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

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

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

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Chalet in Mercersburg

4.94 out of 5 average rating, 116 reviews

Amazing Summer Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Superhost

Cabin in Oakland

4.88 out of 5 average rating, 408 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

Guest favorite

Home in Basye

4.92 out of 5 average rating, 293 reviews

Lux Views of Virginia Mountains, 3 King, 2 Twin

A beautiful house with incredible views! Located right on the Ski/Bike slopes of Bryce Resort (Ski-in/Ski-out). Kick back and relax in this calm, stylish space. Four bedrooms include two Master EnSuite with private baths. The Area offers boating, fishing, hiking, skiing, mountain biking, golfing, mini-golf, caving, wineries and just relaxing. Central AC, linens & towels provided, full kitchen. Great low weekday rates. Quite hours after 11:00 pm are strongly enforced by the local security.

Guest favorite

Townhouse in Champion

4.92 out of 5 average rating, 165 reviews

Seven Springs Sunridge year-round mountain chalet!

Sleeps 13 Ski in/Ski out walking distance to the slopes! Renovated 3 bed 3.5 bath townhouse with loft! Chalet boasts 2 king, 1 queen, 4 twin and a queen sleeper couch. Twin beds may be pushed together to make 2 full beds. Includes access to a private hot tub, outdoor kitchen, outdoor dining area and two patios! Best slopes in Western PA. There is a 24 hour shuttle provided to the main lodge. There are tons of biking/hiking trails, golf and a pool in the summer. Have fun in the sun and snow!

Guest favorite

Chalet in Basye

4.92 out of 5 average rating, 143 reviews

Pets? Yes! Resort Passes | Hot Tub | Sauna | Views

Boot up. Clip in. Go. You'll be the envy of Bryce, skiing (or biking) from your front door. With the five passes included with your reservation at Adventure Awaits, you never have to stop at the resort's ticket window. Located directly on the Redeye ski run near the summit of the mountain, powder (in winter) and bike trails (in summer) are just a few easy steps away. At the end of the day, rest your muscles in the hot tub as you watch the sun set over North Mountain or unwind in the sauna.

Guest favorite

Home in Basye

4.9 out of 5 average rating, 115 reviews

Slopeside Chalet: Bike in/out+ Views+Hot Tub

New Hot Tub! Welcome to this stunning Ski-In/Ski-Out Chalet on the slopes of Bryce Resort. Walk out and onto "White Lightning" ski run. Enjoy the views of the mountains from throughout the home and multiple decks. Watch the skiers as you sit by the fire table from the roof top deck. Come together with family around the dining table looking out the massive window at the mountains. Snuggle up in the living room surrounded by the gas fireplace and log beams and watch a movie. Memories await!

Guest favorite

Cabin in McHenry

4.99 out of 5 average rating, 138 reviews

Walk to Wisp & Lake • Hot Tub • Game Room•Dogs OK!

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

Guest favorite

Home in Hidden Valley

4.91 out of 5 average rating, 217 reviews

Camp Hope Lake House at Hidden Valley Resort in PA

Welcome to Camp Hope Lake House! What a view! Watch skiers come down Imperial slope right into the lodge or guests fishing in the lakes right off of the large wrap around deck! This property is so close to everything you won’t want to leave! It’s centrally-located by the lodge, lakes and minutes away from the pools, tennis and Pickleball courts and golf course. It’s totally renovated and featuring a private hot tub to relax after a wonderful day on the mountain. Book it now before it’s gone!

Top guest favorite

Apartment in Thomas

4.97 out of 5 average rating, 612 reviews

Dandy Flats - The Quaintrelle

Tucked inside the oldest historic buildings on the main drag in Thomas and adorned with 135-year old plaster walls, original woodwork, encaustic tile and purple marble - this tastefully styled flat is for those looking for the transportive experience historic buildings deliver. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

Guest favorite

Home in McHenry

4.9 out of 5 average rating, 118 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

Chalet in Basye

4.81 out of 5 average rating, 178 reviews

House over The Pond w/ Game Rooms, Views

Nestled in the Shenandoah mountains, perched over a glimmering pond, step through 2 hand-carved doors to find yourself warmly welcomed into our spacious 5 bedroom, 5 bathroom home. ✓ Conversation pit and floating fireplace with cathedral ceilings ✓ Full kitchen, stocked and ready ✓ A bathroom for each bedroom ✓ 6 comfortable beds ✓ 3 game rooms (air hockey, darts, foosball, and pool) ✓ 6 covered decks ✓ 50” TV with Roku ✓ Full-sized washer/dryer ✓ Fast Internet to work from home

Guest favorite

Chalet in Davis

4.86 out of 5 average rating, 159 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

Don't be fooled by misleading "slopeside" listings! This gorgeous 5-bedroom lodge is adjacent to Timberline's Winterset ski run — perfect for families. Outdoor hot tub. Large open floor plan, plus separate living area downstairs. Two gas fireplaces. Check-in and check-out times may be flexible with permission (such extensions are highly unlikely during ski season). Requests to book this chalet will be declined unless you have at least 3 positive reviews on Airbnb.