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, 157 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
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, 189 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
An inviting outdoor deck features a hot tub beside a wooden railing. Various recreational amenities are showcased, including a skee-ball machine, an arcade game, and a pool table. A pathway leads to the lake and dock area, surrounded by scenic natural views.
Cabin in McHenry
4.98 out of 5 average rating, 166 reviews

SAVE $•Walk to Wisp!~Hot Tub •Game Room•Dogs OK!

The perfect, 5-star log cabin, with tons of amenities! You can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, rafting, food & everything in Deep Creek Lake. ✔ TWO King suites ✔Queen suite w/2 beds ✔TWO Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK (fee) ✔Hot Tub ✔Fire-pit ✔FAST WiFi ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access & dock ✔ READ House RULES - Deposit HOLD req'd

Top guest favourite
Cabin in Accident
4.96 out of 5 average rating, 214 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 flowers bloom. Whether you’re seeking to recharge, an adventure or a slower pace, Fernwood offers the perfect spring getaway!

Top guest favourite
A serene sleeping area features a spacious bed with soft pillows and a textured blanket. Natural wood elements are present in the design, complemented by vivid wall art depicting foliage. Large windows allow for ample natural light and offer views of the surrounding greenery.
Treehouse in Friendsville
4.94 out of 5 average rating, 225 reviews

The birdhouse

Off grid. All solar. Private 15 acres. 3 miles from Wisp ski resort 3 miles from Beautiful deep Creek Lake. Spectacular view a birdwatchers paradise. 3 miles from Youghiogheny river A rafters kayakers boaters paradise. A true Vista. short drives to spectacular hiking biking trails. Top class river rafting in Friendsville Youghiogheny River four and five class Rapids. Many other activities nearby and also many restaurants. You can also arrange activities with host. Just make a wish list.

Guest favourite
Treehouse in McHenry
4.95 out of 5 average rating, 133 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
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, 152 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, 192 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*

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
4.92 out of 5 average rating, 111 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.

Top 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
4.91 out of 5 average rating, 128 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.

Top guest favourite
An indoor pool area features a blue, illuminated water surface. Surrounding the pool are multiple seating options, with large windows providing natural light. The walls are smooth and painted white, complemented by warm wood accents, creating a serene atmosphere suitable for relaxation.
Cabin in Oakland
4.98 out of 5 average rating, 113 reviews

Pool, HotTub, FirePit, EVCharger, & Great Location

Hillside Hideaway - Beautiful cabin with indoor pool, fire pit, outdoor fireplace, EV charger, and pool table, and close to it all - just 5 minutes to Lodestone Golf Course, 10 minutes to Wisp Ski Resort and 20 minutes to Deep Creek Lake State Park. Please favorite the cabin by clicking on the heart in the upper right corner, this will help you find it again and share with others.

Top guest favourite
A private deck offers a cozy gas fire pit surrounded by inviting seating. The hot tub is visible, with expansive views of the colorful autumn landscape stretching across the horizon. Soft clouds linger above the serene scenery.
Treehouse in Swanton
4.99 out of 5 average rating, 303 reviews

The Overlook; A Romantic Treehouse for Two

The Overlook welcomes you with stunning views of the Appalachian Mountains and offers luxurious first class amenities! ⛰️✨ Mountain Views 🌄 Private Deck 🌿 Hot tub ♨️ Outdoor TV 📺 Gas Fire Pit 🔥 Large two person egg chair 🪑 Soaking Bathtub 🛁 Luxury tile shower 🚿 Full Kitchen 🍳 King Bed 🛏️ Fast Wifi 💻 100 inch Movie Projector screen 🎬 Bluetooth Mantle Soundbar 🔊

Popular amenities for McHenry family-friendly rentals

When is the best time to visit McHenry?

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Avg. price$379 SGD$372 SGD$348 SGD$304 SGD$346 SGD$344 SGD$365 SGD$379 SGD$331 SGD$331 SGD$345 SGD$372 SGD
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Quick stats about holiday rentals that are family-friendly in McHenry

  • Total holiday rentals

    Explore 390 holiday rentals in McHenry

  • Nightly prices starting at

    McHenry holiday rentals start at $114 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,120 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 140 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

    390 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