Kid-friendly vacation rentals in Western Maryland

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Western Maryland

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

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Guest favorite

Cabin in Myersville

4.95 out of 5 average rating, 295 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

Guest favorite

Cabin in Myersville

4.98 out of 5 average rating, 112 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favorite

Bungalow in Great Cacapon

4.9 out of 5 average rating, 512 reviews

Rooster Wrest in the Trees

Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Guest favorite

Cabin in Great Cacapon

4.98 out of 5 average rating, 133 reviews

Mountain VIEWS! Fire Pit-Pool Table-River Access

*Amazing views on the expansive deck *Outdoor fire pit *Fast Wi-Fi with Starlink, perfect for teleworking and streaming *Private access to community river lot 2 miles away *8 acres of private wooded land, no neighbors in sight *Outdoor fire pit w/lights and firewood *20 minutes to Berkeley Springs, voted top 10 best historic towns in America *Pool table/foosball/board games *DirecTV w/live sports/NFL RedZone *Fully equipped kitchen *Family friendly with complementary pack n play and high chair

Guest favorite

Cabin in Gerrardstown

4.89 out of 5 average rating, 211 reviews

Modern Eclectic Cabin with Views - Hot Tub - Creek

Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. Our aesthetic is modern eclectic. We do our best to use only chemical/cruelty free products that are ethically and sustainably sourced. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round. Pellet stove is available Oct-March.

Guest favorite

Cabin in High View

4.97 out of 5 average rating, 105 reviews

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

Guest favorite

Cottage in Winchester

4.91 out of 5 average rating, 132 reviews

Lockley Cottage at Historic Perry Farm

Peace and tranquility await you at a quaint cottage on historic Perry Farm, where the original 19th century farmhouse still stands today. Stroll several acres of land and enjoy pastoral views while you unwind at this peaceful historic property in the hills of northern Shenandoah Valley. This rural retreat is easily accessed from I-81 and located a short 10-minute drive from historic downtown Winchester. Enjoy local wineries, breweries, farm markets, and the renowned Apple Blossom Festival.

Guest favorite

Treehouse in Shepherdstown

4.97 out of 5 average rating, 308 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Guest favorite

Guest suite in Smithsburg

4.99 out of 5 average rating, 205 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, dog-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 4 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest favorite

Cabin in Lost River

4.96 out of 5 average rating, 149 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Guest favorite

Cabin in Great Cacapon

4.98 out of 5 average rating, 111 reviews

Hummingbird Ridge

Amazing views! This cozy cabin overlooks the Potomac Valley and Greenridge state forest. Enjoy viewing mountains ranges from 3 states. Unbeatable star gazing. Berkeley Springs is 13 miles away. The Paw Paw tunnel is 9 miles away. Plenty of local hiking, kayaking and fishing. The perfect getaway for a nature loving small family. Average summer temperatures daytime mid 80s night-time 60's. Looking forward to having you on the mountain!

Guest favorite

Train in Shade Gap

4.93 out of 5 average rating, 151 reviews

Authentic Caboose 10 min to historic EBT Railroad

Enjoy the natural beauty surrounding this historic getaway. This getaway includes many amenities for you to enjoy. ~10 minutes from train and trolley rides~ ~On 5 acres along a country road~ ~Heat and AC~ ~Hot Showers in the Caboose~ ~BBQ Grill~ ~Queen Bed and two singles in the loft~ ~Coffeemaker~ ~Microwave~ ~Refrigerator~ ~WIFI is coming soon~ ~Fire ring with firewood~ ~Picnic Table~ ~Toaster~ ~WIFI~ ~Smart TV~