Ski-in/Ski-out vacation rentals in Maryland

Find and book unique ski-in/ski-out homes on Airbnb

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

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

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Superhost

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

4.88 out of 5 average rating, 398 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

Top guest favorite

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.

Cabin in McHenry

4.99 out of 5 average rating, 125 reviews

#1 Cabin~Walk to WISP~Dock~Game RM~Hot Tub~Dogs OK

The perfect, 5-star log cabin, with tons of amenities! From Slippery SLope, you can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, restaurants & everything in Deep Creek Lake. ✔(2) King suites ✔Queen suite w/2 beds ✔(2) 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

Top guest favorite

A spacious hot tub filled with clear water is situated on a wooden deck. Surrounding the hot tub, wooden fencing and greenery provide a private atmosphere. Large windows lead back into the living area, inviting natural light into the space.

Townhouse in McHenry

4.96 out of 5 average rating, 50 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

A spacious deck features a hot tub beside a large grill and a small table with chairs. A red kayak leans against the wooden railing, with greenery providing a natural backdrop. Soft lighting fixtures hang above, enhancing the outdoor space.

Townhouse in McHenry

5 out of 5 average rating, 29 reviews

4Seasons Wisp Hot Tub, Lake Access, Air Condition

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

An open living space features a mix of wooden accents and neutral carpeting. A seating area with dark sofas and a coffee table is present, alongside a dining area with a wooden table and black chairs. A large wall clock and a mounted TV provide additional focal points.

Home in McHenry

5 out of 5 average rating, 15 reviews

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

Guest favorite

A cluster of chalet-style cabins is surrounded by freshly fallen snow, with a ski lift visible nearby. Trees create a natural border, and the clearly defined path leads towards the entry of the cabins, indicating direct access for guests.

Home in McHenry

4.89 out of 5 average rating, 106 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 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.

Superhost

Home in McHenry

5 out of 5 average rating, 7 reviews

Luxury! Stunning Mountaintop Home with Hot Tub

Wisp Me Away is a stunning mountaintop home. The popular Eyeopener and Main Street slopes surrounding the home on either side. but if you are looking for easier slopes to get you started, you are within walking/skiing distance of chair lift 4, which will put you on several green and blue trails. You'll find jaw-dropping views of Deep Creek Lake and our rolling mountains from the back deck, main level master balcony, from the lower level patio, from the abundant windows of the home!

Guest favorite

Home in McHenry

4.95 out of 5 average rating, 40 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 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!!

Guest favorite

Cottage in McHenry

4.91 out of 5 average rating, 46 reviews

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!

Guest favorite

Townhouse in McHenry

4.94 out of 5 average rating, 18 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.

Superhost

A spacious living area features large windows that allow natural light to fill the room. A stone fireplace stands as a focal point, complemented by a circular mirror. Comfortable seating is arranged to create an inviting atmosphere, with a table positioned near the windows.

Home in McHenry

4.83 out of 5 average rating, 47 reviews

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.

Top guest favorite

A spacious rental home is set against a winter landscape, surrounded by snow-covered trees. The exterior features a mix of dark siding and large windows, allowing natural light to fill the interior. A clear path leads to the entrance, framed by stone accents.

Home in McHenry

5 out of 5 average rating, 14 reviews

Indoor Pool, Hot tub, EV,Outdoor firepit, Ski area

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 !!

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What guests are saying

3BR ski retreat with three balconies & hot tub

4.75 out of 5 average rating, 4 reviews3 months ago

We stayed here for a few nights in January during a snowy week and it was just wonderful! I was worried about the stairs with a toddler but it worked out perfectly and the two families staying here felt like we had enough space. It was so cold one day that the keypad to get inside didn’t work but I received a response ASAP via text to get into lockbox to open the door with a key. The hot tub in the winter was a bonus! We loved staying on the mountain.

Townhouse in McHenry

What guests are saying

Historic Eden Ranch, built 1837

5 out of 5 average rating, 51 reviews1 month ago

Ricky’s farm was so peaceful and we really enjoyed sitting outside at the fire pit looking at the creek enjoying the beautiful weather. We enjoyed walking on the hiking trails on the property and stopping by to visit the cows. The house was very clean, well stocked kitchen and nicely decorated with antiques and country decor. It was a very nice family getaway.

Farm stay in Ellerslie

What guests are saying

3BR | Fireplace | Hot Tub | Pool Table [skisand]

4.25 out of 5 average rating, 4 reviews9 months ago

This place was perfect for my family of 7. We couldn’t hear one another throughout the home, so it felt spacious. The rooms were modern and family friendly. I really recommend a vacation here. We had a hot tub issue and they fixed it within minutes. I honestly can’t say what a wonderful vacation this home provided. Book it!

Townhouse in McHenry

What guests are saying

2BR dog-friendly ski-in/out retreat with balcony

4.67 out of 5 average rating, 12 reviews4 days ago

My family loved our stay in Deep Creek!! The house was a perfect retreat and a great jumping off point for our adventures to the State Parks in the area. The kids were thrilled by the spiral staircase, the loft area with bean bags and the air hockey table. Those perks definitely make this place stand out!!!

Townhouse in McHenry

What guests are saying

Steps to Beach: Ocean City Getaway w/ Pool Access!

4.94 out of 5 average rating, 18 reviews8 months ago

We had a great stay here. Our group included 7 people, and the space was comfortable for our group. It looks as pictured, and we found it clean, well kept, and comfortable. The space is also in a great location, walking distance from so many OC attractions. Having the onsite parking spot was great, but we also had no problem finding extra spaces on the side streets. I recommend this airbnb and would stay here again.

Condo in Ocean City

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