Ski-in/Ski-out vacation rentals in McHenry

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Top-rated ski-in/ski-out rentals in McHenry

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite
The log cabin is situated in a snowy landscape, showcasing a warm glow from its illuminated windows. The covered porch features a railing that extends across the front, surrounded by trees that are dusted with snow, creating a cozy and inviting scene.
Cabin in Oakland
4.89 out of 5 average rating, 429 reviews

Winter is Coming

Your mountain vacation will be filled with magical memories when you choose to stay in this spectacular 3 master suite bedroom log home. You and your guests will immediately feel at home when you step through the front door. Luxurious décor compliments the gorgeous hardwood floors giving the cabin a warm and inviting feel. Cuddle up in front of the wood fireplace after an invigorating day of snowboarding at nearby Wisp Resort or enjoy your morning coffee on the covered porch swing. Pet 50extra

Superhost
Cabin in McHenry
4.88 out of 5 average rating, 41 reviews

TikiBar, Hot Tub, Lakefront, Playset, Private Dock

This home has a private dock, custom tiki bar, a beautiful private unobstructed view of the lake, multiple porch swings, smart tv outside in the tiki bar and 2 inside, comfortable poly furniture on the wrap around porch and around the fire pit, gas grill, hot tub, large flat front yard, and parking for 4 vehicles. Your guests will have no problem creating memories and before you leave you will be planning your annual return stay. Enjoy it like it is yours & bring your pups if you would like.

Guest favorite
A comfortable living room is presented with plush, reclining couches facing a large smart TV. Natural light filters through sliding glass doors that open to a patio. A decorative stone wall adds texture, complemented by a coffee table and a small indoor plant.
Townhouse in McHenry
4.94 out of 5 average rating, 66 reviews

Ski-In Ski-Out + Walking Distance to Lake!

BRAND NEW + FULLY RENOVATED! Start your next adventure and step into this Ski-In/Ski-Out get away that's just a short walk to Deep Creek Lake! This beautiful 3bedroom/3bath property in the rolling landscape of Deep Creek Lake is the perfect outdoor getaway for hiking, water sports, and snow sports depending on the season. Enjoy the outdoors and then come back and relax in the hot tub while grilling out on the back patio! It's the perfect space for families or friends, holding up to 8 people.

Top guest favorite
An inviting outdoor deck features a hot tub beside a wooden railing. Various recreational amenities are showcased, including a skee-ball machine, an arcade game, and a pool table. A pathway leads to the lake and dock area, surrounded by scenic natural views.
Cabin in McHenry
4.98 out of 5 average rating, 161 reviews

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

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

Top guest favorite
A modern living area is highlighted by a stone fireplace and large windows offering views of the surrounding nature. Comfortable seating arrangements include a gray sofa and loveseats, while a wooden coffee table centers the space. Decorative elements feature a ceiling fan and a wall-mounted TV.
Townhouse in McHenry
5 out of 5 average rating, 40 reviews

4 Seasons Wisp- ski in ski out, Hot Tub

This renovated, dog-friendly spacious Ski-In/Ski Out townhome is minutes from Wisp Resort's Lodge, nearby restaurants, and shops. Deep Creek Lake activities are all within a few minutes. The home has access to the "Down Under" ski trail and comes with lake access via a private lakeside park just a short walk or drive from property. Guests also have access to the Garrett College Community Aquatic and Recreation Complex(CARC) Gym and Pool during their stay. Must have AWD/4WD in winter.

Guest favorite
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
4.9 out of 5 average rating, 144 reviews

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 16: 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.

Superhost
Home in McHenry
New place to stay

Winding Way @ Wisp Mountain

This centrally-located 3 bed/2.5 bath condo on the mountainside of WISP, sleeps 8 and minutes from Wisp mountain, restaurants, shops. Winter ski-in/ski-out access and Deep Creek Lake access. Functional, stocked kitchen, living room and deck on first floor. Two queen bedrooms and 2 full baths. Master bedroom w/ ensuite. 3rd floor up small spiral staircase with 4 single beds. Basement has ski/snowboard storage and sitting area with outdoor grill area and hot tub on the back deck.

