Family-friendly holiday rentals in McHenry

4.99 out of 5 average rating, 182 reviews

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

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.

4.95 out of 5 average rating, 151 reviews

The exterior showcases a charming chalet surrounded by trees, featuring a spacious wrap-around deck with patio seating and a fire pit area. The large windows reflect the warm indoor lights, revealing an inviting atmosphere that complements the natural surroundings.

Chalet in Swanton

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

Welcome to Ella Bella Chalet! Escape to our modern, yet cozy cabin boasting panoramic breathtaking views and an array of upscale amenities. Relax in the hot tub under starlit skies or gather around the fire pit for cozy evenings. Located near Wisp Ski Resort, golf courses, and endless lake activities, including boating, fishing, tubing and kayaking. Explore nearby hiking trails and attractions like Swallow Falls State Park, Adventure Sports Center International, zip lining, biking, and more.

The exterior of the house features multiple levels, with a spacious deck accessible from the upper floor. Large windows are visible on the ground level, allowing natural light into the home. Surrounding greenery includes tall trees and well-maintained grass.

4.92 out of 5 average rating, 104 reviews

Cozy Lake House with Dock

Lazy Day Hideaway is a centrally located, family-friendly house with lake views. Lake access and a private dock slip are just a short walk from the deck. Enjoy a modern outdoor area with hot tub, cozy seating around the fire table, and dining area with grill. Indoors, find a spacious living area with wood burning fireplace, a fully stocked kitchen for all your cooking needs, and three comfortable bedrooms. Pet friendly (additional fees may apply). Disinfecting deep clean before every stay!

Treehouse in Friendsville

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.

4.94 out of 5 average rating, 219 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.

4.84 out of 5 average rating, 182 reviews

A spacious wooden deck features multiple seating areas, including a dining table with umbrellas. A green slide extends from the deck, leading towards a fire pit surrounded by seating. The two-story house is adorned with flags and illuminated at dusk, with warm lights emanating from large windows.

Home in Oakland

Beautiful LAKE VIEW w/HOT TUB, Fire Pit & GameRoom

You will love this breathtaking views around the house and overlooking the lake towards WISP Ski resort! Come make the best memories with friends and family while enjoying everything Deep Creek Lake has to offer. We offers a peaceful more secluded area that is only minutes from Wisp Ski Resort, restaurants, Bars, Golfing, Mini Golf, High ropes course, Mountain coaster, White water rafting. Spacious parking, large deck with a slide, new kitchen, coffee bar, game room and so much more!

4.96 out of 5 average rating, 129 reviews

Treehouse in McHenry

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.

4.98 out of 5 average rating, 274 reviews

The living area features a modern design with a gas fireplace as the focal point. A chandelier hangs from the vaulted ceiling, illuminating comfortable seating arrangements. Large windows offer a view of the wooded landscape, while a TV is mounted on the wall, providing entertainment options.

Guest suite in Accident

New! The Butterfly Suite at Enchanted Table Meadow

Minutes from Wisp Ski Resort & Deep Creek Lake! Come as you are & take a seat at nature’s table under the canopy of stars. Embrace the wooded ambiance and meadow views from our 825 sq. ft suite as you melt your cares away in front of the fireplace. Located between I-68 and Deep Creek Lake/Wisp. Our hope is to provide a serene landscape where you can find peace and rest through nature. Our setup works well for business travelers & as a couple's romantic escape!

4.95 out of 5 average rating, 157 reviews

Home in Oakland

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.

4.96 out of 5 average rating, 187 reviews

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

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*

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.

4.93 out of 5 average rating, 109 reviews

Central Loc. | King Suite | Hot Tub | Pet Friendly

Newly renovated 3BR/2BA woodland retreat centrally located 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 Deep Creek Lake, dining, skiing, and year-round attractions. Perfect for families, couples, and friend getaways.

4.91 out of 5 average rating, 124 reviews

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

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.

4.94 out of 5 average rating, 159 reviews

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

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.

Popular amenities for McHenry family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 279 reviews

A rustic cottage is showcased within a wooded setting, featuring a welcoming front porch with wooden railings. An American flag hangs beside the door, while decorative skis are mounted on the facade. A gravel driveway leads to a nearby garage.

Cottage in Swanton

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit

4.92 out of 5 average rating, 183 reviews

The mountain chalet is surrounded by expansive green lawns, complemented by a deck that wraps around the structure. Large windows allow for abundant natural light, and the rustic design is accented by a stone foundation and adjacent outdoor seating around a fire pit.

Chalet in McHenry

Serenity Sunsets! 2.8miles to WISP, hot-tub, pets

4.98 out of 5 average rating, 145 reviews

A two-story home is surrounded by colorful autumn foliage, featuring a stone chimney and a welcoming large deck with outdoor seating. A carved bear statue stands near a pathway. The well-maintained exterior reflects a blend of cozy and rustic charm.

Home in Swanton

Spring Sale! Hot Tub & Fire Pit! Roomy House!

5 out of 5 average rating, 85 reviews

Cabin in Oakland

Rustic Romantic Cabin*HotTub*Dogs*1/4 mi to lake

4.86 out of 5 average rating, 103 reviews

The kitchen area features modern stainless steel appliances and a spacious island with a granite countertop. Light wood paneling adorns the walls, complemented by a large dining table that seats several guests. Natural light floods the space through windows, creating a warm ambiance.

Cabin in McHenry

Renovated*Dog Friendly*5 Minutes to Wisp*Hot Tub

An extended covered porch features a seating area with blue cushions surrounding a rectangular fire table. A hot tub with steam rising sits nearby, with a view of the surrounding landscape and trees. The sky depicts shades of gray with scattered clouds.

