Family-friendly vacation rentals in McHenry

4.96 out of 5 average rating, 165 reviews

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTD

Welcome to the BEST Deep Creek experience. Unwind on our decks as you watch water lap up on the shore with a refreshing drink in hand. Relax those muscles in our hot tub, gazing at the winter sky above after an invigorating day on the slopes! Take in the mountain breeze as you roast smores around our fire pit! Fish/swim off our shared dock. Witness spectacular sunrises as you take an early morning paddle w/ our kayaks & canoe. Plus, we offer an OUTDOOR MOVIE EXPERIENCE for the best vacay EVER!

4.99 out of 5 average rating, 215 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.

5 out of 5 average rating, 112 reviews

Cabin in Oakland

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

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!

4.99 out of 5 average rating, 135 reviews

Cabin in Swanton

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.

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, 117 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!

5 out of 5 average rating, 111 reviews

The cabin's exterior showcases a classic mountain design with a green metal roof and inviting porch. Large windows are framed by wooden beams, and blooming flowers add a splash of color to the landscape. A grassy area surrounds the cabin, enhancing the serene atmosphere.

Cabin in Oakland

CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp

Spacious and secluded, 9 mins from Wisp Resort! -Updated cabin in woods, hot tub, 12 ft shuffle board, arcade games, darts, fire-pit! -Sleeps 16 with four bedrooms, two pull out sofa beds, futon, and daybed with trundle -7 person hot tub with 49 jets and waterfall -Large outdoor seating area around a custom fire pit -Two full length decks on front and back of the cabin -Peak-a-boo lake-view -Full kitchen and outdoor grill -High speed wifi -Community Aquatic Recreation Center access

4.96 out of 5 average rating, 146 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.

4.97 out of 5 average rating, 116 reviews

Cabin in Oakland

Captain's Quarters Deep Creek Log Cabin Oasis

Welcome to our slice of peace and relaxation in beautiful Deep Creek! Spacious and serene log cabin. The Captains Quarters is the perfect getaway. 2BDRM, propane fireplace (Nov-Apr), full kitchen, and a 6+ person hot tub. Dogs welcome but please let us know and pay the fee. 2 comfy Queen mattresses, towels and linens provided, hi speed internet, smart TV’s, and Bluetooth soundbar. Relax in our two heated massage chairs in the family room. We want to earn a 5 star review!

A central living area features a modern design with an open floor plan. A combination of a cozy brown sofa and two armchairs surrounds a circular coffee table on a light rug. Large windows allow natural light to fill the space, highlighting the adjoining dining and kitchen area.

4.97 out of 5 average rating, 102 reviews

Deep Creek Gem: Hot Tub, Spa Bath & Game Room

Deep Creek house by the lake, modern with fast Wifi. You will get to enjoy a private hot tub, chef’s kitchen with wine fridge, reverse -osmosis water filter, spa-style bath with heated floors, and full game room - across from the lake with beautiful lake view, plus easy access to restaurants, bars and trails. 95+ 5-star reviews | Superhost since 2024 | sleep 8-10 Walk to boat and kayak rentals• 🔥 Hot tub • 🍳 Chef’s kitchen • 🛁 Spa bath • 🎲 Game room

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.

4.91 out of 5 average rating, 126 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.

4.96 out of 5 average rating, 208 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

Stone Haven

Welcome to Stone Haven — a cheerful stone cottage just minutes from Deep Creek Lake. Guests love Stone Haven for its charm, cleanliness, thoughtful touches, cozy atmosphere, and convenient location near the lake, Wisp Resort, hiking trails, restaurants, and local shops. Whether you’re visiting for lake days, skiing, hiking, or a quiet weekend away, Stone Haven offers a relaxing and comfortable place to return to after exploring the area.

4.92 out of 5 average rating, 143 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

A cabin exterior is shown, featuring a wooden facade and a welcoming front door. A stone pathway leads to the entrance, framed by a grassy area and surrounded by tall trees, offering a natural setting.

4.98 out of 5 average rating, 170 reviews

Romantic cabin getaway with hot tub

4.92 out of 5 average rating, 290 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

The hot tub is positioned on a spacious deck, offering views of the surrounding mountains and lush greenery. A gas grill is nearby, and a fire pit with seating is visible, creating an inviting atmosphere for outdoor relaxation.

4.95 out of 5 average rating, 174 reviews

Lake Access•Dock~Hot Tub •Game Room•Dogs OK!

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.

4.9 out of 5 average rating, 158 reviews

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

4.98 out of 5 average rating, 202 reviews

Cottage in McHenry

Cozy Home w/ Theater, Hot Tub, Mtn Views

4.97 out of 5 average rating, 117 reviews

Home in Oakland

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

4.98 out of 5 average rating, 160 reviews

A cozy living area features a brown leather sofa adorned with decorative pillows. An orange accent chair sits beside a small wooden coffee table. A gas fireplace is positioned in the corner, providing warmth. Windows allow natural light to fill the space, with green trees visible outside.

Chalet in Oakland

The Dacha - Cozy with Lake Views, Hot Tub,

A snow-covered landscape is visible, featuring rolling hills with ski slopes in the background. A hot tub is positioned under a wooden overhang, with steps leading up to it. Sunlight brightens the scene, creating a serene winter atmosphere.

4.96 out of 5 average rating, 231 reviews

All about the view

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 39 reviews

Home in Oakland

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

4.91 out of 5 average rating, 194 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

5 out of 5 average rating, 8 reviews

Grayfox Lakeview near Wisp Center of Town

Superhost

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

4.8 out of 5 average rating, 178 reviews

Yurt @ Yorkie Acres Farm

4.98 out of 5 average rating, 203 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 homes in Oakland

The Original Hob

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.

4.87 out of 5 average rating, 91 reviews

Mountain Escape- 118 Sandstone Circle McHenry MD

5 out of 5 average rating, 103 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

4.89 out of 5 average rating, 248 reviews

Cottage in Oakland

Pet friendly-Cottage in the Woods

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 170 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

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.

4.94 out of 5 average rating, 47 reviews

Large 5 BR - Steps from Lake & Wisp!

4.91 out of 5 average rating, 101 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

4.97 out of 5 average rating, 225 reviews

A spacious sleeping area features a large bed adorned with a quilted cover and decorative cushions. A wooden accent wall with soft lighting complements the neutral decor. A window framed by dark curtains offers a view of the outdoor greenery, enhancing the room's inviting atmosphere.

Guest suite in Accident

New! The Board Room at Enchanted Table Meadow

4.9 out of 5 average rating, 157 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

Multi-Family Cabin: Huge Yard + Resort Perks!

5 out of 5 average rating, 68 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*HotTub*Game Rm*Arcade*ODMovies*Dogs OK

4.95 out of 5 average rating, 246 reviews

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.

Home in Oakland

Deck Fireplace+Firewood/Pool Memb/ Private &Serene