Cabin vacation rentals in Winchester

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Top-rated cabin rentals in Winchester

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Top guest favourite
The cabin is nestled among tall trees, supported by stilts. Its architecture features a combination of dark siding and wooden beams, with a spacious deck visible, furnished with outdoor seating. Natural greenery surrounds the structure, creating a peaceful atmosphere.
Cabin in Woodstock
5 out of 5 average rating, 128 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Top guest favourite
A private rear deck is visible, featuring a spacious hot tub nestled among trees. A table and chairs sit nearby, illuminated by string lights that create a cozy ambiance. The cabin's green exterior blends harmoniously with the surrounding natural landscape.
Cabin in Berkeley Springs
4.98 out of 5 average rating, 113 reviews

Romantic, hot tub, king bed, private, pet-friendly

Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

Guest favourite
An open living area features wooden accents and a high ceiling with a ceiling fan. A small kitchenette is highlighted by blue cabinets and decorative tile backsplash. A comfortable chair is positioned in natural light, with a view of the dining area in the background.
Cabin in Lost City
4.96 out of 5 average rating, 321 reviews

High View Hideaway - A Cozy Lost River Cabin

Nestled in the wooded hillsides of the GW National Forest, The Hideaway provides a retreat from the stresses of urban life and is the perfect base to enjoy all the Lost River area has to offer - hiking and fishing, cycling, and more. And blazing fast internet let's you work from here if you need. Completely refreshed in 2019, this cozy cabin offers a large queen bedroom and an open living/dining area, updated kitchen, large deck, and screened-in porch for taking in nature's sights and sounds.

Top guest favourite
A cozy living space features a wooden ceiling and light-colored walls. A small electric fireplace is placed beneath a wall-mounted television. A coffee table sits centrally, surrounded by two comfortable chairs and a couch, with a front door visible to the side.
Cabin in High View
4.98 out of 5 average rating, 180 reviews

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

Guest favourite
A spacious living area features a high A-frame ceiling with wood paneling and large glass windows allowing natural light. A comfortable sofa is positioned near the fireplace, with a dining table and chairs nearby. The oak hardwood floor enhances the cabin's rustic charm.
Cabin in Mathias
4.95 out of 5 average rating, 132 reviews

Lost River Hideout

Winter has arrived and we are no strangers to snow. Venture into wild or stay cozy by our fireplace and marvel at nature through the huge living room windows. Beyond the cabin only the vast GW National Forest. Our cabin offers all modern amenities including high speed wifi, central air, and a gourmet kitchen. Keep your eyes open for wildlife. The cabin is a stone throw from lakes and endless trails. Or maybe go skiing? But be warned - you may not wish to leave once you put your feet up!

Top guest favourite
The exterior of the cabin is showcased, featuring large vaulted windows that allow natural light to fill the space. The deck is furnished with a table and chairs, surrounded by a lush yard and trees displaying autumn colors.
Cabin in Gerrardstown
4.97 out of 5 average rating, 187 reviews

NEW: The Nest Chalet-WiFi, Fire Pit, Deck & Grill

Escape to this private mountain chalet tucked in the woods of Berkeley County, just a short drive from DC but a world away from city noise. Wake up to tree‑top views, spend your days hiking nearby trails or exploring Berkeley Springs and Harpers Ferry, then unwind at night around the fire pit under the stars. With fast Wi‑Fi, a fully stocked kitchen, and cozy living spaces, it’s perfect for couples, small families, or friends looking for a peaceful retreat in the West Virginia mountains.

Top guest favourite
A view of Skyhouse from above, showcasing its elevated wooden structure surrounded by lush greenery. The expansive deck features stairs leading down to the ground level, emphasizing the property's integration with nature.
Cabin in Front Royal
4.92 out of 5 average rating, 494 reviews

COZY River Cabin, HOT TUB, Privacy, Romance, Fun!

Enjoy a River Front Colorful Fall or Cozy Winter Weekend in your HOT TUB at Skyhouse! Fully-remodeled with million dollar views overlooking the river, steps to the water's edge and floating dock! Relaxation, romance, outdoor adventure or just peace and quiet watching the leaves or snow fall inside on your shearling covered comfy couch with views overlooking the river! Ideal for vacay, workcay, mini-moon, or special occcation. 1 hr from NoVA/DC off I-66, 10 mins to town of Front Royal!

Top guest favourite
A serene riverfront retreat is positioned along the banks, surrounded by bare trees and distant hills adorned with autumn foliage. The structure features a raised design, with a spacious yard leading to the water's edge, offering a peaceful and natural setting.
Cabin in Front Royal
4.97 out of 5 average rating, 101 reviews

Shenandoah Riverfront Cabin - Eagle Sightings

Welcome to Ukiyo River House, a true haven of tranquility and adventure! Revel in great bird watching, kayaking, river floats, nearby hikes, Skyline Drive, the close proximity to local breweries, vineyards, horseback riding, Downtown Front Royal, Middleburg shopping, farm to table restaurants, apple/fruit orchards, wildlife center, golf, fishing, antique shopping, events at the fair grounds and much more. Wake up to birdsongs and relish the river view from the spacious front porch!

Guest favourite
A spacious living area features large windows and natural wood accents. A stone fireplace adds warmth, while a modern spiral staircase leads to the loft. A comfortable couch and dining table are positioned for relaxation and meals. A television is visible, complementing the inviting atmosphere.
Cabin in Winchester
4.87 out of 5 average rating, 102 reviews

Kona’s Cabin • Fireplace, King Bed, Pets Welcome

🌲 Welcome to Kona’s Cabin — Your Cozy Shenandoah Escape Unplug, unwind, and settle into Kona’s Cabin, a private and pet-friendly retreat just minutes from Shenandoah National Park, historic downtown Winchester, hiking trails, wineries, and breweries. The cabin features an open living area, cozy fireplace, and a well-equipped kitchen for all your cooking needs. Kona’s Cabin is a cozy abode that’s perfect for couples, solo travelers, or a peaceful weekend getaway with your pup 🐾.

Guest favourite
A spacious log cabin surrounded by trees features a large multi-level deck with a hot tub and outdoor seating. The inviting interior includes a cozy fireplace, a comfortable bed, and ample natural light, providing a serene atmosphere for relaxation.
Cabin in Berkeley Springs
4.91 out of 5 average rating, 587 reviews

Horizon Hill - Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

Top guest favourite
Cabin in Front Royal
4.95 out of 5 average rating, 275 reviews

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Guest favourite
A spacious deck features multiple Adirondack chairs arranged for enjoying scenic mountain views. The area is illuminated by natural light, with a wooden railing framing the outdoor space. The surrounding trees add a touch of greenery to the serene environment.
Cabin in Lost River
4.95 out of 5 average rating, 206 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

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