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.

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Guest favorite

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

Home in Basye

4.92 out of 5 average rating, 296 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.

Superhost

Home in Basye

4.9 out of 5 average rating, 116 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, 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 favorite

Condo in Champion

4.98 out of 5 average rating, 108 reviews

Laurel Highlands, Seven Springs Condo 1 Bed, 1 Bth

Nestle into this cozy, one bedroom condo in The Villages at Seven Springs Mountain Resort. This retreat boasts easy ski-in/ski-out access to the slopes via the Villages Trail next to the condo building (weather permitting). What makes this condo special is the large living space with two couches, a king bed, and a full kitchen with many amenities. As a guest, you have access to the free shuttle service or visit the clubhouse with pool, hot-tub, basketball and tennis in the summer months.

Top guest favorite

Apartment 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 favorite

Home in McHenry

4.9 out of 5 average rating, 121 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 favorite

Condo 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 favorite

Cabin in Champion

4.92 out of 5 average rating, 661 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!

Superhost

Condo in Champion

4.87 out of 5 average rating, 150 reviews

Fall Special - Book 2 Nights Get a 3rd FREE

☀Book 2 Nights, Get a 3rd Night FREE☀ The Trailside Retreat is our cozy, newly-updated condo located in the heart of the Laurel Highlands, directly on 7 Springs' Village Trail! Come enjoy the 2 bedroom, 2 bathroom getaway that comfortably sleeps 6 and includes a private saltwater hot tub overlooking the slopes. Guests can enjoy the community pool, hot tub, basketball, and pickleball/tennis courts located just a few steps away!

Guest favorite

Condo in Davis

4.83 out of 5 average rating, 122 reviews

Peak Retreat: 1 bedroom Ski & Hiking Condo

Welcome to our cozy one bedroom condo in the mountains of West Virginia! Perfect for hiking and skiing getaways. Just minutes from Dolly Sods Wilderness Area and steps from the slopes at Timberline, our condo features a fully equipped kitchen, comfortable bedroom with queen bed, & stunning wilderness views from a private back deck. Book your stay today and experience the beauty of West Virginia's mountains!