Family-friendly vacation rentals in Maryland

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Maryland

  • Total vacation rentals

    Explore 40 vacation rentals in Maryland

  • Nightly prices starting at

    Maryland vacation rentals start at G$27,143 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Maryland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maryland rentals

  • 4.8 Average rating

    Maryland stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Maryland

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 273 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Top guest favorite
The farmhouse features a two-story wooden exterior, accented by vibrant autumn foliage. A decorative entrance with a porch is flanked by shrubs, and an American flag is displayed prominently. Expansive windows offer views of the surrounding landscape, enhancing the home's connection to nature.
Farm stay in Stamford
4.98 out of 5 average rating, 107 reviews

1820's Farmhouse 182 acres/Private Swimming Pond

Oak Hill Farm c1824, this farmhouse has been fully renovated with a modern take on upstate luxury. Situated on 183 acres of its own land, the house has views across the valley, spring fed swimming pond and a private mountain top. Enjoy morning strolls through our open hay fields, cookout on the covered deck with a wood burning smoker, gas grill, fire pit. Mowed trails through the hay fields, large pathways that are for hiking, foraging, wild life sighting. Air conditioning throughout the house.

Top guest favorite
A view from a private porch showcases a spacious green yard surrounded by trees. A storage shed is visible in the background, with a basketball hoop nearby. The intricate white railing features a nature-inspired design that complements the serene outdoor surroundings.
Home in Schenevus
4.94 out of 5 average rating, 107 reviews

Main Street in the Mountains. See sights & scenery

Enjoy nature: hiking, fishing, (backyard creek/nearby lake) or enjoy the sights. Located 20 minutes from Cooperstown, Oneonta, & Cobleskill. Be moments from local attractions: Baseball Hall of Fame, Farmer's Museum, & more like local breweries (Ommegang), baseball camps; Dreams Park/All Star Village, colleges: Hartwick, SUNY Oneonta, & SUNY Cobleskill, & Bassett Healthcare locations. If staying in, there's high speed internet, streaming channels, washer & dryer, private porch, & access to yard

Top guest favorite
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious wooden deck with a dining table and chairs. Inside, a cozy sleeping area showcases a neatly made bed with soft linens, while the warm wood interior adds to the inviting ambiance.
Cabin in Oneonta
4.99 out of 5 average rating, 211 reviews

Romantic Cozy Cabin with a View of the Wetlands

Summer baseball renters please note: availability is Dreams Park tournament schedule ONLY -- not All Star! Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! Built in the 18th century, it now boasts an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 mins away! Minutes from live music, cafes, and antique shops!

Guest favorite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 328 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Top guest favorite
Cabin in Walton
4.95 out of 5 average rating, 263 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top guest favorite
A firepit surrounded by five wooden chairs is positioned on a gravel area, offering expansive views of the rolling hills at sunset. String lights above enhance the ambiance as the sky transitions into warm hues of orange and purple.
Home in Jefferson
5 out of 5 average rating, 146 reviews

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

Top guest favorite
A cozy bedroom features a spacious bed layered with a light-colored blanket. Natural light filters through large windows adorned with light curtains, illuminating the room. A stylish rug adds texture to the hardwood floor, while modern pendant lights hang from the ceiling.
Home in Worcester
4.9 out of 5 average rating, 104 reviews

Tranquil Countryside Escape

Relax with the whole family at this peaceful house in the countryside of New York. A newly renovated 3 bedroom with an expansive yard gives you plenty of space to have fun both inside and outside. Nestled between the mountains the surrounding towns allow for plenty of outdoor activities for all to enjoy. We are also only a 30 minute drive to Cooperstown and the famous baseball hall of fame. Come experience the serentiy and opportunities that this house/location have to offer!

Guest favorite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill
4.94 out of 5 average rating, 144 reviews

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Guest favorite
A rustic cabin with a green metal roof features a spacious front porch adorned with comfortable seating. Large windows provide ample natural light, and a well-maintained lawn with trees offers a scenic backdrop. The tranquil setting invites relaxation and outdoor enjoyment.
Home in Oneonta
4.9 out of 5 average rating, 122 reviews

Lakefront, family friendly home -Baseball campers!

- Lake/waterfront home on Goodyear Lake. - Conveniently located close to local baseball camps, SUNY Oneonta and Hartwick college - Large lake view patio and yard for games or campfires and lakeside deck and dock. - Enjoy swimming, excellent fishing, and watersports. Row boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Top guest favorite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 334 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favorite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 541 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Popular amenities for Maryland family-friendly rentals

When is the best time to visit Maryland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,813 GYDG$43,638 GYDG$40,714 GYDG$51,154 GYDG$65,978 GYDG$68,484 GYDG$72,242 GYDG$66,813 GYDG$54,077 GYDG$51,572 GYDG$48,857 GYDG$55,330 GYD
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C