
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.

Slopeside Chalet: Bike in/out+ Views+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. Relax in the hot tub after a day on the slopes or hiking. Watch the skiers as you sit by the fire table from the roof top deck. Bring the family together around the dining table looking out the massive window at the mountains. Snuggle up in the living room beside the gas fireplace surrounded by l

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.

Seven Springs *Ski-in/out Condo 1 Bed.(king),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 behind the condo building (weather permitting). What makes this condo special is the private entrance, large living space, a bedroom with king bed, a full kitchen, and a balcony. 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.

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.

Walk to Wisp!~Hot Tub • Game Room•Dogs OK!• SAVE $
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

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.

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 $187/stay.

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

Bike,Hike,Relax in Lux! at Bryce Resort
This recently renovated, modern condo offers the latest amenities, including WIFI and Smart TVs. The true charm lies in its outdoor options. Sip a hot drink on the balcony, watch the sunset, or cozy up by the fireplace. In the season, enjoy the Community Pool, explore slopes, lifts, dining, and shops nearby. Golfing, skiing, biking, ziplining, swimming, and canoeing at Lake Laura are a short walk away. Embrace modern comfort and thrilling outdoor adventures!

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!

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!

Bryce Mountain Retreat w/ Amazing Views
Discover the perfect mountain retreat at Bryce Resort! Our award winning home offers breathtaking mountain views, a 5-minute walk to ski lifts, and a short drive to golf, hiking, and Lake Laura. With 5 bedrooms, 3 baths, a large fireplace, 2 spacious decks, and high-speed WiFi, it’s ideal for families, groups, and remote work. Enjoy skiing, biking, kayaking, or lounging by the fire—book your stay today!
Popular amenities for Western Maryland ski-in/out rentals
Ski-in/out house rentals

Deep Creek Cottage at Wisp!

Mountain Near ski-in-ski-out at Timberline

5BR Seven Springs Home on Resort, Hot Tub, Shuttle

Luxe Lake House w/ dock, 2 fire pits, wisp resort

Hidden Valley, Slope-Side Ski-IN / OUT, Hot-Tub

Ski Home, Indoor Pool, Firepit, Hot Tub

Seven Springs Cozy 1BR | Quiet & Pet-Friendly

Ski-In/Out, Sleeps 22 – Hot Tub, Game Room & Pool
Family-friendly, ski-in/out home rentals

SlopeSide

Prime Resort Location, Modern Ski In/Out w/Balcony

Ellie’s Inspiration Slopeside

Cozy condo and Bryce Resort

Remodeled 1BR ski-in / ski-out, Gorgeous View

Rockwell Suite #206 at the Inns of Whitetail

Continental Condo Ski-in/Ski-out @ Hidden Valley

Autumn Escape in the Laurel Highlands
Ski-in/out cabin rentals

Cozy Mountain Retreat, Hot Tub & Views, Basye, VA

Charming Ski In/Ski Out Log Cabin at Hidden Valley

3 Cubs Cabin - Ski In, Golf Sim, Hot Tub & Arcade

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

By the Slopes at Bryce Resort w/Lake&Mountain View

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

7 Springs Villages Ski-in/out Sleeps 14

The Bluebird Cabin
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- Ski-in/ski-out rentals Maryland
- Ski-in/ski-out rentals United States
- Wisp Resort
- Fallingwater
- Timberline Mountain
- Seven Springs Mountain Resort
- Idlewild & SoakZone
- Ohiopyle State Park
- White Grass
- Shawnee State Park
- Canaan Valley Resort & Conference Center
- Lakeview Golf Resort
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Canaan Valley Ski Resort
- Pikewood National Golf Club
- Lodestone Golf Course
- Warden Lake
- West Whitehill Winery
- Forks of Cheat Winery
- Rock Gap State Park
- Mountain Dragon Mazery Fine Honey Wine




