
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
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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

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.

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.

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

Ski and Golf Condo Aspen East Condos Unit 212
Newly renovated condo located at Bryce Resort on ski slopes and golf course. This second floor condo faces the golf course with mountain views. Ski in and ski out. Walk to all of Bryce Resort’s amenities including events at the Shenandoah Center. Fully equipped kitchen with Keurig. 2 queen beds and 1 single bed. Wood burning fireplace. Smart TV’s in living room and bedroom. Washer and dryer. Walk-in shower. Wi-fi. Outdoor pool open seasonally.

The Room with the Views!
Enjoy a stylish experience at this centrally-located condo at Bryce Resort. This full service four season resort is nestled in the mountains of the Shenandoah Valley. This newly renovated space is great for a ski retreat, mountain biking stay, a golf weekend, or a romantic getaway. The space offers a fully stocked kitchen, washer/dryer, linens, and a fully operational wood burning fireplace (available November- March).

Lee Rd Retreat at Bryce Resort
Cozy Lee Rd Retreat at Bryce--fireplace, firepit & jacuzzi minutes away from Bryce resort. Our home is nestled in the quiet mountains of Bryce resort in Basye, VA. It’s a perfect base for small families and groups of friends who are looking to visit vineyards, breweries and the beautiful natural surroundings of the area. We love pets, but do not allow them in our rental home as a courtesy to guests with allergies.

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!
Popular amenities for Western Maryland ski-in/ski-out rentals
Ski-in/ski-out house rentals

Deep Creek Cottage at Wisp!

Hot Tub, Pool Table, Poker, Ping Pong: Big Sky

Pet Friendly 5BR Chalet Ski-in-out w/ New Hot Tub!

Slopeside on Winterset, hot tub, and EV Charger

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

New Home, Ski Slope, Indoor Pool, Firepit, Hot Tub

SKI YA LATER Whitetail

Snow Escape
Family-friendly, ski-in/ski-out home rentals

Seven Springs, Sleeps 10, 4BR/5Bed, Hot Tub, POOL,

Sleeps 7, 2BR, 4 BED, Ski IN/OUT, Pool , 7 Springs

Seven Springs, Sleeps 10, 3BR, Ski-IN/OUT, Pool

Seven Springs, Sleeps 8 / 3BR, Ski In/Out, POOL

Seven Springs Cozy 1BR | Quiet & Pet-Friendly

Cozy 3 Bed/3 Bath Condo at Seven Springs

Seven Springs *Ski-in/Ski-out Condo 1 Bed, 1 Bath

Ski-In & Ski-Out Condo -7 Springs -Prime Location
Ski-in/ski-out cabin rentals

Bryce Resort Cabin-Walk to slopes/Golf Course view

Mountaintop Cabin - Ski, Golf Simulator & Arcade

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

CABIN by the Slopes with Mountain & Lake View

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

Luxury mountain retreat. Ski in/out. Views.

Red Letter Lodge

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




