
Ski-in/Ski-out holiday rentals in Maryland
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Maryland
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Maryland ski-in/out rentals
Ski-in/out house rentals

Landmark place
My host contacted me to confirm I was coming. They were super helpful with instructions, and communication was prompt and thorough during my stay. The listing matched the description and the photos very well. I would stay at this location again in the future if given the chance! Would recommend 👌

Deep Creek Cottage at Wisp!
We loved it! 2min walk to the ski lifts and 2min away from the lake by car. Super clean and cozy and a lot of restaurants and bars within 10min drive. The host is super friendly and very responsive. We are visiting McHenry about 20 days per year and definitely this one will be our first priority Thank you for your hospitality...you will see us again

Pet Friendly 5BR Chalet Ski-in-out w/ New Hot Tub!
Fantastic Home In a great Location , Had A Great Time.. House was Cozy, Comfortable And Clean. Host was súper nice and profesional Will make sure to rebook soon … Loved It

Luxury! Stunning Mountaintop Home with Hot Tub
Prime location on the mountain next to multiple ski slopes and lifts. The snow was beautiful and perfect for skiing on the mountain. You’re really paying for this location here. It is in the Wisp Resort, hosted by Red Barn rentals. If you ski or snowboard, this is your spot. It was very convenient to get ready at the house and walk over to the slopes without the hassle of loading up the car and everyone having to go together. People could come and go as they please. The house has 4 comfortable bedrooms, each with bathrooms attached or nearby so everyone was very comfortable in their space. Check in was an additional fee, unfortunately so we couldn’t really get out the first evening by the time we checked in so make sure to book multiple days and get your $ worth. There was a grocery a few minutes away, at the bottom of the mountain so that made it convenient to get our food. Also, bring extra firewood b/c it goes quick and it’s expensive! The wood burning fireplaces were great to have.

Spacious & Comfy Private Room4
Beautiful home in a quiet neighborhood. It was very clean. Every room was closed off and had its own lock. Very comfortable mattress, great water pressure. Would definitely recommend

Mountain Light Lodge
Tina and Robert provided an amazing home for my group to stay at for a short ski weekend! The townhouse was way bigger than expected and all amenities you could think of were there! They were responsive and instructions were easy. Kitchen stocked with all you could need and fun games for families or for the summer months. The hot tub was easy to use and a nice amenity. Right by the slopes, this was the perfect affordable stay. Thank you!

5BR ski-in/out home with hot tub & game tables
Place is beautiful. The amenities were great. Kitchen for the most part was fully stocked. Had a decent selection of spices and other pantry items. Games and puzzles were great. It really was a beautiful spot. Only thing is the ice machine in the refrigerator wasn’t working, but there are trays you can manually fill up. Would definitely recommend this place and stay here again.

Ski-in/ski-out 4BR with lake view & balcony
Great Place! Great Host!
Family-friendly, ski-in/out home rentals

One Ski Hill | Ski In/Ski Out + Hot Tub!
We had a great stay here! Beautiful views and super accommodations!

4BR | A/C | Fireplace | Grill | Hot Tub [changalt]
Omg! All I can say is that this house is beautiful, spacious and tranquil. It snowed which made it perfect. We had 12 guests and it was more than enough space. I would rent this Airbnb 10 times over. The Host was very informative and provided us with everything that was needed. Thank you so much for having us. We are truly grateful!

32 Winding Way | Ski In/Out, Lake Access, Hot Tub!
We loved this space!!!

4BR | Fireplace | Ski In/Out | Fire Pit [mileabv]
The outdoor deck space and amenities at this property were great. Between a hot tub, pool table, foosball, and cornhole, there was plenty for everyone to do at the house. The interior was very well done and felt cozy.

08 Winding Way | Ski In/Out, Lake Views!
The townhome was perfectly located to a ski slope. We enjoyed the ski in /out ! The hot tub was also lovely at the end of the day !

Main Street Connection | Ski In/Out, Hot Tub!
Amazing home! Perfect for our family! We loved the fun of the lower level and hot tub! Super close wisp!

5BR | Dogs OK | Fireplace | Hot Tub [outbnds]
We came in for our annual deep creek trip. We brought our 4 kids and our oldest sons 5 friends. The house was a great space! The teens were able to have the basement to themselves. The pool table and hot tub were a big hit! We also loved the deck with a nice view. We would definitely stay again

70 Bright Passage | Ski In/Out, Lake Access!
You can expect exceptional service and a very clean home. The house was fully stocked with all the essential appliances. Taylor-Made's customer service was also easy to work with even after we left the home. I would highly recommend booking with Taylor-Made, I am sure all the houses were as high of quality as this one.
Ski-in/out cabin rentals

Sunsets~LAKE access~Dock~Game ROOM~Hot Tub~Dogs OK
Great place and exactly as described. Lots of amenities and the hosts were super easy to work with and very responsive. Would definitely stay there again if in the area

TikiBar, Hot Tub, Lakefront, Playset, Private Dock
Beautiful place, easy check in and the host was pretty responsive to the questions . Would love to visit again and thank you for having us.

SkyView @ Deep Creek
Pictures don’t do it justice! Such a beautiful and relaxing getaway! John and Jennifer were so responsive and helpful during our stay! Our trip was scheduled during a winter storm, and they proactively offered us flexible check in! We will definitely be booking again! Highly recommend! ☺️

All about the view
Would definitely rent again, Chris was quick with responses and answered the questions we asked. Great location!

Winter is Coming
First off, Chris was just amazing to work with, very responsive, understanding, and down to earth. The place is so cozy, the TV is large and was great for watching movies and sports. The kitchen and grill worked just as good as expected, the campfire was a nice bonus even though we spent most of the time in the hot tub. The hot tub gets very hot, fits 4 people comfortably, 5 if you want to push it. Me and my friend had an air hockey tournament which was fun. The beds are very comfortable, the bathrooms are very nice. The lighting and temperature is perfect, with if it’s warm you can open a window, if it’s cold, there’s a fireplace. Arrowhead right up the street is a great convenience store with groceries, alcohol, and cheap and really delicious hot food, (I wish we had one back at home). We liked the place so much we got an extension. Chris is the best host I’ve ever worked with, I could not recommend him or this place enough. We will be back!
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