
Holiday rentals in Canaan Valley
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Top-rated holiday rentals in Canaan Valley
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Driftland Cabin - barrel sauna, hot tub, pizza oven
Welcome to Driftland Cabin, a charming, hand-crafted log home nestled on nearly 3 acres of lush, wooded land in the gated Old Timberline community with direct access to Dolly Sods. This inviting cabin offers rustic charm and modern amenities. The open living area with a cozy wood stove is perfect for relaxing and spending quality time with loved ones. On the rear deck, a sauna, hot tub, gas fire table and pizza oven are available. We provide a kayak for guests to enjoy on nearby Sand Run Lake.

The Round House+Panoramic Views, Ski, Bike & Hike
This world-class retreat offers exceptional privacy, perfect for couples seeking an elevated mountain experience. Perched high above Canaan Valley, guests can enjoy mountain biking, hiking, trail running, and xc skiing right from the property. Thoughtfully furnished by a luxury interior designer, this unique circular home blends distinctive architecture, panoramic views and effortless access to some of West Virginia's most amazing outdoor adventures. You will fall in love with The Round House.

The Honeybee
Reconnect with nature at this unforgettable cabin escape with lake views. Enjoy your morning cup of coffee to your evening glass of wine sitting on the covered front porch. Well equipped kitchen and bathroom for all of your needs. Queen sized bed downstairs and two twin beds in un-gated loft area (accessible by ladder). Enjoy our collection of DVDs, books and games. The Honeybee is close to tons of day trip ideas into Wild & Wonderful West Virginia. There is a security camera on driveway/walk.

The Kit House
The Kit House is a perfect place for a weekend with friends or family! An open floor plan and a full kitchen makes the downstairs ideal for gathering. This early 1900s Sears Roebuck home has been fully renovated to include updated amenities while keeping some vintage charm. Walking distance to Davis classics such as The Billy, Sirianni's, Stumptown and Hellbenders and a short drive to Blackwater Falls and Canaan Valley attractions. We are also only 2.5 miles from the cute strip of Thomas, WV!

Mountain Time - with views of Timberline
Take it easy at this unique and tranquil getaway. Located in Canaan with deck views of the Windwood airstrip and the slopes of Timberline. We are just minutes drive to Thomas, Davis, Blackwater Falls, Timberline Resort, Canaan Valley Resort, Dolly Sods. You name it, you are here. The townhome features, 3 bedrooms, 2 full baths, a fully equipped kitchen, bright and airy rooms, an unfinished basement with washer, dryer, and plenty of storage for your mountain bikes, ski equipment, etc. Enjoy!

Cloud Croft Mountaintop Home at Timberline Resort
Mountain getaway with year-round appeal sits at top of 2 1/2-acre lot. Four bedrooms, 4.5 bathrooms and loft. Basement tv room. Heated floors. Gated community close to Timberline and Canaan Valley Ski Resorts. Walking distance to Dolly Sod Wilderness. Close proximity to Blackwater Falls, golfing, mountain biking, fishing, hiking, festivals and more. Relax in a family home among the clouds. Garage parking, EV Charger, air conditioning. Chains or Four-wheel drive for inclement weather.

Stunning Nordic Modern Cabin on Five Idyllic Acres
A fantastic, architect-designed, Nordic-modern, four-bedroom, two-bath cabin, tucked away down a relatively secluded dirt road in the community of Old Timberline. Flat lot, surrounded by beautiful tall trees. Walking distance to miles of trails and the Canaan Valley Wildlife Refuge. Easy access from within the neighborhood to the Dolly Sods Wilderness. Minutes to White Grass, Timberline Mountain, and Canaan Valley ski resorts. Or just explore the wooded wilderness behind the cabin!

