Family-friendly holiday rentals in McHenry

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Top-rated family-friendly rentals in McHenry

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

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Guest favourite
Cabin in McHenry
4.96 out of 5 average rating, 149 reviews

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!

NEW BUILD HOME! Wow! Deep Creek has never seen anything like this before! It's a one-of-a-kind experience that gives you all the amenities you need for your BEST vacation/getaway/staycation ever! With it's unique combination of rustic look and modern features, it will surely delight every guest! After a fun-packed day on the lake, fishing or boating, unwind on our upper deck as you watch and hear the water lap up on the shore with a refreshing drink in hand. Or are you just getting back from an invigorating day on the slopes? Relax those muscles in our lower-deck hot tub, gazing at the stars in the winter sky above! You get the best of the lake and the mountain in this dog-friendly hidden gem! Imagine evenings enjoying the mountain breeze as you roast marshmallows in our fire pit! Or cozy up in front of the gas fireplace in our open-concept great room that allows everyone to be together. Fish and swim from our private dock or use it to moor your own boat or jet-skis. Witness spectacular sunrises as you take an early morning paddle with our kayaks and 2-person canoe. Enjoy a well-lit, private work space with high-speed internet to facilitate your virtual work needs. A real wood CRIB and 2 pack and plays are provided too! Plus, we offer an OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best vacay EVER! NOTE: All Wheel Drive cars/suvs are necessary in winter months due to steep driveway.

Top guest favourite
Cabin in Accident
4.97 out of 5 average rating, 205 reviews

Fernwood | Secluded | Deep Creek & Wisp | Hot Tub

🌿Welcome to Fernwood - your secluded cozy cabin escape in Garrett County! Nestled near Deep Creek Lake, Wisp Resort, Swallow Falls, and the Youghiogheny River, adventure awaits with year-round activities- skiing, hiking, and more. Enjoy mountain sunrises from the backyard, relax in the hot tub under the stars or gather around the fire pit for cozy evenings watching the snow flakes fall. Whether you’re seeking to recharge, an adventure or a slower pace, Fernwood offers the perfect winter getaway

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
5 out of 5 average rating, 161 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.

Guest favourite
A custom-built treehouse is nestled among bare trees, elevated on stilts. Its wooden exterior features large windows that emit a warm glow at dusk. Surrounding decks provide ample outdoor space, enhancing the secluded ambiance of this treetop getaway.
Treehouse in McHenry
4.96 out of 5 average rating, 116 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.

Top guest favourite
Home in Oakland
4.95 out of 5 average rating, 144 reviews

Lake View Loft Lodge on Deep Creek Lake

Seconds away from the lake, Trader's Coffee House, Brenda's Pizzeria, High Mountain Sports, and minutes away from Wisp Ski Resort, entertainment, shopping, food, and anything else you could want. Just eight miles south of Deep Creek Lake is historic Oakland, MD. Oakland is known for its small-town feel with local restaurants, small businesses, and popular festivals. Taking the time to visit Downtown Oakland is a must-see on your to-do list at Deep Creek Lake.

Top guest favourite
A spacious living area features a large leather sectional sofa with accent pillows, paired with rustic wooden coffee tables. A sleek entertainment center holds a wall-mounted TV, while framed landscape artwork adorns the walls, adding a touch of color to the room.
Flat in Accident
5 out of 5 average rating, 140 reviews

The Nest near Deep Creek

Kick back and relax in this calm, stylish space. Brand new, beautiful one bedroom apartment above a detached garage just 5 miles from Deep Creek Lake. Beautifully designed space with craftsman quality large kitchen, king size neo-industrial walnut bed, live-edge vanity and wall cap, articulating lamp, all made by local craftsman. Leather pull out couch with queen bed sleeps two extra guests. Relax by the fire pit and listen to the birds in the woods.

