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 $159 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 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

  • 4.9 Average rating

    Maryland stays are highly rated by guests—averaging 4.9 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 favourite
Cabin in Roxbury
4.97 out of 5 average rating, 131 reviews

Mountainscape: Peaceful- Skiing & Hiking

Our property is nestled in the Catskills mountains, offering mountain views and serene landscapes. You'll be staying in a cabin with 2 beds, Queen & Full, fold out couch, a kitchen, Wi-Fi, fire pit, & charcoal grill. Games to play both inside & outside provided. 4 ski resorts 16-32 min away such as Plattekill, Belleayre, Hunter, Windham Mountains. Nearby: Scenic Railcar rides, Cooperstown Baseball Hall of Fame, Howe Caverns, hiking, kayaking, biking & waterfalls. Restaurants in driving distance.

Top Guest favourite
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, 262 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.

Guest favourite
The spacious tent interior opens to a scenic view, framed by large flaps. Two wooden rocking chairs are positioned on the porch, inviting relaxation, while a bright green landscape stretches into the distance, enhancing the connection to nature.
Tent in East Meredith
4.91 out of 5 average rating, 122 reviews

Succurro : Tent with a View - Order

A perfect getaway for friends, couples or small families! This listing is for one of 4 raised platform tents, located at the top of a hill, with a beautiful view. The tent has 1 full bed and 1 twin bed, a set of shelves and drawers for storage, and front porch to relax on. There is a fire pit, outhouses, outdoor showers (cold only!), trails in the woods to roam, and stream to wade in. Bring your groceries - there is a fully equipped outdoor kitchen with grills, fridges, and all the necessities!

Top Guest favourite
A spacious gazebo with wooden beams overlooks a serene pond. Adironack chairs are arranged for seating, and a small table is centered on the deck. A vibrant rug adds color to the wooden floor, while greenery surrounds the tranquil setting.
Guesthouse in East Meredith
4.97 out of 5 average rating, 159 reviews

The Lily Pad

The Lily Pad is a comfy one room king bed cottage with a porch overlooking the pond. A private full bath is close but not attached (attached to our home for plumbing purposes, but you have a private entry). The paved path is well lit. The cottage is insulated, heated,air conditioned, has electricity,Wi-Fi, and a smart tv used with your accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact/need anything.

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
4.95 out of 5 average rating, 101 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 favourite
An aerial view captures the vibrant blue caboose beside a rustic train station, both situated on a sprawling farmland framed by wooden fencing. Lush green fields extend towards the horizon under a clear blue sky, inviting exploration and relaxation.
Home in Canajoharie
4.87 out of 5 average rating, 186 reviews

Caboose w/ Mtn Views, Farm Animals + Fire Pit!

BNB Breeze Presents: The Caboose! Stay in a TRAIN CABOOSE! Tucked away on 50 acres of farmland, enjoy this uniquely renovated caboose + train station combo, equipped with everything that you need for your next dream vacation, including: - Farm Animals: Roosters, Turkeys, Sheep, a Pony, and a Horse! - 50 Acres to Explore (and ride snowmobiles on!) - Sauna - INCREDIBLE Mountain Views! - Electric Fire Place - Fire Pit! - Secluded Oasis w/ Convenient Access to Local Restaurants + Attractions!

Guest favourite
Tiny home in Bovina
4.94 out of 5 average rating, 181 reviews

Off-Grid Catskills Cabin on 4 Private Acres

Enjoy a little extra for longer stays — discounts apply to bookings over 1 night (excluding holidays). Off-grid tiny cabin on 4 private acres in the Catskills, surrounded by 150+ acres of state land. Sleeps 2 in a cozy loft with a full-size bed. Features a kitchenette, fire pit, propane grill, hammock, and forest views. Solar lighting, WiFi, and a wood stove for cooler nights. A peaceful, unplugged escape for couples or solo travelers looking to reconnect with nature. Pet Friendly.

Guest favourite
A rustic cabin, featuring a wooden exterior and a large glass wall, sits nestled among tall trees. Natural light floods the interior, highlighting a cozy bed dressed with soft bedding and simple decor. Surrounding greenery enhances the cabin's secluded ambiance.
Cabin in Jefferson
4.97 out of 5 average rating, 274 reviews

Fern Valley Cabin w/ Sauna

Get away from it all in this secluded off-grid cabin. Inspired by traditional lean-tos and modern Swedish design. This minimal space features a wall of windows that makes you feel like you are sleeping in the trees, while staying cozy and dry. There is also a traditional Norwegian Sauna and stream cold plunge for your relaxation and pleasure. **For winter bookings** This experience is not for everyone, you should be prepared for roughing it. please fully read the other notes.

Guest favourite
A rustic cabin is nestled within a lush landscape, surrounded by vibrant greenery and wildflowers. Adjacent to the cabin, a shaded cooking area is visible, with smoke gently rising from a fire pit, set against a backdrop of rolling hills and trees.
Tiny home in Roxbury
4.97 out of 5 average rating, 212 reviews

Birdhouse: A Starry Escape in the Catskills

The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

Top Guest favourite
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
4.96 out of 5 average rating, 119 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 favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 225 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

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
4.91 out of 5 average rating, 119 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. Canoe, row boat, and pedal boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Popular amenities for Maryland family-friendly rentals

When is the best time to visit Maryland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$331 AUD$302 AUD$282 AUD$268 AUD$380 AUD$473 AUD$500 AUD$463 AUD$375 AUD$357 AUD$338 AUD$383 AUD
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C