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

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

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

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

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Superhost

Apartment in Davis

4.84 out of 5 average rating, 140 reviews

Walk to Dolly Sods! Private Balcony & Jacuzzi tub!

Walk to lifts- 70 steps or less! Just a few miles from Canaan Valley Ski Resort & Whitegrass! Hike to Dolly Sods right from the condo ! Whitegrass for lunch!+ High Speed Internet. AT&T has service coverage but if you have Verizon or another carrier I would check before you come. this area is remote so prepare! Afterwards, you will enjoy the views by the gas fireplace! This condo is on the 3rd floor. Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub!

Guest favourite

Chalet in Mercersburg

4.93 out of 5 average rating, 117 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, 414 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

Superhost

Home in Basye

4.92 out of 5 average rating, 297 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 favourite

Chalet in Basye

4.91 out of 5 average rating, 147 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.

Superhost

Home in Basye

4.9 out of 5 average rating, 117 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 favourite

Cabin in McHenry

4.99 out of 5 average rating, 143 reviews

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

The perfect, 5-star log cabin, with tons of amenities! You can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, rafting, restaurants & everything in Deep Creek Lake. ✔ TWO King suites ✔Queen suite w/2 beds ✔TWO Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK (fee) ✔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 favourite

Flat in Thomas

4.97 out of 5 average rating, 620 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 favourite

Home in McHenry

4.9 out of 5 average rating, 122 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.

Top guest favourite

Apartment in Hidden Valley

4.89 out of 5 average rating, 106 reviews

The Dove Nest Mountain Escape-Hidden Valley Resort

The Dove Nest is a peaceful mountain escape conveniently nestled in the Laurel Highlands at Hidden Valley Resort in Pennsylvania. This tastefully decorated, cozy and clean second floor condo will give you the perfect escape you are looking for. It comfortably sleeps up to six people and is centrally located in the resort within walking distance to the slopes, outdoor pool, lake fishing, golfing, hiking, biking, tennis, bocce, basketball, and pickleball courts. This is the perfect spot!

Superhost

Chalet in Basye

4.81 out of 5 average rating, 179 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 favourite

Cabin in Champion

4.92 out of 5 average rating, 662 reviews

Cabin in the Woods Seven Springs

Newly renovated home on a private wooded lot-just 5 mi from Seven Springs Resort and 16 mi from Falling Water and Ohiopyle. Well equipped! Sleeps 6 comfortably (3bdrm/1.5 bath)! Relax & Enjoy the Mountains! ***We have recently replaced a couch and chair and some bedding that photos don’t reflect. We are scheduling new photo shoot and plan a remodel on 2024! If you want to see updates photos let me know and I’ll send some less professional ones!