Family-friendly holiday rentals in Maryland

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 40 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at $181 AUD 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 holiday 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.

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Top Guest favourite
Cabin in Jefferson
4.98 out of 5 average rating, 216 reviews

Experience a Catskills Lodge

Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.

FamilyKitchenBiking

Top Guest favourite
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, 110 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.

Indoor spacesKitchenBiking

Top Guest favourite
A spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Apartment in Cooperstown
5.0 out of 5 average rating, 185 reviews

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

KitchenFamilyTV

Top Guest favourite
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

FamilyIndoor spacesLocation

Top Guest favourite
A scenic view of Cooper Creek's property is captured, featuring a rainbow arching over green fields and trees. Various buildings, including the main house, are visible in the background against a backdrop of soft blue skies and hints of clouds.
Home in West Oneonta
4.98 out of 5 average rating, 193 reviews

Cooper Creek

Cooper Creek is a valuable piece of central New York history that was built in the late 1700s. This homestead once included an outhouse, a spring house, a Cooper shed, and a proud hand hewn timber barn. Robby and Eileen Robbins purchased the property in 1984-finding it in desperate need of plumbing, electricity, as well as emergent repairs in order to preserve as much history as possible. The 18th century beams,& the wooden pegs used instead of nails helps it maintain its unique identity.

FamilyIndoor spacesHospitality

Top Guest favourite
Cabin in Walton
4.95 out of 5 average rating, 266 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.

KitchenFamilyRiver

Guest favourite
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.

FamilyKitchenSleep quality

Top Guest favourite
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
4.91 out of 5 average rating, 106 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!

KitchenFamilyAccuracy

Guest favourite
A porch area is visible, featuring a pair of chairs and seasonal flower decorations in pots. The entrance is adorned with potted plants, while the façade of the building displays wooden siding and multiple windows. A yard with greenery is seen in the background.
Apartment in Cooperstown
4.77 out of 5 average rating, 158 reviews

One Bedroom Apt Near Dreams Park and Hall of Fame.

The apartment has one bedroom with queen bed, a bathroom, living room/ kitchen, a cott, and WiFi. We're located on 2 rivers, in a beautiful scenic valley near Cooperstown, 5 miles from Dreamspark, and one minute to the Cooperstown Train, which offers various themed rides as well as hand carts. We're 3 miles from famous Ommegang, and 2 other breweries! 20 miles south is Hanford Mills, an authentic 19th century water powered factory!

FamilyIndoor spacesCheck-in

Guest favourite
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!

KitchenFamilyCleanliness

Top Guest favourite
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, 339 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

FamilyIndoor spacesGetting around

Top Guest favourite
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
5.0 out of 5 average rating, 542 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.

FamilyKitchenBackyard

Popular amenities for Maryland family-friendly rentals

When is the best time to visit Maryland?

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Avg. price$319 AUD$291 AUD$272 AUD$342 AUD$441 AUD$457 AUD$483 AUD$446 AUD$361 AUD$344 AUD$326 AUD$370 AUD
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