Kid-friendly vacation rentals in St. Mary&#x27;s County

4.92 out of 5 average rating, 215 reviews

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

Our Little Piece of Heaven

Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Tiny home in Saint Inigoes

The sun is seen shining through the branches of a tree, casting rays of light over a calm river. The water reflects the sunlight, creating a sparkling effect. A wooden pier extends into the water, surrounded by lush greenery.

4.98 out of 5 average rating, 348 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 50 lb. weight limit total, can be split up between 2 small dogs or 1 at 50lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

4.96 out of 5 average rating, 190 reviews

A charming cottage sits at the water's edge, surrounded by lush greenery. A wooden staircase leads down from an elevated deck to the sandy beach. Two blue chairs are positioned on the deck, inviting relaxation as the sun sets in the background.

Cottage in Leonardtown

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Apartment in Lexington Park

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.

4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Apartment in Lexington Park

An open living space features a vibrant wall art piece and comfortable seating, including a recliner and a sofa. A dining area with four chairs is visible, along with a well-equipped kitchen. Light-colored cabinetry complements the neutral tile flooring, creating a welcoming environment.

4.97 out of 5 average rating, 130 reviews

Serene setting great location surrounded by woods

The one-bedroom apartment will sleep 2 adults and 1 child under 18. In a serene setting with woods, a fish pond, and a comfortable patio. Separate code lock entrance. Well-equipped kitchen. Free WiFi, two TVs with Netflix and Amazon Prime. There is also a cedar sauna. Parking is on the property. Apartment situated near shops, restaurants, St. Mary's College and the Patuxent River Naval Air Station. 15 minutes from Chesapeake Bay, 1 hour to DC beltway. French and German also spoken.

5 out of 5 average rating, 108 reviews

A single-story house is shown with blue siding and white trim, featuring a prominent brick chimney and a welcoming pink door. Large windows provide ample natural light. A grassy area surrounds the home, with trees adding greenery in the background.

Home in Piney Point

Living on Island Time

Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

5 out of 5 average rating, 117 reviews

A bright sun porch features a round glass dining table surrounded by four light-colored chairs. Large windows provide views of the waterfront, allowing natural light to fill the space. A cozy seating area is visible in the background, offering a serene atmosphere.

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.98 out of 5 average rating, 135 reviews

Two adirondack chairs and a small table are positioned on a grassy area overlooking Breton Bay. A vibrant sunset casts warm colors across the sky, reflecting on the calm water. The pier is visible in the distance, enhancing the serene scenery.

Apartment in Leonardtown

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

4.93 out of 5 average rating, 159 reviews

A view from the property shows a grassy area leading to the water. A screened porch is visible, providing a tranquil space. The river reflects the blue sky and fluffy clouds, with trees lining the opposite bank. A wooden dock extends into the water.

Guesthouse in Bushwood

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

4.9 out of 5 average rating, 132 reviews

Aerial view of a spacious house surrounded by lush greenery, with a private pier extending into the water. The house features a large, wrap-around porch and several trees dotting the landscape, creating a natural and serene setting by the water.

Home in Scotland

Spacious Gorgeous Waterfront Home with Sunset View

Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous newly remodeled house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, or paddle boarding. Amazing beaches at Point Lookout State Park, just a few minutes away. High speed internet, WiFi, and cable.

Apartment in Lexington Park

A serene view of the St. Mary's River is framed by a white awning. Calm waters reflect the clear blue sky and a single sailboat is visible in the distance. Lush greenery lines the far shore, enhancing the peaceful atmosphere.

5 out of 5 average rating, 383 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

4.97 out of 5 average rating, 235 reviews

A welcoming cottage exterior features a covered porch with seating, light fixtures, and colorful plantings. A walkway made of stone leads to the entrance, and the surrounding landscape is highlighted by well-maintained grass and nearby neighboring homes.

Cottage in California

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

4.91 out of 5 average rating, 11 reviews

An aerial view of a riverside community showcases the property alongside the water, with docks extending into the river. A spacious yard is visible, featuring outdoor seating arrangements and lush greenery.

Home in Hague

Riverside Dreams -golfcart-screened porch-views

Tony Rating, 5 stars2 weeks ago

cute little place. definitely will be coming back

5 out of 5 average rating, 110 reviews

A scenic view of a sunset over the water, with a silhouette of a person kayaking. Adjacent, a cozy seating area is set up around a fire pit, surrounded by trees. In the foreground, a table with wine and glasses is shaded by a red umbrella, beside a hot tub.

Home in Dameron

Peace Point - Waterfront, Secluded, Home w/hot tub

MichelleRating, 5 stars2 weeks ago

We visited Southern Maryland for a family wedding. The property is beautiful and peaceful. Beds are comfy, house comfy, and they thought of the little things like : a full sized ironing board & Iron, beach towels, good soaps, and all you need for s’mores!Their welcome handbook was very detailed. Our only regret was that we could not spend more time on the property itself (because of family events). Would have loved to use the kayaks and the fire pit. My brother did use hot tub. Great stay! Highly recommend

4.92 out of 5 average rating, 207 reviews

A private beach area is depicted with soft, sandy ground, featuring two beach chairs under a blue umbrella. Calm waters extend to the horizon, complemented by a wooden dock and a distant view of the opposite shore under a clear, blue sky.

Home in Montross

The Glebe

KateRating, 5 stars1 month ago

A great stay on the river. The kitchen was well equipped and the rest of the house was comfortable. The screened in porch and access to the dock/beach/river was our favorite part. Our dogs were in HEAVEN. The location is rather remote, so recommend bringing any food you'll want as there are no close stores or restaurants.

