
Ski-in/Ski-out holiday rentals in Western Maryland
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Top-rated ski-in/out rentals in Western Maryland
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Popular amenities for Western Maryland ski-in/out rentals
Ski-in/out house rentals

Big Sky: Hot Tub, Pool Table, Ping Pong & Poker
Great house! The ping pong, pool table, and shuffleboard were a hit.

Langski's Lakeview of Wisp Mt.
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.

Brand New Home,Indoor Pool, Firepit,Hot Tub
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.

7BR Glass House: HotTub, GameRoom, Pool, SteamRoom
The stay at The Glass House was all we imagined and more! Alla and Malinda would respond within minutes of needing anything, even if it was just simple directions. They also provided detailed maps of the resort/surrounding areas. They left a gift for us upon arrival with a welcome sign-so sweet! The house was super clean-spotless, in fact. It had gorgeous views with so many outdoor spaces to hang out. The kitchen was very well stocked, especially for our large group in which we had to cook large amounts of food. The two dining areas were especially helpful! If you have kids-this is the house for you! The playroom in the basement provided hours of entertainment. Not to mention, there were so many activities for the adults-shuffle board, a pool table, hanging in the hot tub, games, etc. The beds and comforters were super cozy! We also utilized the multiple, large tv's in the house. We loved opening the garage door for some fresh air while still being inside. Thank you Alla!

SKI YA LATER Whitetail
Awesome hosts. So responsive and place was sweet. Would recommend to anyone.

Hot Tub EV Charger DogsOK 50"TV Fire Pit Gas Grill
Absolutely stunning location and house. The host is super responsive as well. We will 100% be back.

Terrapin Station - Hot Tub - Year-round creek
Our group loved this home! It was conveniently located close to the lodge, however I do not recommend the walk in ski boots. The mudroom was perfect for getting ready and drying out clothes. The kitchen is well stocked with plenty of counter space. We would definitely stay here again.

Basecamp Frederick Lodge - Forest Retreat
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!
Family-friendly, ski-in/out home rentals

Appaus Wetu
Great place Be mind full slops close early, and only way is walking up hill

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.

Rustic Yurt- Choose Your Own Adventure!
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!

"Mountain Time"
We had a wonderful winter stay! The house was inviting and cozy, and as other guests have mentioned well appointed with comfortable beds.

Seven Springs slopeside ski in, ski out condo
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!

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!
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.

Luxury Retreat in mountains
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.

On The Trail 7 Springs - Prime Location & Serenity
We had a wonderful stay at Seven Springs! The place was spotless, well-maintained, and exactly as described. It was also very kid-friendly, which made our trip so much easier and more enjoyable. The owner provided five-star service—super responsive, thoughtful, and made sure everything was perfect from start to finish. I highly recommend this spot for families or anyone looking for a relaxing and hassle-free getaway. Would definitely stay here again!
Ski-in/out cabin rentals

Charming Ski In/Ski Out Log Cabin at Hidden Valley
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!

Bryce Resort Cabin-Walk to slopes/Golf Course view
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.

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain
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!

CABIN by the Slopes with Mountain & Lake View
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.

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

4 Br Mountain Retreat near Bryce with Speedy Wi-Fi
Second year in a row renting this house. It was great for our mixed group. Plenty of space and close to the slopes!

Red Letter Lodge
Thank you for hosting us, it was an amazing time spent well with friends and family. Very accommodating and would easily recommend! Cheers!

The Bluebird Cabin
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!
Destinations to explore
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- Rentals with a patio Western Maryland
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- Seven Springs Mountain Resort
- Fallingwater
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Idlewild & SoakZone
- Flight 93 National Memorial
- Timberline Mountain
- Hidden Valley Resort
- Ohiopyle State Park
- Wisp Resort
- Shawnee State Park
- Pikewood National Golf Club
- Bella Terra Vineyards
- White Grass
- Lodestone Golf Course
- Lakeview Golf Resort
- Canaan Valley Ski Resort
- Laurel Mountain Ski Resort
- Winter Experiences at The Peak
- Clear Shade Creek
- Mountain Dragon Mazery Fine Honey Wine
- Warden Lake