Ski-in/Ski-out holiday rentals in Canaan Valley

4.84 out of 5 average rating, 140 reviews

Apartment in Davis

Walk to Dolly Sods! Private Balcony & Jacuzzi tub!

Walk to lifts- 70 steps or less! Just a few miles from Canaan Valley Ski Resort & Whitegrass! Hike to Dolly Sods right from the condo ! Whitegrass for lunch!+ 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! Afterwards, you will enjoy the views by the gas fireplace! This condo is on the 3rd floor. Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub!

5 out of 5 average rating, 9 reviews

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!!

4.85 out of 5 average rating, 163 reviews

Apartment in Dryfork

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

4.95 out of 5 average rating, 39 reviews

Terrapin Station - Hot Tub - Year-round creek

Solar Powered, Luxury mountain getaway located within walking distance of Timberline Mountain Ski Resort. Large deck with gas fire pit overlooking year-round babbling brook. Vaulted ceilings showcase a stacked stone gas fireplace. 4 bedroom, 4 bath featuring 2 Main bedroom suites both with en-suite. Large open kitchen and dining area. Great gaming table for board games or cards. Leave your cares at the door and welcome to Terrapin Station in the heart of Wild and Wonderful Canaan Valley.

Top guest favourite

Flat in Thomas

4.97 out of 5 average rating, 609 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.

5 out of 5 average rating, 8 reviews

Hiker's Dream | Deck & Hot Tub | Walk to Ski Lodge

❤️Escape to a cozy chalet in Canaan Valley for relaxation & adventure!❤️ ★ Walk to Timberline Mountain ski lift ★ 2 bedrooms + loft, 2 baths, sleeps 8 ★ Renovated kitchen, hot tub, new deck ★ WiFi & Smart TVs ★ Dedicated workspace with 24in LG monitor ★ Direct access to Dolly Sods & Timberline hikes ★ Walk to Owl Market ★ 15 min to Davis & Blackwater Falls ★ 4x4 recommended in winter Perfect for couples, small families, skiiers/snowboarders, hikers & all outdoor lovers!

5 out of 5 average rating, 6 reviews

Serene mountain stay, hot tub, EV Charger, and A/C

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.

4.78 out of 5 average rating, 54 reviews

Apartment in Davis

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.

5 out of 5 average rating, 4 reviews

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!

4.85 out of 5 average rating, 60 reviews

Cabin in Davis

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

Your family will be close to everything when you stay at this cozy, centrally-located cabin in the heart of Canaan Valley. Located just 400 feet from the 6 pack high speed lift at Timberline Moutain and 700 feet from the Timberline Mountain Lodge. Private parking(flat and does not require chains or 4 wheel drive) for your stay and a nice hot tub for relaxing after a long day of hiking, biking or skiing. 3 bedrooms, 2 full baths and comfortable sleeping arrangements for 9 people.

4.86 out of 5 average rating, 159 reviews

Chalet in Davis

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.