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Ski-in/Ski-out holiday rentals in Western Maryland

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

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Popular amenities for Western Maryland ski-in/out rentals

Ski-in/out house rentals

Guest favourite
Home in McHenry
4.9 out of 5 average rating, 20 reviews

Deep Creek Cottage at Wisp!

TheoRating, 5 stars3 months ago
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
Top guest favourite
Home in McHenry
5 out of 5 average rating, 5 reviews

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

VincentRating, 5 stars1 week ago
Great house! The ping pong, pool table, and shuffleboard were a hit.
Guest favourite
Home in McHenry
5 out of 5 average rating, 16 reviews

Langski's Lakeview of Wisp Mt.

TomRating, 5 stars5 months ago
Great location. All Needed items. Was informed prior to going to bring extra towels for the hot tub and that was nice to know in advance. We got a foot of snow the day after we arrived and there were two snow shovels for our use and we needed both of them. Will hope to stay there again.
Top guest favourite
Home in McHenry
5 out of 5 average rating, 17 reviews

Brand New Home,Indoor Pool, Firepit,Hot Tub

BenjaminRating, 5 stars3 weeks ago
Somi was a great host and we had a great time! it's a very beautiful home with a ton of amenities. He answered all our questions almost immediately and was very accommodating. looking forward to staying again.
Superhost
Home in Champion
4.87 out of 5 average rating, 23 reviews

Cozy Retreat: 1 BR Condo @ 7 Springs Mtn Resort

BrandyRating, 5 stars3 weeks ago
Beautiful location and charming little condo! My family enjoyed every minute of it. Close to so many hiking spots and the views are amazing. Andrea was a great host! We will definitely be back.
Superhost
Home in Mercersburg
4.83 out of 5 average rating, 78 reviews

SKI YA LATER Whitetail

ColeRating, 5 stars2 months ago
Awesome hosts. So responsive and place was sweet. Would recommend to anyone.
Top guest favourite
Home in Frederick
5 out of 5 average rating, 23 reviews

Basecamp Frederick Lodge - Forest Retreat

LindseyRating, 5 stars2 weeks ago
Our stay was great! We were in the area for a wedding and had a lovely walk before in the woods. Beautiful surroundings and very peaceful. It was perfect for a weekend stay!
Superhost
Home in Davis
5 out of 5 average rating, 3 reviews

4BR Slope-Side Mountain Retreat + Hot Tub & Sauna

AishwaryaRating, 5 stars3 weeks ago
The location and comfort of this Airbnb are the key highlights! A great balance of seclusion and convenience, it is a less than 15-min drive to the main streets of Davis, with access to breweries and restaurants. Parking areas of several popular hikes in Dolly Sods are also a 15-20-min dive away. The hosts are great - they were friendly, responsive, respectful, flexible, and super proactive! They communicated all instructions really well, including the most helpful guidebook of an Airbnb I have ever come across. The house is well-equipped, especially the kitchen, with all necessities plus extra supplies in stock. It is thoughtfully decorated, clean, and affords great views. Overall, a wonderful place and wonderful hosts!

Family-friendly, ski-in/out home rentals

Home in Davis
4.76 out of 5 average rating, 21 reviews

Appaus Wetu

GonzaloRating, 5 stars3 months ago
Great place Be mind full slops close early, and only way is walking up hill
Apartment in Hidden Valley
4.73 out of 5 average rating, 67 reviews

Cozy Spring Condo @ Hidden Valley - Bike-Hike-Golf

LafeRating, 5 stars4 months ago
Nice place, bunk bed room is great. It's across the street and up a hill from the Continental slope - like a 1-minute walk to the slope. Has everything you need. Solid spot.
Home in McHenry
4.6 out of 5 average rating, 5 reviews

4BR | Fireplace | Ski In/Out | Fire Pit [mileabv]

JonathanRating, 5 stars71 months ago
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.
Yurt in Circleville
4.92 out of 5 average rating, 75 reviews

Rustic Yurt- Choose Your Own Adventure!