4.97 out of 5 average rating, 74 reviews

Red Brick Lodge - So Convenient

A spacious lodge-style home is set against a vibrant sunset, featuring a mix of natural wood and stone elements. Large windows illuminate the structure, revealing a cozy interior. A tall tree stands prominently in the yard, enhancing the outdoor setting.

4.91 out of 5 average rating, 148 reviews

Hot Tub EV Charger DogsOK 50"TV Fire Pit Gas Grill

4.95 out of 5 average rating, 78 reviews

A fire pit surrounded by six Adirondack chairs is illuminated by soft string lights hung from the surrounding trees. In the background, a two-story cabin is seen nestled among the greenery. The warm glow of the fire and the rustic setting create an inviting outdoor space.

Cabin in McHenry

Secluded 3BR Cabin, Hot Tub, Fireplace, Near Lake

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 73 reviews

The living room features a cozy seating area with a sectional couch and a wooden coffee table. A stone fireplace is positioned below a wall-mounted television. Soft lighting illuminates the space, complemented by a decorative plant and wall art.

Cottage in McHenry

4.79 out of 5 average rating, 112 reviews

A cozy living area features wooden walls and warm lighting. Comfortable seating is provided by a gray sofa adorned with patterned cushions, alongside a second sofa. A coffee table sits at the center, complemented by a decorative lamp and framed artwork on the wall.

Cabin in Swanton

"Whispering Pines"

4.95 out of 5 average rating, 190 reviews

The kitchen features white cabinetry and modern appliances, including a stove and refrigerator. A wooden bar with stools offers a casual dining space. Natural light enters through the door leading outside, illuminating the warm wood accents on the walls and floor.

Flat in Friendsville

Riverview Suite

4.8 out of 5 average rating, 171 reviews

A yurt is situated on a grassy area, surrounded by trees, with a stone pavilion nearby. The pavilion features a wooden roof and outdoor seating, while the yurt maintains a blue exterior. A peaceful rural setting is presented, inviting guests to explore.

Yurt in Friendsville

Yurt @ Yorkie Acres Farm

4.97 out of 5 average rating, 196 reviews

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

The Original Hob

5 out of 5 average rating, 128 reviews

The clear, gently flowing creek is framed by lush greenery and tall trees. Smooth stones and patches of moss are visible along the water's edge, with dappled sunlight filtering through the leaves, creating a serene and natural atmosphere.

Cabin in Friendsville

Bear Creek Get-A-Way

4.99 out of 5 average rating, 135 reviews

Home in Terra Alta

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

4.89 out of 5 average rating, 231 reviews

Cottage in Oakland

Pet friendly-Cottage in the Woods

Family-friendly home rentals with a pool

A charming house with a multi-gabled roof and large front porch is surrounded by well-maintained landscaping. Green shutters complement the neutral siding, while stone accents add texture. Lush green grass and flowering shrubs enhance the exterior appeal, with a clear blue sky overhead.

4.93 out of 5 average rating, 43 reviews

Large 5 BR - Steps from Lake & Wisp!

4.84 out of 5 average rating, 38 reviews

The cottage features a rustic wooden exterior surrounded by vibrant autumn foliage. A hot tub is positioned on the deck, and soft lighting illuminates the space. Stairs lead to the upper level, enhancing the cozy mountain retreat ambiance.

Cabin in McHenry

Cozy Cottage | Fire Pit, Pool, Theater & Game RM

4.91 out of 5 average rating, 150 reviews

A chalet-style cabin features a multi-gabled roof and a welcoming brown exterior. The entrance is enhanced by a wooden staircase leading to the main level. Lush greenery surrounds the property, with sunlight filtering through the trees on a clear blue sky.

Cabin in Terra Alta

COZY CABIN in Alpine Lake Resort; 4 Season Getaway

5 out of 5 average rating, 57 reviews

The lodge is showcased from an elevated perspective, surrounded by trees. Soft lighting illuminates the exterior, and the expansive deck features seating and a shaded area with a pink umbrella. The natural stone chimney rises alongside the structure, enhancing its modern design.

Cabin in Terra Alta

LuxeLodge*Fam&DogFriendly*HotTub*Game Rm*Arcade*

5 out of 5 average rating, 86 reviews

An inviting open-concept living space is highlighted by vaulted ceilings and ample natural light. The kitchen features modern stainless steel appliances and a spacious island. A comfortable seating area with a leather couch and stylish decor is situated nearby, enhancing the home's welcoming ambiance.

Townhouse in McHenry

Our Lovely Lake Retreat

4.9 out of 5 average rating, 70 reviews

The exterior of the home displays a charming log cabin design with a stone foundation, surrounded by trees. A covered front porch features a railing, while two chairs are positioned for relaxation. A gravel driveway leads to the entrance below, maintaining a blend of natural elements.

Home in Swanton

Updated Baths, Wood Fireplace, Hot Tub & Fire Pit

4.9 out of 5 average rating, 106 reviews

The exterior of the Craftsman-style home features a welcoming front porch with wooden rocking chairs. Lush green shrubs and blooming flowers add color to the landscape, while a spacious deck is visible in the background. A stone path leads to the front entrance.

Home in Oakland

Spacious Home Near All Deep Creek MD Has to Offer

A two-story house is illuminated by warm lights, showcasing large windows and a welcoming exterior. An inset image displays the indoor pool area, featuring blue water and a railing, surrounded by bright windows for natural light.