Family-friendly holiday rentals in McHenry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in McHenry

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

1 of 1 pages1 / 1
Guest favourite
Cabin in McHenry
4.96 out of 5 average rating, 163 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
Home in McHenry
4.97 out of 5 average rating, 117 reviews

Walk to Wisp! Lake Front Home w/ Hot Tub & Firepit

Welcome to your happy place “At Wisps End”! Updated and tastefully decorated throughout, this home features an open layout with stunning Deep Creek Lake views! Easy shallow entry lake access in Mc Henry cove, perfect for Kayaks/SUP! Have fun in the game room w/ pool table & flat screen TV w/ Roku remote. Make s'mores over the wood fire pit and relax in the hot tub overlooking Deep Creek lake. This location can't be beat, just minutes to restaurants, shopping, and walking distance to Wisp Resort!

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, 203 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.

Top guest favourite
Cabin in Oakland
5 out of 5 average rating, 99 reviews

Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs

Escape to our charming Spruce Cabin, nestled among the trees & designed for ultimate relaxation. Just a 1/4 mile from local restaurants & shopping, you'll enjoy the perfect blend of nature & convenience. This brand new cabin features 2 cozy BRs, full kitchen, hot tub & a modern bathroom, making it ideal for families or a getaway with friends. Access to Starlink WIFI and YouTube TV keeps you connected. And don't forget, we're dog-friendly, so your furry companions can join in on the adventure!

Top guest favourite
Cabin in Swanton
4.99 out of 5 average rating, 120 reviews

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!

High End, Romantic Escape with Private Pond nestled in the pines, located 1 mile from Deep Creek Lake State Park, Custom Sauna, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed, Espresso Machine, Margaretaville Margarita Machine, Firepit by the pond, Sound Appealing? Then this is the place for you! Re-connect with your signifiant other in a spa like, mountain setting. We provide all the essentials and much more! Just 15 minutes from Wisp Resort.

Guest favourite
Treehouse in McHenry
4.96 out of 5 average rating, 136 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.

Guest favourite
A hot tub is positioned on a patio overlooking a serene lake. Lush green trees frame the view, and a dock with boats is visible in the distance. The gentle slope leads from the patio to the water, creating a peaceful outdoor setting.
Home in McHenry
4.95 out of 5 average rating, 146 reviews

Boat Slip, Lakefront, Hot Tub! Landmark One

Landmark One is a lakefront home featured on HGTV and The Washingtonian. Located in the heart of Deep Creek Lake, less than 3 miles to Wisp and even closer to most restaurants, bars and activities. It features a boat slip and a hot tub. The home boasts cathedral ceilings, a stone fireplace, and massive lakefront windows in the living room. Three bedrooms with queen beds, a loft with two twin beds, and a pull out couch. The ultimate base for skiing, boating, and lake life!

Top guest favourite
An outdoor fire pit surrounded by six black Adirondack chairs is set against a backdrop of vibrant pink and purple skies. The cozy home is visible in the distance, complemented by green grass and trees framing the scene.
Home in McHenry
4.99 out of 5 average rating, 105 reviews

Cozy Family Retreat| Hot Tub, Fire Pit, Games

Your lake and mountain adventure starts here! Just 5 minutes from Deep Creek & Lake Wisp Resort, our 3BR retreat sleeps 8 and pairs cozy comfort with fun extras: soak in the hot tub with picture-perfect mountain views, play ping pong or pool in the game room, gather by the fire pit or fireplace, and fuel up at the coffee/tea/cocoa bar. With board games, books, and cornhole, there’s something for everyone—perfect for 4-season getaways with family & friends!

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, 116 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
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
4.9 out of 5 average rating, 171 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.

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
4.92 out of 5 average rating, 133 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, 122 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.

Popular amenities for McHenry family-friendly rentals

When is the best time to visit McHenry?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$386 SGD$379 SGD$354 SGD$310 SGD$353 SGD$350 SGD$372 SGD$386 SGD$337 SGD$337 SGD$352 SGD$379 SGD
Avg. temp-3°C-2°C2°C8°C13°C16°C18°C18°C15°C9°C4°C-1°C

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 $116 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