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.

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.

Walk to Wisp & Lake • Hot Tub • Game Room•Dogs OK!

The perfect, 5-star log cabin, with tons of amenities! From this cabin, you can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, restaurants & everything in Deep Creek Lake. ✔ TWO King suites ✔Queen suite w/2 beds ✔TWO Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK ✔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

Hot Tub, Pool Table, Poker, Ping Pong: Big Sky

Discover Big Sky, a luxurious ski-in/ski-out mountain retreat with a rich rental history and breathtaking panoramic views near Deep Creek Lake and the surrounding peaks. Unwind in our spacious hot tub or warm up by the grand stone fireplace. The fun never ends inside - challenge your crew to pool, poker, ping pong, or shuffleboard in our fully equipped game rooms. Whether you're hitting the slopes at Wisp Resort or by the lake, this spacious year-round resort offers the perfect adventure!

4 Seasons Wisp:Hot Tub, Lake Access, Aircondition

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.

Langski's Lakeview of Wisp Mt.

Langski's is your all season destination for Deep Creek Lake and all it has to offer. Beach front lake access a short walk or drive away. Centrally located 5 minutes from all activities and amenities. Wooded balcony views on every level will Wisp your stress away. Hot tub to rejuvenate after an exciting day at the Lake or Parks. Spacious 3 levels for all to spread out or gather around the fireplace for family time. Open Kitchen area for all to enjoy! Gas Grill. Free Parking. Must be 21

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!

Luxury Wisp Village Townhome

Enjoy a stylish experience at this centrally-located property with both ski-in/ski-out and Deep Creek Lake access! This 4 bed/3 bath that accommodates 11, includes a large kitchen, living room, deck and fire-pit for entertaining families and groups. It's a great location with quick access to Wisp Resort, and is only minutes to great restaurants, bars, and convenience stores. WiFi speed of 800/mpbs allows for guests to work remote or stream your favorite shows.

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 !!