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, 176 reviews

Cheerful cottage 2 minutes from Deep Creek Lake

Just the right size and location for enjoying all Deep Creek Lake has to offer- including scenic hikes on many nearby trails, skiing at Wisp, or just enjoying time on the lake amongst bustling lake life. Then retreat back to our quaint cottage and enjoy time together. You will love our place because of its coziness, location, cleanliness, affordability and perfect size for a single family stay. *bathroom is in the bedroom *we have parking for a boat*

Top guest favourite
A spacious hot tub is situated under a wooden gazebo, surrounded by lush greenery. The structure features a slatted wooden ceiling, and the floor is made of warm-toned decking. A bench is placed nearby, providing additional seating in the tranquil outdoor space.
Cabin in McHenry
4.89 out of 5 average rating, 151 reviews

Hot Tub Fire Pit Gas Grill Wood Stove Roku

6min drive to WISP skiing. Rustic charm meets modern comfort at this Deep Creek cabin! Unique property features babbling brook which can be heard from the hot tub. **HOT TUB **Sleeps 8 **Fire Pit **Fast Wi-Fi **Wood Stove This 4-bedroom, 2-bath vacation rental is ideally located just a short drive from several of the area’s premier natural attractions, including Deep Creek Lake and Swallow Falls State Park - ensuring endless outdoor fun.

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
4.9 out of 5 average rating, 107 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.

Superhost
A charming cottage is shown nestled in a snowy landscape. The exterior features wooden siding and two balconies that provide access to the home. Surrounding trees are visible, along with a clear blue sky overhead, creating a serene winter scene.
Cottage in Oakland
4.89 out of 5 average rating, 216 reviews

Pet friendly-Cottage in the Woods

Tucked conveniently between Swallow Falls State Park and Deep Creek Lake, this recently renovated 2 bd cottage has everything you need for a weekend getaway or a much needed week(s) long vacation!  Inside you will find a completely stocked kitchen, open living/dining area,  full size bathroom, 2 bedrooms and a cozy nook with sleeper sofa and desk.  Relax and unwind in the spacious backyard or charming balcony. *pets stay free

Top guest favourite
A two-story condo building is shown against a clear blue sky, surrounded by well-maintained greenery. The parking area in front features designated spaces, with vehicles parked nearby. Trees provide shade, enhancing the inviting atmosphere of the community.
Apartment in McHenry
4.95 out of 5 average rating, 153 reviews

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Hosting through Airbnb I’ve had the chance to meet guests from VA, PA, MD, DC, MI, and WV. Everyone has been so kind! This rental helps me afford many repairs and updates (the next one is new carpet) and is helping me support my teens through college. Come enjoy your home away from home and let me know if you would like to have a lake tour in our Yamaha AR190(2018). ***The cost of the tour is not included in the rental.

Top guest favourite
The charming cabin exterior is complemented by a well-maintained yard featuring a fire pit area with two wooden chairs. Soft string lights adorn the cabin, while a hot tub is positioned near the entrance, surrounded by greenery and seasonal flowers.
Tiny home in Accident
4.95 out of 5 average rating, 329 reviews

Romantic Getaway In The Pines. Hot Tub! King Bed!

(Recently upgraded!) This cozy, romantic cabin is perfect for couples. Relax in the hot tub under the stars, cozy up by the fire, or watch the outdoor TV from the fire pit. Inside, enjoy a plush lounger, king bed, fireplace, and well-equipped kitchen. Just minutes from Deep Creek Lake, this retreat offers privacy, comfort, and romance. Perfect for anniversaries, honeymoons, or peaceful weekend getaways.

Popular amenities for McHenry family-friendly rentals

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

  • Total holiday rentals

    Explore 370 holiday rentals in McHenry

  • Nightly prices starting at

    McHenry holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 6,480 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    370 of McHenry holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across McHenry rentals

  • 4.7 Average rating

    McHenry stays receive an average rating of 4.7 out of 5 from guests