Family-friendly holiday rentals in McHenry

4.97 out of 5 average rating, 207 reviews

Cabin in Accident

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

5 out of 5 average rating, 163 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.

4.99 out of 5 average rating, 174 reviews

A spacious great room is filled with natural light from large windows. The room features a cozy wood-burning fireplace, a large sectional sofa with throw pillows, and a wooden coffee table. A mounted television is positioned above the mantel, offering an inviting atmosphere.

Cabin in Oakland

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

Jamesons Cabin: Spacious and pet-friendly, 8 mins from Wisp Resort - Sleeps 12 with 3 bedrooms + loft (4th bedroom), and a full sofa bed. - 75 inch tv over a cozy wood burning fireplace - Hot tub with a bar! - 4-player arcade, karaoke, and darts for entertainment - Putterball golf to show off your skills - A galaxy lamp for kids to sleep under the stars - Full kitchen, coffee bar and grill for delicious meals - 48W EV charger We want to help you make unforgettable memories. Reach out today!

4.9 out of 5 average rating, 140 reviews

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.

Home in McHenry

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

SKI-IN/SKI-OUT 50 yards to Wisp Resort Chair 4 where you will find green, blue, and black trails. Sleeps 12: K, K, Q, Q, 2xQ bunk Dog-friendly HOT TUB Great Room with stone fireplace and cathedral ceiling Dining table for 8 + 6 at breakfast bar 3 driveway spaces + garage for your gear Bonus bedroom features secluded office space Walking distance to rafting/kayaking at Wisp whitewater course. Less than a mile from the lake and award-winning Lodestone Golf Club. Happy dog fee $187/stay.

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.

4.84 out of 5 average rating, 167 reviews

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, 117 reviews

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

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, 270 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, 145 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.

5 out of 5 average rating, 142 reviews

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.

Apartment in Accident

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.

4.96 out of 5 average rating, 177 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*

Superhost

Cottage in Oakland

4.89 out of 5 average rating, 219 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

4.95 out of 5 average rating, 154 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.

Condo 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 179 reviews

A spacious cabin features a large wrap-around deck with multiple seating areas. Expansive windows create an open feel, allowing natural light to fill the interior. A gentle slope leads to wooded surroundings, enhancing the secluded setting.

Chalet in Oakland

Private Wooded Cabin 4 Bedroom Lake Access Hot Tub

4.95 out of 5 average rating, 131 reviews

A rustic cabin stands amid a lush green landscape under partly cloudy skies. The wood exterior is complemented by a metal roof, and a porch features red seating, inviting relaxation while enjoying the surrounding nature.

Cabin in Terra Alta

Rustic Memories/Near Deep Creek Lake/No extra fees

4.92 out of 5 average rating, 272 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, 179 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

4.96 out of 5 average rating, 113 reviews

A stone fireplace is featured on the wall, complementing a large flat-screen television mounted above it. A small decorative plant is positioned beside the fireplace, and a cozy area rug is laid on the floor, enhancing the room's inviting nature.

Townhouse in Oakland

Half a mile from the shoreline of Deep Creek!

The lodge features a striking architectural design with a wooden ceiling and stone accents, surrounded by a forest backdrop. A large deck with wooden railings extends from the structure, providing a welcoming entrance to the space.

4.95 out of 5 average rating, 234 reviews

Sledding Hill-Hot Tub By Firepl.+F.wood-Pool memb.

4.89 out of 5 average rating, 72 reviews

The exterior of a spacious log cabin is showcased, featuring large glass windows that illuminate the interior. A multi-tiered wooden deck is visible, along with a hot tub positioned nearby on the lower level. Lush greenery surrounds the cabin, enhancing the serene atmosphere.

Home in McHenry

Mountain Escape

4.96 out of 5 average rating, 161 reviews

A spacious chalet is set against a backdrop of lush greenery, featuring an expansive deck that wraps around the structure. The entrance is accentuated by wooden stairs leading up to the main level, inviting guests to explore the welcoming retreat.

Chalet in Oakland

Happy Our Retreat. Amazing Lake/Mtn Views!

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 67 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

Apartment in Friendsville

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.

4.95 out of 5 average rating, 184 reviews

Riverview Suite

5 out of 5 average rating, 69 reviews

Cabin in Oakland

"Magical" Romantic Cabin*HotTub*Pets*10 min toWISP

4.94 out of 5 average rating, 33 reviews

A modern cabin is set within a wooded area, surrounded by green grass and trees. The exterior features a combination of large windows and doors, allowing natural light to enter. Outdoor seating areas with potted plants are visible, enhancing the inviting atmosphere.

Cabin in Oakland

C Box MountainTop

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, 76 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

4.97 out of 5 average rating, 349 reviews

The cabin features a rustic wooden exterior, framed by vibrant green grass and assorted wildflowers. A spacious front porch displays bright chairs, providing a welcoming area for relaxation. Mature trees surround the property, enhancing the privacy and natural setting.

Cabin in Friendsville

The Crick House

5 out of 5 average rating, 19 reviews

A charming eco-friendly cabin is nestled among tall trees, showcasing a mix of dark and natural wood siding. The cabin features a green door, large windows, and a small porch area with two chairs, surrounded by lush greenery and fallen leaves.

Cabin in McHenry

MoonShadow Cabin on Deep Creek Lake

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 91 reviews

A spacious wooden deck is supported by sturdy beams, positioned above a hot tub surrounded by greenery. Large windows provide views into the condo, while a stone exterior complements the natural surroundings. A pathway leads to the parking area, enhancing accessibility.

Townhouse in McHenry

Heavenly Getaway! Deep Creek Lake, MD / WISP

5 out of 5 average rating, 34 reviews

Chalet in Terra Alta

Mountain Mama Hideaway

4.91 out of 5 average rating, 145 reviews

A chalet-style cabin is surrounded by snow-covered ground, featuring multiple gabled roofs and large windows that reflect the winter sky. A wooden staircase leads to the main entrance, which is complemented by a railing and exterior lighting. Stacks of firewood are neatly arranged at the base.

Cabin in Terra Alta

COZY CABIN in Alpine Lake Resort; 4 Season Getaway

5 out of 5 average rating, 34 reviews

The exterior of the rental home features a contemporary design with a gabled roof and wooden accents. A landscaped area with boulders and shrubs surrounds the front, while a spacious porch is supported by sturdy columns. Clear blue skies provide a bright backdrop.

Home in McHenry

Ski Home, Indoor Pool, Firepit, Hot Tub

5 out of 5 average rating, 49 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, 34 reviews

A cozy living area features a stone fireplace as a focal point, complemented by a round woven coffee table. Seating includes a light-colored armchair and a blue sofa. Nearby, an open kitchen and dining area can be seen, with a wooden dining table and chairs.

Condo in Oakland

Landlocked @ DCL Lakefront *Close to Wisp*

4.99 out of 5 average rating, 134 reviews

Home in Terra Alta

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

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.