4.9 out of 5 average rating, 21 reviews

A spacious outdoor deck features a relaxing hot tub, surrounded by a wooden railing. The backdrop includes a large, open lawn leading to the water's edge, with benches positioned for enjoying the view. Trees provide a natural border, enhancing the peaceful atmosphere.

Home in Montross

Potomac River Getaway

SkyRating, 5 stars5 days ago

Had a great weekend in the Northern Neck here! We watched a pod of dolphins and stingrays from the backyard, enjoyed easy access to nearby parks, and had a great time cooking in the kitchen. This is seemingly a very recently renovated house, and all the towels, sheets, beds, etc. seemed brand new as well. It was super clean, super comfy, and the hosts were very responsive! I liked that the property was surrounded on one side by forest as well—it was nice and quiet and secluded. Finally, they have a super cute collection of board games disguised as old timey books. I'd definitely stay here again!

4.95 out of 5 average rating, 19 reviews

A welcoming exterior view of a renovated bungalow showcases a spacious stone patio with a circular fire pit. The house features multiple large windows and a central entry door. A wreath adorns the door, contributing to the home's charm. The surrounding landscape is well-maintained.

Home in Coltons Point

The Eventide at Serenity Lane

JulieRating, 5 stars2 weeks ago

What a great find! We loved our stay and enjoyed the special touches that made us feel right at home. Definitely recommend and will be back!

4.91 out of 5 average rating, 32 reviews

A lush green lawn extends towards Breton Bay, bordered by trees and flowering plants. The calm water reflects the sky, with a red gazebo visible in the distance. Gentle hills create a serene backdrop, inviting relaxation and outdoor activities.

Home in Leonardtown

Abells Wharf Cottage - Natural Splendor Getaway

BrianRating, 5 stars8 months ago

We enjoyed our stay at Jan's cottage. Very clean, spacious and very good amenities. Jan was very responsive and informative on local places to visit/eat. The property is beautiful and peaceful. Just what we needed to have a relaxing weekend. Will visit again, Highly recommend!

4.87 out of 5 average rating, 15 reviews

Home in Leonardtown

Garden Getaway

LindsayRating, 5 stars3 months 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!

5 out of 5 average rating, 22 reviews

A cozy bedroom features a spacious bed with light bedding, complemented by a quilted coverlet. Walls are painted in a deep blue tone, adorned with framed botanical prints. Natural light flows through a window dressed with sheer curtains, while a small nightstand and lamp are positioned beside the bed.

Home in Hague

Rivah view get away

HollyRating, 5 stars1 week ago

We were in the area to explore George Washington’s Birthplace and Stratford hall and had a lovely stay at Susan’s place. The beds were comfortable, we cooked and sat on the front porch listening to the rain. The tavern is within walking distance but we didn’t get a chance to go. Hoping to come back again because the area is fabulous!

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Kid-friendly apartment rentals

4.99 out of 5 average rating, 289 reviews

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

Walk to famous Tiki Bar on Solomons Island!

EmilyRating, 5 stars2 weeks ago

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

4.98 out of 5 average rating, 86 reviews

A spacious backyard offers a stone-paved firepit area surrounded by wooden chairs, overlooking a serene waterfront. A private pier extends into the water, with kayaks and other equipment visible. Lush green grass and trees provide a natural setting, enhancing outdoor connectivity.

Apartment in California

Blue Heron on Little Kingston Creek

VasuhiRating, 5 stars1 month ago

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

5 out of 5 average rating, 6 reviews

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

Relaxing Studio Apartment

AlexRating, 5 stars1 month ago

Jessica's basement apartment was very nice and had above and beyond amenities for the price. She was responsive and friendly. I'm happy with the unit however the thermostat is located in the host's living area so you will have to coordinate a temperature with her but she was always friendly and accommodating. I would happily book with her at this location again.

Apartment in Port Republic

A red umbrella provides shade over a square table with a glass top, accompanied by two cushioned chairs. Lush green grass surrounds the seating area, framed by tall trees and distant views of the water, creating a serene outdoor space.

4.97 out of 5 average rating, 205 reviews

Serenity Suite on Chesapeake Bay

KristaRating, 5 stars2 days ago

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.

4.93 out of 5 average rating, 134 reviews

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

Morning Light Apartment

OliviaRating, 5 stars3 weeks ago

Mary's place was everything we could've asked for. It had a well stocked kitchen, comfy bed, and nice shower. She was very communicative and we would love to stay again.

4.72 out of 5 average rating, 211 reviews

An inviting bedroom features a spacious bed centered against sloped walls. Two nightstands with lamps flank the bed, and patterned curtains frame a window that allows natural light to filter in, enhancing the room's cozy atmosphere.

Apartment in Lusby

Nice view self-contained Apart.

MargaretRating, 5 stars1 month ago

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.

4.74 out of 5 average rating, 35 reviews

A large window frames a view of the marina, featuring sailboats and calm waters. A decorative sign with the word 'EAT' is positioned on the windowsill, while a glass dining table reflects the natural light flowing in.

Apartment in Solomons

Waterfront Solomons Apartment

ElizabethRating, 5 stars1 week ago

We came in very late our 3 hour drive turned into 4 1/2 due to severe thunderstorms and heavy rain. It’s was our safe harbor. Solomans island is very beautiful. Unfortunately we misunderstood the check out time on top of we were waiting on a boat surveyor. The place was clean and close to many attractions and shops.