Kid-friendly vacation rentals in St. Mary's County

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Popular amenities for St. Mary's County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A wooden dock extends into calm waters, supported by several vertical posts, with seating areas visible along its length. An osprey perches on one of the posts, overlooking the serene river and distant shoreline, under a clear blue sky.
Home in Hague
4.97 out of 5 average rating, 159 reviews

Osprey's roost: Spring and summer 2025

EllaRating, 5 stars1 week ago
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!
Superhost
Home in Lusby
4.87 out of 5 average rating, 45 reviews

Spacious Lakefront Cottage w/ Private Pier

KyleRating, 5 stars2 weeks ago
Awesome place and looked like the pictures. Crabbing was easy and kayaks were a lot of fun. Don’t use the elevator
Top guest favorite
A tranquil waterside view is captured at sunset, showcasing vibrant colors reflecting on the calm water. A private dock extends into the water, with boats gently bobbing alongside. Lush trees frame the scene, enhancing the serene atmosphere.
Home in Reedville
4.95 out of 5 average rating, 237 reviews

Waterfront FamilyFriendly Home Improved for 2023

FrankieRating, 5 stars1 week ago
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!
Superhost
A stately brick building is set amidst lush greenery, featuring a symmetrical façade with large windows and a striking red front door. Well-maintained lawn and trees frame the property, enhancing its welcoming presence.
Home in Port Republic
4.75 out of 5 average rating, 20 reviews

Family Friendly: Hot Tub, Grill, Pool & More!

JosueRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Piney Point
5 out of 5 average rating, 105 reviews

Living on Island Time

CamRating, 5 stars2 days ago
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 😆
Guest favorite
A spacious parking area is visible in front of a single-story house, surrounded by large trees. The building features a welcoming porch and two garage doors. An expansive blue sky complements the serene outdoor setting.
Home in Leonardtown
4.87 out of 5 average rating, 15 reviews

Garden Getaway

LindsayRating, 5 stars1 month ago
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!
Guest favorite
A cozy seating area is framed by large picture windows, offering expansive views of the bay and a colorful sunset. Soft, patterned cushions add comfort to the green sofas, while a warm light fixture hangs above, enhancing the inviting ambiance.
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
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.
Guest favorite
A welcoming entryway features a white door with large side windows, allowing natural light to enter. A coat rack stands beside the door, equipped with hangers and a few accessories. A framed picture adorns the wall, contributing to the home's inviting ambiance.
Home in Cobb Island
4.98 out of 5 average rating, 45 reviews

River Front 3 bedroom home with pier and beach.

JenniferRating, 5 stars5 months ago
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

Top guest favorite
A serene sunset over the Patuxent River, with warm hues reflecting on the water. Boats are anchored near a private pier, and a bridge spans the horizon. Fencing and grassy areas frame the scene, adding to the tranquil coastal atmosphere.
Apartment in California
4.92 out of 5 average rating, 211 reviews

Our Little Piece of Heaven

DeniseRating, 5 stars3 days ago
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!
Top guest favorite
A light-filled entryway features two comfortable armchairs beside a small round table adorned with a flower vase. Natural light filters through the large windows, revealing a view of blooming pink flowers outside. The space is complemented by a stylish door with a modern light fixture.
Apartment in Solomons
4.99 out of 5 average rating, 285 reviews

Walk to famous Tiki Bar on Solomons Island!

MikeRating, 5 stars1 week ago
Exactly what I wanted. A comfortable, cozy, quiet getaway, walkable to phenomenal scenery and restaurants. Loved it.
Top guest favorite
A cozy efficiency apartment features a king-sized bed and a full couch and love seat. A light-colored coffee table sits in the center, while vibrant coastal-themed decor adorns the space. Natural light streams in through the window, complementing the blue accent wall.
Apartment in Leonardtown
4.98 out of 5 average rating, 134 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

KyleRating, 5 stars1 week ago
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!
Superhost
A welcoming studio apartment features a comfortable armchair beside a table and chairs, perfect for dining. Light pours through a large window, illuminating the space. A TV is mounted on the wall, and a coffee station is visible on the side table.
Apartment in California
5 out of 5 average rating, 4 reviews

Relaxing Studio Apartment

ChristopherRating, 5 stars2 weeks ago
Really enjoyed my stay. Very quiet and comfortable. Jessica goes the extra mile to make sure you’re taken care of. Will stay again!!
Top guest favorite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars1 day ago
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.
Guest favorite
A cozy sleeping area features a black metal bed frame with a gray quilt and decorative pillows in shades of blue. A bedside lamp stands beside the bed, and a square mirror is mounted on the wall. Light gray walls create a calm atmosphere.
Apartment in Lusby
4.92 out of 5 average rating, 131 reviews

Morning Light Apartment

MaggieRating, 5 stars2 weeks ago
Such a cozy place to stay with all of the necessary amenities. We had a wonderful weekend and would absolutely come back again!
Superhost
A comfortable seating area features a gray couch with two decorative pillows, positioned by a wooden coffee table. A small candle sits on the table, and a patterned wall art is displayed above. A stylish barrel complements the modern design, with a refrigerator visible in the background.
Apartment in Solomons
4.7 out of 5 average rating, 30 reviews

Waterfront Solomons Apartment

WilliamRating, 5 stars1 week ago
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.
Superhost
A welcoming living area is highlighted by hardwood floors and a cozy area rug. A comfortable sofa is paired with a decorative armchair and a stylish coffee table. Vibrant wall art and a tall mirror enhance the space's charm, while soft lighting creates a warm ambiance.
Apartment in Tappahannock
4.85 out of 5 average rating, 27 reviews

Apartment/view of Rappahannock River Tappahannock

Drew M.Rating, 5 stars6 months ago
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.

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