Ski-in/Ski-out holiday rentals in Maryland

Historic Eden Ranch, built 1837

Built in 1837, this three bedroom, 1 1/2 bath farmhouse sitting on 110 acres along Will Creek, the start of Wills Knob with Wills Mountain to the south was first transacted in 1728 when a Shawnee Indian known as "Will" sold 1000 acres to Benjamin Tomlinson for $30 and an old Rifle. This 110 acres was part of that 1000 acres! Farmhouse is registered in the Maryland Historic Society and has been restored to original floors from 1837 and original staircase and living room walls. Antique furniture.

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.

Fall & Winter SAVE $• 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

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.

Pet Friendly 5BR Chalet Ski-in-out w/ New Hot Tub!

Serendipity by the slopes! Enjoy this stylish 5BR pet friendly mountain top cabin. Spacious ski in/ski out cabin is less than 100 yards from WISP chair rail 4! +EV charging for your car. In summer walk next door to ASCI adventure center with whitewater rafting and the best summer sunsets. Lake is < 5 min drive. In fall enjoy the beauty of the majestic trees and in spring enjoy the quiet serenity and peaceful views from the large windows or while relaxing in the hot tub on the patio.

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 $150/stay.

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!

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!

Brand New 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 !!

Newly Renovated 2 Bed/2 Bath in Deep Creek

Beautiful and comfortable home located 2 minutes away from Deep Creek Lake and close walking distance away from Chair 7 at Wisp Ski Resort. There are two bedrooms and two bathrooms, with a rustic inspired yet delightfully modern interior. The front porch view is stunning, overlooking our farm with horses and the surrounding mountainside. Thank you for considering our home!

SkyView @ Deep Creek

Relax in our mountaintop chalet with a cozy atmosphere, outdoor living space, and a saltwater hot tub. Located in the Highline Subdivision on Wisp Mountain this chalet is close to Deep Creek Lake amenities, Wisp Resort, and ASCI. Only steps away from the ski-access and a golf cart ride away from lodestone golf course.

Luxe Lake House w/ dock, 2 fire pits, wisp resort

Enjoy a stylish experience at this centrally-located true lake house. Private deck, firepit area, outside chill zone, personal beach and much more! Fully renovated, professionally designed for modern living at the lake. Water, skiing, lake. It’s all here. Pics coming soon