
Kid-friendly vacation rentals in St. Mary's County
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Top-rated kid-friendly rentals in St. Mary's County
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Popular amenities for St. Mary's County kid-friendly rentals
Kid-friendly house rentals

Osprey's roost: Spring and summer 2025
We had such a wonderful stay at this home! I visited with my three young kids and there was never a dull moment—so many fun activities to do, both indoors and out. We loved having access to the kayak and canoe, which we used on both the ocean and the nearby lake. The location was peaceful and quiet, perfect for relaxing, and we had a blast fishing right off the dock. Inside, the house was cozy, spotless, and very comfortable. The beds were clean and comfy, and the kitchen was fully stocked with everything we needed—including spices and condiments, which made cooking easy. There were also tons of games to keep the kids entertained during downtime. The hosts were incredibly friendly, responsive, and proactively helpful, checking in by text and making sure we had everything we needed. I highly recommend this place and would absolutely come back!

Spacious Lakefront Cottage w/ Private Pier
Awesome place and looked like the pictures. Crabbing was easy and kayaks were a lot of fun. Don’t use the elevator

Waterfront FamilyFriendly Home Improved for 2023
Had a great time at Karen’s place. My kiddo loved the dock and my wife and I enjoyed kayaking and reading on the porch. Thanks for a nice stay Karen!

Family Friendly: Hot Tub, Grill, Pool & More!
Me and some friends stayed here and we all loved it. More than enough space and so much stuff/activities from movie nights to playing pool to hitting the hot tub and more to do in the house! We would definitely stay here again and the host was great.

Living on Island Time
Our day was absolutely wonderful. When we got there, Melissa and Michael were outside and they greeted us with their two dogs that our two-year-old loved so much and still is talking about. The inside of the house smelled so good and everything was so high-quality the kitchen was stocked with everything you needed from kitchenware to coffee creamer to coffee to tea to snacks. It was a great time! It was really nice to sit on the dock by the water where there was a wooden bench, and there were also some chairs out in the grass that we could sit in. 10 out of 10 recommend and would love to go back again. Also, great to be hosted by a fellow New Englander 😆

Garden Getaway
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!

Magical Bayfrnt Home, Pier, Beach, Fossils, trails
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.

River Front 3 bedroom home with pier and beach.
Our family traveled from South Carolina for a funeral in LaPlata MD (a short drive away from this home). Jane's property was just what we needed to accommodate our family of 6. The house was clean, comfortable and well equip with everything that was needed. The ping pong table in the garage provided much needed entertainment when we had down time. The views were absolutely beautiful and we can not wait to come back. While there we enjoyed crabs at Captain John's crab house a couple of miles away. I would totally recommend this home to anyone that is traveling for business, leisure or just a peaceful, quiet getaway. Thanks Jane for your hospitality and sharing your beautiful home with us.
Kid-friendly apartment rentals

Our Little Piece of Heaven
The space is incredibly comfortable, offering a private entrance. The view of the river is spectacular adding to the charm. Added details like coffee, snacks, and a local chocolatier’s treats made me feel at home! Hosts are wonderful! Thanks for an amazing stay!

Walk to famous Tiki Bar on Solomons Island!
Exactly what I wanted. A comfortable, cozy, quiet getaway, walkable to phenomenal scenery and restaurants. Loved it.

Stunning Sunsets on Breton Bay, Seaside apartment
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!

Relaxing Studio Apartment
Really enjoyed my stay. Very quiet and comfortable. Jessica goes the extra mile to make sure you’re taken care of. Will stay again!!

Historic St. Mary's City, MD
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.

Morning Light Apartment
Such a cozy place to stay with all of the necessary amenities. We had a wonderful weekend and would absolutely come back again!

Waterfront Solomons Apartment
We had a great stay. This place is tucked away and private, but also close to the action- plenty of restaurants, bars, and recreation. Park your car and walk everywhere. Don’t be afraid to bring your dog. This is a great spot for having adventures with your pup or for leaving them in the apartment for a bit. Space was clean and comfortable. Hosts were proactive and accommodating. We hope to come back.

Apartment/view of Rappahannock River Tappahannock
I had a lovely time during my stay. The home was neat, clean and located in the heart of town. Dayna was proactive and responsive. And I look forward to my next visit. Thank you again.
Destinations to explore
- Rentals with a fire pit St. Mary's County
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- Rentals with a hot tub St. Mary's County
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- House rentals St. Mary's County
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- Gerry Boyle Park
- Haven Beach
- Saint Jerome Beach
- Ragged Point Beach
- Langford Sand
- Piney Point Beach
- Guard Shore
- Lane Beach
- Chesapeake Beach Water Park
- Brownies Beach
- Oxford Beach
- Rose Haven Memorial Park
- Breezy Point Beach & Campground
- Cordreys Beach
- St George Island Beach
- Sandyland Beach
- Bayfront Beach
- North Beach Boardwalk/Beach
- Franklin Manor Community Private Park