Family-friendly holiday rentals in Garrett County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Garrett County

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

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Top guest favourite

The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.

Treehouse in McHenry

4.99 out of 5 average rating, 214 reviews

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

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Top guest favourite

A cozy sleeping area features wooden walls and a warmly patterned bedspread. Light streams in through two windows, illuminating the space. A bedside lamp and a wicker storage unit add functional elements, while a comfortable chair provides additional seating.

Tiny home in Oakland

4.98 out of 5 average rating, 203 reviews

The Original Hob

We have the Original Hob and Molly (separate listing) overlooking our creek at the point of 7 little waterfalls for your sleeping and hangout pleasure! A shared sweet kitchen and bath completes the 3 small structures. Full bath plus an outdoor shower makes for great accommodations. We're within 5 miles of State Parks and Deep Creek Lake. Come see the Garrett County stars, hear the creek and birds and be a million miles from where you are. Friendly dogs are welcomed -see "other things to note".

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Top guest favourite

A spacious outdoor hot tub is positioned on a patio, featuring soft blue lighting and a clear water surface. It is surrounded by green grass and trees in the background.

Home in Oakland

4.98 out of 5 average rating, 164 reviews

Mountain Air Oasis with Hot Tub

Relax with the whole family or friends at this peaceful private 2 acre property, close to Maryland's natural attractions! A family-friendly three bedroom home 1,380 sq. ft secluded in a rural neighborhood. Wildlife to watch and enjoy! Relax with a campfire or soak in the hot tub! We are located approximately 30 minutes from Swallow Falls State Park, Deep Creek Lake, and Black Water Falls State Park. We are also within 10 minutes of two wedding venues (The White Barn, and Twin Tales Event Farm).

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Guest favourite

Cabin in McHenry

4.96 out of 5 average rating, 165 reviews

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTD

Welcome to the BEST Deep Creek experience. Unwind on our decks as you watch water lap up on the shore with a refreshing drink in hand. Relax those muscles in our hot tub, gazing at the winter sky above after an invigorating day on the slopes! Take in the mountain breeze as you roast smores around our fire pit! Fish/swim off our shared dock. Witness spectacular sunrises as you take an early morning paddle w/ our kayaks & canoe. Plus, we offer an OUTDOOR MOVIE EXPERIENCE for the best vacay EVER!

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Top guest favourite

The tiny house features a wooden exterior, complemented by a sloped metal roof. A wooden deck with two chairs is positioned at the entrance, surrounded by greenery. Large windows allow natural light to fill the living space, offering a connection with the outdoors.

Cabin in Oakland

4.98 out of 5 average rating, 180 reviews

SUGARBUSH - Sweet Serenity Tiny House

Welcome to SUGARBUSH! "Suga" is a 450 sq. ft. custom built tiny house. She will comfortably accommodate 2 adults or a family with 2 small children. AGE REQUIREMENT to book this space is 25+. At this time we DO NOT allow pets. Suga sits on a 3+ acre lot that use to be used for cross country skiing. She got her name from two trails, Sugarbush Run and Sugarbush Shortcut that ran through the lot! We welcome you to stay and enjoy our wonderful little getaway here in Pleasant Valley.

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Superhost

A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.

Cabin in Mineral County

4.93 out of 5 average rating, 183 reviews

Glamping in a Creekside Aframe

This cozy aframe is a perfect glamping getaway for two! You'll stay on 20 acres with over 700 feet of frontage on Abrams Creek. Ready to unplug? The aframe is completely off grid with solar energy and a wood-fired stove. Sleep in luxury with fine linens and a queen size bed, but spend your day splashing in the crystal clear creek and hiking through the forest. Enjoy your evening playing cornhole while dinner cooks on the grill, topped off with a favorite beverage around the campfire.

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Guest favourite

Treehouse in McHenry

4.96 out of 5 average rating, 146 reviews

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Indoor spacesFamilyGetting around

Top guest favourite

Cabin in Oakland

4.97 out of 5 average rating, 116 reviews

Captain's Quarters Deep Creek Log Cabin Oasis

Welcome to our slice of peace and relaxation in beautiful Deep Creek! Spacious and serene log cabin. The Captains Quarters is the perfect getaway. 2BDRM, propane fireplace (Nov-Apr), full kitchen, and a 6+ person hot tub. Dogs welcome but please let us know and pay the fee. 2 comfy Queen mattresses, towels and linens provided, hi speed internet, smart TV’s, and Bluetooth soundbar. Relax in our two heated massage chairs in the family room. We want to earn a 5 star review!

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Top guest favourite

The Grist Mill is showcased with its rustic wooden exterior complemented by a stone foundation. A charming red water wheel and a small pond are seen in the foreground, surrounded by neatly arranged landscaping and a clear blue sky above.

Tiny home in Oakland

5.0 out of 5 average rating, 181 reviews

The Grist Mill

The Grist Mill is a peaceful, one-of-a-kind tiny cabin near Oakland, MD, built to resemble an old-fashioned grist mill with a working water wheel. Guests love the sunsets, cleanliness, and thoughtful extras. Highlights: Peaceful rural setting ~10 min to Oakland ~20 min to Deep Creek Lake & Wisp Near Swallow Falls, Blackwater Falls, Davis & Thomas 500+ Mbps Wi-Fi Snacks, drinks & bottled water Seasonal fire pit Private entrance & self check-in

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Guest favourite

A cozy living room features two brown leather couches and a double recliner, arranged around a coffee table. A stone fireplace serves as a focal point beneath a mounted TV. Natural light enters through large windows, illuminating the wood-beamed ceiling and inviting décor.

Home in McHenry

4.91 out of 5 average rating, 126 reviews

Cozy Lake Escape | Hot Tub | King Bed + Fireplace

Newly renovated 3BR/2BA woodland retreat in Deep Creek Lake! 🌲 Tucked away for total privacy, this modern cabin features an open-concept layout, designer finishes, and a spacious flat yard. Relax in the covered hot tub, gather around the fire pit under string lights, and enjoy peaceful mountain vibes—just minutes to the lake, dining, skiing, and year-round attractions. Perfect for families, couples, friend getaways, and pet-friendly stays.

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Top guest favourite

Two black rocking chairs are positioned on a stone patio, each adorned with a decorative pillow. A wide window provides views into the interior, framed by a white picket fence in the background, enhancing the outdoor sitting area.

Cottage in Oakland

4.96 out of 5 average rating, 208 reviews

Stone Haven

Welcome to Stone Haven — a cheerful stone cottage just minutes from Deep Creek Lake. Guests love Stone Haven for its charm, cleanliness, thoughtful touches, cozy atmosphere, and convenient location near the lake, Wisp Resort, hiking trails, restaurants, and local shops. Whether you’re visiting for lake days, skiing, hiking, or a quiet weekend away, Stone Haven offers a relaxing and comfortable place to return to after exploring the area.

Indoor spacesFamilyAir conditioning

Guest favourite

An outdoor fire pit area is surrounded by gravel and features three wooden Adirondack chairs arranged around a stone fire ring. Softly glowing string lights are draped between tall trees, creating a cozy ambience amidst the forest setting.

Home in Accident

4.92 out of 5 average rating, 143 reviews

Peaceful nature retreat nestled in a forested area

Welcome to our lovely vacation House! Built in 2024, fresh, cozy and modern. Perfect for memorable family trip, romantic getaway for a couple or a fun adventure for a small group of friends. Convenient location- great combination of privacy (forest-like area) and quick access to fun places: 5-10 minutes drive from Wisp Ski Resort, Deep Creek lake, boat rentals, scenic hikes, restaurants, bars, amusement parks and grocery stores.

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