
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

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.

Taylored Four All Seasons at Slopeside Condos
NON SMOKING & NO A/C * Wifi may be in and out. It tends to be spotty in the areas*. Slopeside Condos at TM. Our balcony looks out to Timberline Mountain. **3rd Floor unit. Close to Canaan Valley, Dolly Sods and so much more. This place has beauty in all four seasons!! Davis and Thomas WV are great towns with shops, coffee, antiques, dining and more. Pet fee: $70 (max. 1 well behaved dog/ NO CATS) Starter supply of TP & PT are supplied. BYO shamp/soap/Xtra paper goods -WELL LIT ENTRY No A/C

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.

SAVE $•Walk to Wisp!~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

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 16: 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.

Walk to the lift! Private Balcony & Jacuzzi tub!
Grab your skis or board from your private locker and walk to lifts - 70 steps or less! We are just a few miles drive to Canaan Valley Ski Resort & White-grass! Afterwards, you will enjoy the views 3rd floor views by the gas fireplace! Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub. We offer 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!

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!

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.

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/out rentals
Ski-in/out house rentals

Deep Creek Cottage at Wisp!

Relax in Canaan - hot tub, air hockey, EV Charger

Secluded Mtn Retreat | Hot Tub + Fire Pit + Deck

Enjoy a Peaceful Scenic Golf Mountain Retreat

4BR Slope-Side Mountain Retreat + Hot Tub & Sauna

Brand New Luxury 7 BR Cabin w Hot Tub, Game Room

5 FREE Golf/Lake/BMX Passes*Hot Tub*Arcade*Karaoke

Ski In Ski Out! Hot Tub and Game Room!
Family-friendly, ski-in/out home rentals

3BR ski retreat with three balconies & hot tub

Lee Ridge Mtn Retreat– 3BR/Hot Tub/Pet/ RampAccess

Langski's Lakeview of Wisp Mt.

Private Chalet Golf/Relax Escape Near Gettysburg

1st Level Condo at Bryce Pool*Bike*Golf*Hike

Lakefront+Dock Clean Spacious 10 mi to Gettysburg

Main Street Connection | Ski In/Out, Hot Tub!

New! Deep Creek Townhome Near Wisp w/ Fireplace
Ski-in/out cabin rentals

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

Family & Pet-Friendly 5BR Ski-In/Out with Hot Tub!

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

Luxury mountain retreat. Ski in/out. Amazing!

The Bluebird Cabin
Destinations to explore
- New York City Holiday rentals
- Western North Carolina Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Jersey City Holiday rentals
- Pet-friendly rentals Western Maryland
- Bed and breakfasts Western Maryland
- Family-friendly rentals Western Maryland
- Rentals with a fireplace Western Maryland
- Rentals with an EV charger Western Maryland
- Private suite rentals Western Maryland
- Smoking-friendly rentals Western Maryland
- Apartment rentals Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating Western Maryland
- Rentals with a cinema Western Maryland
- Rentals with a hot tub Western Maryland
- Rentals with lake access Western Maryland
- Tiny house rentals Western Maryland
- Rentals with a patio Western Maryland
- Chalet rentals Western Maryland
- Rentals with pools Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- Rentals with a kayak Western Maryland
- Flat rentals Western Maryland
- Cabin rentals Western Maryland
- Boutique hotels Western Maryland
- Farm stay rentals Western Maryland
- Campsite rentals Western Maryland
- House rentals Western Maryland
- Motorhome rentals Western Maryland
- Hotel rooms Western Maryland
- Guest house rentals Western Maryland
- Fitness-friendly rentals Western Maryland
- Rentals with a sauna Western Maryland
- Rentals with a firepit Western Maryland
- Townhouse rentals Western Maryland
- Waterfront rentals Western Maryland
- Rentals with breakfast Western Maryland
- Ski-in/ski-out rentals Maryland
- Ski-in/ski-out rentals United States
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- Green Ridge State Forest
- West Virginia University
- Rock Gap State Park
- Deep Creek Lake State Park
- Tygart Lake
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Fort Ligonier
- Coopers Rock State Forest
- Laurel Ridge State Park