ChristopherRating, 5 stars15 months ago
A truly enchanting location that made for a relaxing and memorable few days of star gazing. Just the right combination of charm and comfort for spending some time in the wilderness. Highly recommended!
Home in Davis
4.91 out of 5 average rating, 44 reviews

"Mountain Time"

DanielleRating, 5 stars5 months ago
We had a wonderful winter stay! The house was inviting and cozy, and as other guests have mentioned well appointed with comfortable beds.
Apartment in Champion
4.85 out of 5 average rating, 93 reviews

Seven Springs slopeside ski in, ski out condo

WenjingRating, 5 stars5 months ago
This place is clean, super convenient to get to the slope and have a beautiful view! Mark is very responsive and flexible. We had a good time!
Guest favourite
Chalet in Davis
4.86 out of 5 average rating, 159 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

ElydiaRating, 5 stars4 months ago
This place was AWESOME! Perfect location for wanting to spend your time on the slopes! Super cozy, very spacious, looks exactly like the pictures. The living area is a great hangout spot and the fireplaces kept us nice and warm during this windy winter stay.
Home in Hidden Valley
4.91 out of 5 average rating, 122 reviews

Luxury Retreat in mountains

WilliamRating, 5 stars3 weeks ago
Beautiful house. Would be a great ski in ski out place. We were in the neighborhood for a party in May. Would think about coming back during ski season.

Ski-in/out cabin rentals

Top guest favourite
Cabin in Somerset
5 out of 5 average rating, 20 reviews

Charming Ski In/Ski Out Log Cabin at Hidden Valley

MintyRating, 5 stars3 weeks ago
We had an amazing stay at this cabin! It was exactly as described—clean, comfortable, and perfect for our group of 4 families. The setup was ideal for both relaxing and spending time together. We loved the firepit in the evenings, the hot tub was a great bonus, and having the lake so close by made the whole experience even better. One of us even forgot his phone at the cabin, and Mike was kind enough to open the house for us the next day after checkout so we could look for it—and we found it! That kind of hospitality really stood out. One of the best cabin stays we’ve had. Highly recommend!
Guest favourite
Cabin in Basye
4.98 out of 5 average rating, 238 reviews

Bryce Resort Cabin-Walk to slopes/Golf Course view

XiaoyuRating, 5 stars3 weeks ago
Great place for a getaway with friends and family. Jonathan is very responsive, he provides a great handbook for everything of your stay! Will definitely consider to visit again.
Superhost
Cabin in Davis
4.86 out of 5 average rating, 56 reviews

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

AmandaRating, 5 stars2 months ago
We had a wonderful time at Kimberly’s place. We cooked all of meals and the kitchen had everything we needed…probably the best stocked kitchen we seen. Hot tub was awesome and we stayed in the “off” season so the neighborhood was super quiet, which we loved! Would definitely recommend!
Guest favourite
Cabin in Basye
4.96 out of 5 average rating, 69 reviews

CABIN by the Slopes with Mountain & Lake View

RonRating, 5 stars3 weeks ago
The place was exactly what was needed - a quiet getaway. The view from the deck was amazing. We had coffee there every morning and sat out talking in the evening.
Guest favourite
Cabin in Canaan Valley
4.97 out of 5 average rating, 35 reviews

The Boat Shed: Canoe Lake, Hot Tub, Dog Friendly

DonnaRating, 5 stars4 months ago
We loved this home! It looks out at a beautiful lake and is surrounded with trees. Very private. The hot tub was fantastic. Looked out on lake as well. We loved loved loved the couches. They were the type that had buttons to position yourself as cozy as you wanted. The wood burning fireplace is wonderful so snuggled on the couch with a blanket in front of the fire reading a book. The best! There are 3 of them so everyone gets their space. We were there during a blizzard but the community plowed very quickly. Connie and Kimberly were the perfect host. Thank you for sharing your home!
Cabin in Mount Jackson
4.69 out of 5 average rating, 32 reviews

4 Br Mountain Retreat near Bryce with Speedy Wi-Fi

CesarRating, 5 stars7 months ago
Es una cabaña con mucho espacio . Especial para pasar con la familia y los niños . Fue una bendición estar en casa de joanne
Cabin in Davis
4.7 out of 5 average rating, 10 reviews

Red Letter Lodge

DerikRating, 5 stars3 weeks ago
Thank you for hosting us, it was an amazing time spent well with friends and family. Very accommodating and would easily recommend! Cheers!
Guest favourite
Cabin in Basye
5 out of 5 average rating, 6 reviews

The Bluebird Cabin

KaterynaRating, 5 stars4 months ago
What a lovely cabin! Cozy, clean, secluded and peaceful. We enjoyed our long weekend with two little ones. The host provides some toys, which was very helpful to keep the kids entertained. One of the biggest advantages was also the proximity to the Bryce resort. Strongly recommend!

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