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Holiday houses in Jenningston

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Top-rated holiday rentals in Jenningston

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 447 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.

Guest favourite
Cottage in Mount Jackson
4.92 out of 5 average rating, 130 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Guest favourite
A spacious deck area features comfortable seating arranged around a central fire pit. The surrounding landscape includes leafless trees and expansive views of distant mountains under a clear blue sky.
Home in Tucker County
4.94 out of 5 average rating, 103 reviews

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!

Guest favourite
A modern cabin exterior is highlighted by a large triangular glass front, revealing a lofted interior space. A spiral staircase is visible, leading to the upper level. Warm lighting enhances the wood accents and furniture, creating a welcoming ambiance for guests.
Cabin in Mathias
4.84 out of 5 average rating, 153 reviews

Lost River Nordic House, dog friendly + hot tub

Relaxing modern getaway in Lost River, WV. Lofted ceiling, fully glass fronted cabin with beautiful wooded views. Featuring 1 queen bedroom, 2 full bed loft with spiral staircase, 1 full bath, fully stocked kitchen, open living room with two story glass windows, deck with hot tub & gas grill. High speed fiber internet and desk for remote work. Outdoor fire pit. Ideal for groups, families and couples. Dog friendly! WINTER RENTERS: You must have 4 wheel or all wheel drive in the event of snow.

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, 240 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, 271 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.

Top Guest favourite
A stylish kitchen area features floral wallpaper and vintage-inspired lighting. A wooden countertop is paired with a gas range and various kitchen utensils. A small round table with two chairs invites dining, while the rich hardwood flooring adds warmth.
Apartment in Thomas
4.99 out of 5 average rating, 618 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.

Top Guest favourite
The home's exterior is complemented by vibrant purple irises and lush greenery, enhancing the natural setting. A spacious deck is visible, supported by wooden pillars beneath. Gravel surrounds the area, and additional seating is situated among the landscaping, creating a serene outdoor environment.
Home in Pendleton County
5 out of 5 average rating, 291 reviews

The Woodland House|comfy mtn home, hot tub, view

The Woodland House is our 2-bedroom, 1.5 bath home located in the Mon Forest town of Franklin, WV. Enjoy the comforts and luxuries of home while enjoying the fresh air and forests of a trip to the mountains. You'll also have easy access to our small-town amenities while being a short drive from some of West Virginia's favorite destinations like Spruce Knob and Seneca Rocks. You can also stay in and enjoy the mountain view without ever leaving the back porch.

Guest favourite
A scenic view of a tree-lined path leading through dense greenery, showcasing a blend of evergreen and autumn foliage. The expansive mountains stretch in the background under a cloudy sky, creating a peaceful natural landscape.
Home in Davis
4.91 out of 5 average rating, 117 reviews

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.

Top Guest favourite
The tiny house is nestled in a grassy area, featuring a wooden staircase leading to the entrance. Warm lights adorn the exterior, and a hot tub is positioned nearby. Lush trees provide shade around the structure, enhancing the natural setting.
Tiny home in Seneca Rocks
4.99 out of 5 average rating, 381 reviews

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.

Top Guest favourite
A cozy cabin with warm lighting is shown at dusk, featuring a covered porch with string lights. A nearby hot tub is visible alongside a gravel pathway, which leads to a seating area under the pavilion. The surrounding landscape is serene, with hills in the background.
Tiny home in Seneca Rocks
4.99 out of 5 average rating, 180 reviews

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!

Top Guest favourite
A modern cabin is nestled among vibrant autumn foliage, with leaves in shades of red, orange, and yellow. The building features a dark exterior and large windows, surrounded by trees that enhance the feeling of being in a treehouse.
Cabin in Maysville
5 out of 5 average rating, 268 reviews

Modern cabin in Dolly Sods w/ sauna & EV charger

A bright, modern cabin in the heart of the Monongahela National Forest. This brand new design driven space feels like being in a treehouse. It lies at the edge of the Dolly Sods wilderness, has forest views from every room, and a sauna. The location provides easy access to tons of hiking and is only 2.5-3 hours from Washington DC. It's as close as you can get to Dolly Sods without camping! 4WD needed in the winter.

Popular amenities for Jenningston holiday rentals