
Holiday rentals in Jenningston
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Top-rated holiday rentals in Jenningston
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Studio with WOW mtn views / Stargaze, Hike, Relax
Your private apartment in the lower level of our home is much like a motel room, but BETTER! Because here you will have stunning private views of mountains during the day, and at night, you will have unpolluted views of the stars. Plus, motels are in cities. Here you will experience quiet. If you love the outdoors and want a comfortable home base at the end of the day, send me a message and ask what hiking is nearby. BONUS: tell me your style of hiking and I'll give you tailored recommendations!

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.

potomac overlook log cabin at Smoke hole with wifi
My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). I do have a 50.00 pet fee per dog up to 2 dogs only. It is located just above the entrance to the Smoke Hole Canyon with great fishing, beautiful scenery along the paved country curvy road. You can drive through the canyon and come out on Rt 28 just below the Smoke Hole caverns and gift shop. Then continue to Seneca Rocks and hike the rocks or drive to Nelson Rocks for zip lining.

Mountain view retreat #1
Get comfortable with mountain views and fresh, clean air at 3,200' altitude, close to Canaan Valley/Blackwater Falls State Parks. Also, Dolly Sods, Seneca Rocks and Spruce Knob (highest point of WV). Lots of hiking/biking trails. Unique shopping in Davis and Thomas with a variety of restaurants. Fast food? An adventurous, scenic drive goes to Parsons, with the only McDonald's and traffic light in the county. Relax on the back deck to view the horse pasture and the small private airport.

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.

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!

Cozy Camper on the Rail Trail
Unique, dog-friendly camper-to-tiny home conversion. Wake up to amazing views with mountains in every direction. The Allegheny Highlands rail trail greets you as you step out the front door. No pet fees! Perfect for those looking for a peaceful and safe location, just off the beaten path. Surrounded by the Monongahela Forest, and the Cheat River, this valley is an outdoor recreation paradise. Rustic and simple, the guest house offers you what you need for a comfy stay.

The Davis Ridge - Mt Views, Fireplace, Balcony
This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace (free firewood included), cook a delicious meal on the outdoor grill, and end the day toasting from the balcony and cuddled by the fire. You're only a few minutes from all the major sites and attractions in the area.

Basement apartment in the middle of the valley!
This is a basement apartment in the heart of Canaan Valley. Less than 10 min drive to everything: Timeberline ski resort, Canaan Valley ski resort, incredibly fun local XC ski area Whitegrass, art galleries, amazing food options, breweries, and even distilleries! There are two state parks to hike and explore within 10 mins, and a beautiful wildlife refuge only one mile away. Whatever outdoor recreation you enjoy, Tucker Co has the best places to explore. And high speed WiFi.

Dandy Flats - The Nonchalant
Located in a historic building on the main drag and adorned with 135-year old hardwood floors, original woodwork, local art, huge rain shower, and forest views - this tastefully styled flat feels like being transported to a 19th century boarding house. 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 | Trout Stream | Luxe Cabin @ River Resort
Soak in mountain views from your private hot tub, grill on the covered deck, or cozy up by the fire at The Moose—a rustic-luxe cabin for 10 inside Revelle's River Resort. Steps from trout fishing, hiking, and more! Enjoy WiFi, cable, full kitchen, splash pad, playgrounds, and pet perks. Perfect for families, skiers, anglers, or anyone craving mountain peace. Your unforgettable West Virginia adventure awaits—book now before your perfect dates are gone!

Cozy Tiny Cabin w/ Hot Tub, 4 Min to Seneca Rocks
Welcome to Seneca Rocks Hideaway! Enjoy a cozy, top-rated tiny cabin just minutes from iconic Seneca Rocks. Relax on the porch with stunning views, soak in the private hot tub, and unwind by the fire pit at night. Features a new queen-size bed, Smart TV, a well-stocked kitchen, and breathtaking views from the sliding glass door. Perfect for a romantic escape or outdoor adventure. Come see why our guests call it a hidden gem!
Popular amenities for Jenningston holiday rentals
Other great holiday rentals in Jenningston

Alice's Place

Uptown Heart of Davis

The Blue Door in The Flats

Natures Calling

Sundew Cottage - Trailheads & Powder Days Await!

Northwoods F2 - Walk-to-Slope, Remodeled 2025

Mira's Mountain Getaway

#2 - 2 B/R Condo in the Heart of Canaan Valley
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