Ski-in/Ski-out holiday rentals in Tucker County

Newly Renovated Ski-In/Ski-Out House with Hot Tub!

Beautifully remodeled SKI-IN/SKI-OUT house with OUTDOOR HOT TUB right on Winterset ski trail at Timberline Mountain! Perfect for families, this spacious 4BR/3.5BA home is an ideal location to unwind and relax after a fun day experiencing the great outdoors, whether enjoying downhill or cross-country skiing, snow tubing, hiking, biking, swimming, fishing, golfing or exploring a state park, national forest or wildlife refuge! Come soak in all the splendor that wondrous Canaan Valley has to offer!!

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: $60 (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

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.

Serene mountain stay, hot tub, games, EV Charger

Escape to our cozy slopeside A-frame, steps from Winterset Trail at Timberline Mountain. Start your day with coffee by the fire, watching the groomers prep the slopes. Gear up in the boot room and hit the trail just seven steps away. After an epic day, unwind in the saltwater hot tub, challenge friends at the game table, and enjoy a movie in surround sound. With a fully equipped kitchen, space for everyone, and an onsite Tesla Universal EV charger, your perfect mountain getaway awaits.

Treeline at Timberline!

Walk to Dolly Sods!! Our spacious 2 bedroom, 2 bath has the best location. There are lots of hiking and biking trails easily accessible. The Wilderness Area, aka Dolly Sods is close by, or try out any of the other hikes. We have a pull out sofa bed for extra guests, a grill for BBQing on the balcony, and cozy gas fireplace that makes our condo hands down the best! When you tire from the hiking, biking or fishing, retire in style. Put you feet up and relax. And yes, we have wifi.

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

Leave your worries behind at this stunning 4BR Ski-In/Ski-Out home at Timberline Mountain! Unwind in the sauna or hot tub after a day on the slopes, or a long hike in Dolly Sods. Recently renovated, this home features an open-concept living, dining, and gourmet kitchen, plus bedrooms and bathrooms on each level for ultimate comfort and privacy. Just minutes from Davis and Thomas, enjoy music at The Purple Fiddle, a cold brew at Stumptown Ales, stroll the many art galleries, and more!

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

Don't be fooled by misleading "slopeside" listings! This gorgeous 5-bedroom lodge is adjacent to Timberline's Winterset ski run — perfect for families. Outdoor hot tub. Large open floor plan, plus separate living area downstairs. Two gas fireplaces. Check-in and check-out times may be flexible with permission (such extensions are highly unlikely during ski season). Requests to book this chalet will be declined unless you have at least 3 positive reviews on Airbnb.

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!

Cozy Mountain Ski Retreat

Escape to Timberline Resort in this inviting three-story house, ideal for families or groups. With 5 bedrooms and 3.5 bathrooms, it combines space and comfort. Enjoy a fully equipped kitchen, cozy living room, and a luxurious master suite with a soaking tub. Relax on the patio, and benefit from high-speed WiFi and a laundry room. Close to attractions, this home is perfect for your vacation adventures.