The Hideaway- An Amazing and Serene Mtn Escape
COZY, MODERN, CLEAN cabin in the woods. PRIVATE, great VIEWS, by trails. New kitchen appliances. EV charger (J1772). Built in 2023. 3 bedrooms (COMFY Kings + Queen), 3 full baths + 2 living rooms. Lots of windows let in natural light and beautiful views of the Valley. DECK with GAS GRILL, Good WiFi (upload 25 download 300 MBs), wood-burning stove. EASY ACCESS year-round, even in winter! Close to Davis, Thomas & short drive to Timberline, Canaan Valley, & White Grass ski resorts

Trout Lily Cottage - the Epicenter of Adventure
Escape to Trout Lily Cottage, a modern yet cozy retreat, made for those who crave a little adventure and a lot of quiet. With equal space indoors and out, you can start your morning with coffee on the deck and crisp mountain air. Located between Canaan Valley and Davis. Outdoor adventure, local charm, and scenic views are never far away. The perfect basecamp for exploring West Virginia’s wild beauty. Your dog is welcome too, because every good adventure deserves a wagging tail.

Yellow Creek Retreat
Reconnect with nature at this newly constructed unforgettable escape. Enjoy breathtaking views from your spacious deck while having your morning coffee or grilling your dinner. Nestled in close proximity to Yellow Creek, Rails to Trails, Moon Rocks, and Mountain Top Hunting Club, you'll have biking, hiking, fishing, and UTV riding access without the drive. Though you'll enjoy the tranquility of this location, you're close to the town of Davis and downtown Thomas.

Winter Wonderland Skiers Dream CanaanValley!
LOCATION LOCATION. Private fishing pond! KIDS and Adults LOVE TO CATCH! Central Cortland Rd. One block to Canaan Valley BBQ, Canaan Valley Store, New Miniature Golf, Trail Labs. 3.8 Miles to Timberline Mountain. HEATED 2 Car Garage! VIEWS FULLY RENOVATED DECEMBER 2022. ALL NEW HICKORY HARDWOOD FLOORS, BRAND NEW GOURMET KITCHEN with HUGE island. LARGE BRAND NEW HOT TUB ON PRIVATE BACK DECK. HUGE BONUS ROOM WITH LARGE FUTON AND FOOSBALL TABLE.

Hottub w/ breathtaking Mtn views >4mi>Seneca Rocks
"The views were incredible." -Isabella Get away from your hectic life for several days and decompress. What better place to do that than in nature? You'll be centrally located in the best of WV. Nearby activities include hiking, biking, climbing, photography, caving, fishing, sightseeing, and more. As part of the experience, you'll have a scenic 3-minute walk from the parking area (down by our house) up to the tiny house.
Popular amenities for Canaan Valley holiday rentals
Other great holiday rentals in Canaan Valley

Modern Cabin - Timberline Mountain & Canaan

Meadow Cabin - Hot Tub, A/C, King Bed, Game Room

The Magic Teacup: Steps from the Slopes & Trails!

My Desire, Riverfront Home In Davis, WV

Honeycomb Hideout

*New* Rockabilly Lux Retreat For The Whole Family

Horseshoe Lodge

4BR Slope-Side Mountain Retreat + Hot Tub & Sauna
Frequently Asked Questions
Where is Canaan Valley located?
Canaan Valley sits in the Allegheny Mountains region of West Virginia, surrounded by natural areas, ski slopes, and distinctive wetlands. The valley is recognized for its scenic landscapes and protected environments.
When is the best time to visit Canaan Valley?
Late spring and early fall are often recommended for comfortable temperatures and fewer crowds, while winter draws visitors for snow activities around 18–33°F (-8–1°C). Summer provides mild weather, making hiking and wildlife exploration popular.
What are some things to do near Canaan Valley?
Canaan Valley has opportunities to explore nature preserves, ski areas, hiking trails, and locally rooted festivals. You can join guided tours, photograph mountain vistas, or participate in seasonal outdoor activities.
How is the weather near Canaan Valley?
Expect chilly winters with temperatures averaging 18–33°F (-8–1°C) and frequent snowfall, while summers are mild, staying near 56–74°F (14–23°C) with regular rainfall. Layers and waterproof gear are frequently suggested throughout the changing seasons.
Destinations to explore
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- Wisp Resort
- Timberline Mountain
- Bryce Resort
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Canaan Valley Ski Resort
- White Grass
- Tygart Lake
- West Virginia University
- Deep Creek Lake State Park
- Swallow Falls State Park
- Shenandoah Caverns
- Coopers Rock State Forest
- Fort Necessity National Battlefield
- Lodestone Golf Course
- Audra State Park
- Western Maryland Scenic Railroad
- Smoke Hole Caverns





