we booked as soon as we could for this season. The house was just as beautiful as we remembered, the kids even said it felt like home the second day. All the thoughtful things included are so nice (blackout shades for the kids, all the kids kitchen stuff, extras for all usable items, beach items). And we love the location! Easy to get to activities, we very much enjoyed the marine museum, the Imaginarium, fishing on the shea-d-lady, and sailing with Sail Solomons. Island Hideway was huge hit with the whole family for dinner. The house is an easy walk to the beach and the view is so cool, feels like a beach treehouse. Will hopefully be back again next year (if not at the end of this season!) 😁 Thank you Julya!!

This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

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.

Dale is an incredibly proactive and helpful host. He checked in with us several times to ensure we had everything we need and went out of his way to meet us on our schedule to check in and show us around. This is a great spot to relax and look at the ocean or an easy commute to Solomon's Island and all its amenities. You also get access to the community's private beach, which is beautiful and a real asset!

Had a great stay at Marsha’s places 0 complaints. Very friendly she made sure I had everything I needed and made sure to check up on me. Most friendly and caring host I have experienced on airbnb. Would stay again and recommend for others.

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!

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

This is a beautiful waterfront property located close to everything that Lexington Park had to offer. The host has organized the apartment very neatly with lots of useful information and entertainment. We enjoyed our stay and look forward to visiting again

Great and convenient stay for our beach weekend! The apartment was comfortable and clean, with a beach within walking distance. Also easy drives to antiques stores and Flag Pond for shark tooth hunting. Hosts were great and let us stay longer at check out due to a surprise flat tire!

This is our second time staying at this cozy and tranquil retreat—and it won’t be our last. We first came here six months ago for a quiet getaway from the kids, and we liked it so much we knew we’d be back. This time was just as wonderful. The place is spotless, peaceful, and incredibly relaxing. The view of the bay is absolutely stunning—calm, quiet, and the perfect backdrop for unwinding. The hosts are warm and welcoming, and the space has everything you need for a comfortable and refreshing stay. If you’re looking for a serene escape with beautiful scenery and thoughtful touches, this is the place. We’re already planning our next visit.

I really enjoy staying here at nice view. very peaceful and close to work. has everything I need and very comfortable bed. always responsive when I had a question. would definitely stay here again.

Sherril’s Bayside Oasis is an absolutely beautiful studio apt!!! It was spotless, comfy, and uniquely decorated. The location is convenient to the beach and within walking distance to plenty of shops and great restaurants and bars. Everything was smooth from check-in to departure. We had a wonderful stay and will most definitely check the availability of this rental when we visit North Beach again.

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.

We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

Exactly as advertised. Quiet and convenient.

We had a great time once again staying here. It is just steps from the main gate of USNA and the downtown activities and restaurants. Caite was also responsive and very flexible with us and our needs.

One of the best Airbnb experiences I’ve had. Such a great place! My host Kristen was fantastic . She was very communicative and helpful and friendly . Check in was effortless. The location is great and near plenty of walkable restaurants and shopping . The Airbnb itself is an amazing throwback to cassette tapes and Go-Go. Thoughtful touches and cozy. Plenty of amenities . Everything about this staycation was great. A real home away from home.

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!

My friend and I had a wonderful stay at Joe’s Airbnb when we came into town for Project Glow! The place was exactly as it was shown in the listing, super easy to access, and had lots of great amenities that made our trip very comfy. We made full use of the kitchen, which included a coffee maker, water boiler, and a nice assortment of teas, and the place also had a washer/dryer and nice shower. The place was absolutely spotless when we arrived and had plenty of space for the two of us. It’s a quick rideshare to the downtown area; the surrounding area isn’t the nicest, but the Airbnb was in a quiet area and we felt safe during our time there. Joe was also super responsive and helpful during our stay. Overall, would definitely stay again if in the area!

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.