Family-friendly vacation rentals in McHenry

5 out of 5 average rating, 168 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.

The exterior of Black Bear Lodge is captured, highlighting modern architecture with a dark exterior and red accents. A wooden sign hangs at the entrance, showing the lodge name, while a balcony showcases seating and elegant string lights among the surrounding trees.

4.97 out of 5 average rating, 103 reviews

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

Our redesigned 4 bedroom cabin with modern finishes & amenities creates amazing family experiences: - Wisp - 8 Min, 4.1 Miles Away - Deck Slide & Swings - 2x 100" Outdoor Movie Screen & Bluetooth Projector - 7 Person Hot Tub - Fire Pit w/ Comfortable Seating - Playstation4, Pac-Man, Shuffleboard - Well-Equipped Kitchen, Propane Grill - 350ft to Lake/Beach/Swimming - 1 Person & 2 Person Kayaks & Paddleboard - Roku HDTVs - All Rooms - Pro Wifi System - 600+Mbps Great for Remote Work - EV Charger

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.

4.99 out of 5 average rating, 180 reviews

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!

4.96 out of 5 average rating, 273 reviews

Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub

Get away from it all! Our home features four large bedroom suites, two spacious family rooms, elevated deck lake views, and a boat slip. And pets are welcome! Nestled on a wooded hillside, you will love the feeling of seclusion while still being central to all DCL activities. We offer a new kitchen and comfortable home furnishings that invite you to unwind. Gather around the fireplace, relax in the hot tub, get on the lake, or step outside onto the deck, and enjoy that fresh mountain air!

4.96 out of 5 average rating, 121 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, 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!

4.98 out of 5 average rating, 139 reviews

The cabin, featuring a warm yellow exterior, is nestled among lush green trees and ferns. A gravel driveway leads to the structure, surrounded by a tranquil woodland setting that offers privacy and a connection to nature.

Cabin in Deep Creek

Boulder Ridge Cabin, close to Deep Creek, Maryland

Boulder Ridge Cabin is surrounded by woods, but within 15 minutes of Deep Creek Lake, swimming, boating, hiking, shopping, restaurants, Wisp Resort with skiing, snowboarding, mountain coaster, whitewater rafting at Adventure Sports Center International, rock climbing, hiking. Swallow Falls State Park and Herrington Manor State Park are about 15 minutes drive. Piney Mountain State Forest is within walking distance. Mountain biking and fishing are also close by.

4.95 out of 5 average rating, 147 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, 145 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, 180 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*

4.9 out of 5 average rating, 113 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.

Superhost

Cottage in Oakland

4.89 out of 5 average rating, 221 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

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, 180 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, 160 reviews

A warm log cabin is illuminated at night, surrounded by snow-dusted grass. The front porch features inviting seating, while a fire pit with several adirondack chairs is positioned in the yard, offering a cozy gathering space.

Cabin in McHenry

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

4.89 out of 5 average rating, 154 reviews

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

Hot Tub Fire Pit Gas Grill Wood Stove Roku

4.93 out of 5 average rating, 102 reviews

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

*Cozy 9-Sleeper, Private Hot Tub, Prime Location*

Superhost

The inviting living area features high wooden ceilings and warm, natural light streaming through large windows. A comfortable sectional sofa is positioned beside a TV, while a coffee table rests on a patterned rug. A front door leads outside, enhancing the cozy atmosphere.

4.86 out of 5 average rating, 434 reviews

Incredible Cozy Cabin Immersed in Nature

4.97 out of 5 average rating, 352 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

4.96 out of 5 average rating, 163 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!

4.94 out of 5 average rating, 245 reviews

The chalet features a multi-level design with a stone and wood exterior. A spacious deck is surrounded by trimmed shrubs, offering a view of the lush green landscape. Large triangular windows provide natural light and showcase the structure's architectural detail.

Chalet in Deep Creek

A "Sweet Retreat" at Deep Creek & Wisp Ski Resort

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 181 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

5 out of 5 average rating, 11 reviews

Pet Friendly Cozy Home w/Hot Tub & Fire Pit at DCL

4.92 out of 5 average rating, 273 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

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, 188 reviews

Riverview Suite

5 out of 5 average rating, 71 reviews

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

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.

4.94 out of 5 average rating, 33 reviews

C Box MountainTop

5 out of 5 average rating, 127 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

5 out of 5 average rating, 79 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

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 93 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, 35 reviews

Chalet in Terra Alta

Mountain Mama Hideaway

4.91 out of 5 average rating, 146 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, 35 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, 52 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*

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, 236 reviews

Hot Tub By Fireplace +Firewood-Lge Deck-Pool memb.

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.