Family-friendly vacation rentals in Maryland

Find and book unique family-friendly homes on Airbnb

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 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, 260 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.

Superhost
A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
Cabin in Downsville
4.87 out of 5 average rating, 339 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Top guest favorite
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.

Guest favorite
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, 272 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 favorite
A spacious living area features light blue walls and large windows dressed with flowing, white curtains. An L-shaped couch adorned with accent pillows provides comfortable seating. A dining table is placed nearby, accompanied by dark hardwood flooring and a textured area rug that adds warmth to the space.
Apartment in Hamden
4.97 out of 5 average rating, 113 reviews

Art-filled, Renovated Apartment In Historic Inn

The Hamden Inn dates from the early 1840s. It contains two separate units, providing an ideal retreat for small or large groups. Enjoy activities like hiking and fishing plus the antiques, stores and restaurants in nearby Andes, Delhi and Bovina. The quiet town of Hamden is a relaxing place to unwind and this upstairs apartment is designed for long term stays. The inn is just a ten-minute drive from conveniences including a pharmacy, grocery store and a weekly farmer's market.

Guest favorite
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, 211 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 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
4.96 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 favorite
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 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
4.98 out of 5 average rating, 317 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, 533 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.

Top guest favorite
A tranquil pond is surrounded by lush greenery, with flowering trees in pink and white adding color to the scenery. The gentle slope of the landscape provides a serene backdrop of wooded hills, creating a peaceful outdoor space for relaxation.
Earthen home in Schenevus
4.95 out of 5 average rating, 177 reviews

Country Haven

Our decor is an Adirondack theme. Log bed, knotty pine. ceiling lighting and windows for natural brightness. Quiet, warm, relaxing. A large pond to enjoy, sitting by with a good book or watching the wildlife. We have a cobblestone firepit to enjoy during the evening surrounded by seating. We are a short distance from many attractions in Cooperstown including the Baseball Hall of Fame!!!!!!!!!!!!

Top guest favorite
Tiny home in Fort Plain
5 out of 5 average rating, 149 reviews

Farm stay w/ Alpaca walk included @ The Stead

Welcome to "THE STEAD" @ Lyons Family Homestead. A unique secluded tiny home nestled up on the hill of our 19-acre farm. Surrounded by nature and lots of friendly animals. We created this space as a place to escape from the hustle and bustle of everyday life. We encourage you to unplug and unwind as you soak in life on the farm here.

Popular amenities for Maryland family-friendly rentals

When is the best time to visit Maryland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 841ﺩ.ﺇ 768ﺩ.ﺇ 716ﺩ.ﺇ 679ﺩ.ﺇ 966ﺩ.ﺇ 1,201ﺩ.ﺇ 1,271ﺩ.ﺇ 1,175ﺩ.ﺇ 951ﺩ.ﺇ 907ﺩ.ﺇ 859ﺩ.ﺇ 973
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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 ﺩ.ﺇ 404 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 vacation 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!