Family-friendly holiday rentals in McHenry

4.96 out of 5 average rating, 109 reviews

Home in McHenry

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!

5 out of 5 average rating, 171 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

4.97 out of 5 average rating, 210 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 flowers bloom. Whether you’re seeking to recharge, an adventure or a slower pace, Fernwood offers the perfect spring getaway!

4.95 out of 5 average rating, 144 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.

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.

4.98 out of 5 average rating, 161 reviews

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

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, restaurants & 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 ✔Game room ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Stocked kitchen ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access ✔Dock

4.82 out of 5 average rating, 251 reviews

A spacious two-story home is set against a backdrop of greenery, showcasing a combination of stone and siding. A well-maintained lawn leads to a paved driveway, and large windows with decorative trim are visible along the facade, inviting natural light indoors.

Guest suite in Swanton

The View

Spacious, clean, modern basement efficiency apartment. Private entrance, private bath w/shower, private kitchenette with full size fridge & microwave (no stove), 1 queen size bed. Pool table, bar area and living room space with large TV equipped with satellite service. More space than a hotel room. View of Deep Creek Lake from front lawn in the distance, 11 Miles to Wisp, 6 miles to Deep Creek State Park and 1 mile to Thousand Acres Golf Course. NO Smoking, No Pets. We now have WIFI!!

4.98 out of 5 average rating, 271 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, 150 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, 146 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.

Flat 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, 183 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*

4.91 out of 5 average rating, 116 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.

Popular amenities for McHenry family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 183 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

An outdoor seating area is surrounded by trees, featuring four dark chairs arranged around a circular firepit. The house in the background is light blue with a stone chimney and deck, offering a cozy woodland retreat.

4.98 out of 5 average rating, 131 reviews

1BR Romantic Couples Getaway!

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.

Cabin in Oakland

4.86 out of 5 average rating, 434 reviews

Incredible Cozy Cabin Immersed in Nature

4.8 out of 5 average rating, 107 reviews

A rustic log cabin is nestled among trees, showcasing its inviting front porch adorned with warm lights. The structure features a stone foundation and wooden railings, blending harmoniously with the surrounding nature. A grassy area leads to the porch, enhancing the tranquil outdoor setting.

Cabin in Swanton

Four SkiSons - Hot Tub, Game Room & More!

4.96 out of 5 average rating, 164 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

4.99 out of 5 average rating, 184 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

Family- and pet-friendly home rentals

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

4.95 out of 5 average rating, 189 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

4.93 out of 5 average rating, 120 reviews

A large window provides a sweeping view of Deep Creek Lake, framed by a light-filled living area. Snow-covered trees line the lakeshore, while subtle gray clouds hover above, creating a serene winter landscape. A comfortable sofa and a glass coffee table complement the inviting space.

Chalet in McHenry

Primo Vista! Spectacular views, Dock Slip, Hot Tub

4.94 out of 5 average rating, 34 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

5 out of 5 average rating, 80 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

4.99 out of 5 average rating, 134 reviews

Home in Terra Alta

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

Superhost

A rustic cabin is nestled among tall trees, featuring a sloped metal roof and wooden exterior. Blue adirondack chairs are positioned outside the entrance, inviting relaxation. Soft lighting from overhead bulbs adds a touch of warmth to the natural surroundings.

4.96 out of 5 average rating, 25 reviews

Kaya Cabin on Deep Creek Lake

4.95 out of 5 average rating, 105 reviews

A cozy fire pit area is surrounded by multiple Adirondack chairs, nestled among mature trees. The spacious log home is visible in the background, featuring a gabled roof and large windows. The natural landscape offers a tranquil setting, enhancing the outdoor experience.

Cabin in Grantsville

Log Home on 11 acres w/ Hot Tub

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 94 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, 36 reviews

Chalet in Terra Alta

Mountain Mama Hideaway

Superhost

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.

4.84 out of 5 average rating, 37 reviews

Cozy Cottage by the Slopes-Pool-Theater Rm-Game Rm

4.91 out of 5 average rating, 148 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, 38 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, 53 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.

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.