Top guest favorite
A hot tub filled with bubbling water is framed by lush trees and overlooks a nearby hillside. The slopes are visible in the background, showcasing a well-maintained area suited for winter sports. A clear blue sky adds to the serene atmosphere.
Home in McHenry
4.95 out of 5 average rating, 42 reviews

Deep Creek Cottage at Wisp!

Escape to our cozy 2-bedroom, 1-bath cottage, just a 2-minute walk from the ski slopes and a 5-minute walk to the lake. Perfect for families, friends, or couples, this retreat features a spacious living room, a bedroom that doubles as a projector movie room, and a fully equipped kitchen with a coffee/hot chocolate bar. Enjoy the hot tub, expansive yard with games, and proximity to all Deep Creek attractions. Ideal for summer water activities and winter sports. Book your stay today!

Guest favorite
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
4.9 out of 5 average rating, 71 reviews

Game room| W/D| Fire pit| Full Kitchen| BBQ| Walk!

Wake up to Deep Creek Lake and Wisp at your doorstep in this spacious 3 bedroom 2.5 bath house. Come back after a day on the slopes or at the lake and relax in the cozy living room with a warm fire or keep the activities going in the game room. This is a perfect location with easy access to stores, activities, the lake, and all the great things about Deep Creek and Wisp. We are very family friendly and dog friendly! Separate $50 pet fee applies* A 3 minute walk to Wisp!

Top guest favorite
A tall evergreen tree stands in front of a two-story blue townhouse. The home's entrance features large windows and a balcony above. A mix of greenery surrounds the base of the tree, while clouds fill the blue sky overhead.
Townhouse in McHenry
4.97 out of 5 average rating, 30 reviews

Wisper

Scott & Courtney welcome you to our WISPER home . We hope your stay in our Ski In / Ski out lake house is delightful. The home is great for all seasons with the WISP ski resort slopes out the rear door and the lake within walking distance for a swim. Area attractions are abundant including lake access park, Boat rentals, Golf courses, White water Rafting course, Waterfalls at local State parks, Numerous restaurants and the nearby town of Mchenry for all your needs.

Guest favorite
A living area is showcased with a blue accent wall and light wooden flooring. Comfortable seating is provided by two armchairs and a sectional sofa. A television is mounted on the wall across from the seating, with a decorative cabinet below. Stairs are visible in the background.
Home in McHenry
4.95 out of 5 average rating, 56 reviews

Villages of Wisp - Bright Peak!

Gorgeous Villages of Wisp Unit. This newly remodeled home features two bedrooms upstairs with their own bathroom and another bedroom in the basement with a couch, queen bed with a full trundle. All levels enjoy the comfort of ductless AC/Heating. Enjoy a secluded and private stay with your family or group of friends. Plenty of board games to never run out of fun activities. Community offers its guests a lakefront area with a gazebo and firepit. Book your stay now!!!

Top guest favorite
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
5 out of 5 average rating, 39 reviews

Ski Home, Indoor Pool, Firepit, Hot Tub

Escape to the majestic mountains in this brand-new, luxurious rental home. With five bedrooms and 4.5 baths, it’s thoughtfully designed for ultimate comfort and adventure. Perfect for families or groups, this stunning retreat offers a tranquil setting just steps from the slopes. Experience the perfect blend of relaxation and excitement in a home built for making unforgettable memories. And if you must, there is a dedicated work office space for you workaholics !!

Popular amenities for McHenry ski-in/ski-out rentals

When is the best time to visit McHenry?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$77,380 GYDG$75,707 GYDG$48,310 GYDG$51,238 GYDG$51,029 GYDG$58,558 GYDG$68,805 GYDG$62,531 GYDG$54,375 GYDG$54,584 GYDG$61,277 GYDG$66,714 GYD
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Quick stats about vacation rentals that are ski-in ski-out in McHenry

  • Total vacation rentals

    Explore 90 vacation rentals in McHenry

  • Nightly prices starting at

    McHenry vacation rentals start at G$33,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    80 of McHenry vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across McHenry rentals