Ski-in/Ski-out vacation rentals in Maryland

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

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.

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!

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.

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

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.

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 NEW DUCTLESS AC. Enjoy a secluded and private stay with your family or group of friends. Plenty of board games to never run out of fun activities. NEW WASHER AND DRYER. Community offers its guests a lakefront area with a gazebo and firepit. Book your stay now!!!

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 !!