Holiday houses in Jenningston

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Top-rated holiday rentals in Jenningston

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Top Guest favourite
A cabin is set against a night sky filled with stars, showcasing the Milky Way overhead. Warm lights illuminate the porch area, creating a cozy atmosphere. The surrounding landscape features gently rolling hills and trees, enhancing the serene outdoor setting.
Cabin in Upper Tract
4.96 out of 5 average rating, 406 reviews

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.

Top Guest favourite
A wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton
4.99 out of 5 average rating, 456 reviews

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Top Guest favourite
A two-story condominium building is depicted, featuring a mix of brick and wood accents under a light dusting of snow. Surrounding greenery is visible, along with a parked car in front of the entrance. The pathway is clear, leading to the front door.
Condo in Davis
4.95 out of 5 average rating, 147 reviews

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.

Top Guest favourite
A cozy sleeping area features a spacious bed with four white pillows and a decorative quilt. A pendant lamp with intricate design hangs above a side table, illuminating the textured wall with vintage charm. Dark hardwood floors add warmth to the space.
Apartment in Thomas
4.97 out of 5 average rating, 629 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.

Guest favourite
Chalet in Tucker County
4.93 out of 5 average rating, 173 reviews

The Davis Ridge - Mt Views, Fireplace, Balcony

This is a beautiful property and 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.

Top Guest favourite
The cabin's exterior, featuring dark wood siding and large windows, is set against a backdrop of lush trees. A spacious deck hosts several Adirondack chairs, inviting relaxation. The evening ambiance is enhanced by warm light glowing from the windows, creating a welcoming atmosphere.
Cabin in Davis
5 out of 5 average rating, 231 reviews

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!

Top Guest favourite
A cozy sleeping area is illuminated by natural light from large windows, offering stunning views of the surrounding mountains. Soft bedding is neatly arranged, while warm tones from the walls complement the inviting atmosphere. A bench provides additional seating along the window.
Tiny home in Hambleton
4.97 out of 5 average rating, 246 reviews

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.

Guest favourite
The cabin exterior is shown, featuring a white façade with green and red accents. A covered porch with railings creates a welcoming entry, surrounded by trees in a winter landscape. Light dusting of snow covers the ground, enhancing the cabin's rustic charm.
Home in Davis
4.95 out of 5 average rating, 65 reviews

Creekside Canaan Cabin - pets free, L2 EV charger

Known to locals as "Kate's Place" after the old postmaster, this home has been a village gathering place for nearly a century. Updated in 2022, this home has the quirky charm of an old mountain cabin with modern features, such as a brand new, fully stocked kitchen and Level 2 EV charger. No pet fees! Enjoy the solitude of the woods, the mountain views, and the trickling creek out your window. Dolly Sods, Canaan Valley, Timberline, and White Grass are all within a 15 minute drive.

Superhost
A cozy bedroom features a spacious bed with an intricately patterned quilt and decorative pillows. An artistic wall hanging adds texture to the light-colored walls, while soft lighting enhances the serene atmosphere of the room.
Apartment in Davis
4.74 out of 5 average rating, 205 reviews

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.

Guest favourite
A modern farmhouse sits nestled in a lush green field, framed by mature trees. A red metal roof contrasts with the dark wooden exterior, while a spacious porch extends along the front. Natural light showcases the vibrant grass and surrounding forest.
Cottage in Dryfork
5 out of 5 average rating, 13 reviews

Beautiful Cabin along Dry Fork River -Canaan/Sods

This secluded and modernized - 3 Bedroom, 2 full Bath farmhouse has 6 acres within the Monongahela National Forest. across our field you will find our 1/4 mile of pristine river frontage along the Dry Fork River, which feeds the Cheat River. With a wonderful swimming hole and trout fishing right on the property. There is a covered porch to enjoy the view and a large stone fire pit to hang out at night and enjoy the Milky Way! Well behaved dogs allowed with 150 dollar fee

Top Guest favourite
A comfortable living area features a dark sofa and a patterned lounge chair, complemented by a round coffee table. Large windows framed with shutters allow natural light to brighten the room, revealing forest views. Vintage rugs add warmth to the hardwood floors.
Apartment in Thomas
4.99 out of 5 average rating, 568 reviews

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.

Guest favourite
A glowing glamping dome is nestled within a natural setting, with light spilling out from its entrance. A wooden deck surrounds the dome, providing a warm contrast to the night sky. The structure features a round shape and is partially illuminated, enhancing its inviting appearance.
Dome in Bowden
4.92 out of 5 average rating, 50 reviews

Peaceful Off Grid Glamp Dome Canaan Valley/Davis

Get away from it all and sleep under the stars in this off-grid, stargazing glamping dome! Perfect for nature lovers, it features a 16' dome with a spacious deck, gas grill, outhouse, and firewood provided. Enjoy river swimming, birdwatching, and falconry experiences on a 200-acre working farm with farm-fresh food. Totally off grid and totally unforgettable! Located near Canaan Valley, Davis, and Thomas your wild West Virginia escape awaits.

Popular amenities for Jenningston holiday rentals