Cabin vacation rentals in Winchester

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Top-rated cabin rentals in Winchester

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

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Top guest favorite
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
5.0 out of 5 average rating, 149 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 favorite
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, 527 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 favorite
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, 208 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 favorite
The cabin's exterior displays a modern A-frame design complemented by warm autumn foliage. A multi-level deck features a hot tub, while large windows provide views into the inviting living space. The driveway is visible, winding through the surrounding natural landscape.
Cabin in Luray
4.97 out of 5 average rating, 103 reviews

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

The Horizon cabin at Arête, your luxury 2 BR mountain A-frame retreat with breathtaking views. Enjoy a private two-level deck with a hot tub, cold plunge, and cedar steam sauna for ultimate relaxation. Inside, the spa-inspired bathroom offers heated floors & towel rack, and a soothing shower with five massaging heads. The kitchen is fully equipped, and you can enjoy al fresco dining using the outdoor Napoleon grill. Relax by the indoor wood fireplace or outdoor fire pit (firewood provided).

Top guest favorite
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
4.98 out of 5 average rating, 208 reviews

The Nest: Modern Cabin Retreat on 5 Wooded Acres

Welcome to The Nest, a light‑filled, chalet‑style cabin tucked into 5 wooded acres. A short drive from Berkeley Springs, Harpers Ferry, and Cacapon State Park, it’s your base for hot springs, hiking, trails, and small‑town restaurants. By day, explore paths, wineries, and historic main streets. By night, come “home” to star‑studded skies, mountain views, and wildlife. With fast Wi‑Fi, a workspace, and a fully stocked kitchen, The Nest is perfect for families, couples, and remote workers.

Guest favorite
A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.
Cabin in Front Royal
4.95 out of 5 average rating, 317 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 favorite
The image features a modern cabin with a large glass front showcasing lush green surroundings. A hot tub with bubbling water sits on a wooden deck, emitting steam into the cool air. Comfortable chairs are positioned nearby, enhancing the serene outdoor space.
Cabin in Shenandoah
4.93 out of 5 average rating, 200 reviews

Blue Ridge Mini Lux Retreat 1 with Hot Tub & Sauna

BNB Breeze Presents: Blue Ridge Mini Lux Retreat 1! Experience the Shenandoah Valley and the beauty of the Blue Ridge Mountains from our newly-built retreat! With a private hot tub, sauna, and fire pit the only thing that makes this retreat better is the incredible and picturesque views of the Blue Ridge Mountains that you get with your personal retreat in paradise! Your extensive amenity list includes: - HOT TUB! - Sauna - Fire Pit - Grill - Picturesque Views ​​​​​

Top guest favorite
A spacious deck is presented, featuring a fire pit surrounded by several outdoor chairs. The setting sun casts warm light through the trees, creating a peaceful atmosphere complemented by string lights along the railing.
Cabin in Front Royal
4.96 out of 5 average rating, 167 reviews

Shenandoah Twilight | Hot Tub + Sunset Views

Shenandoah Twilight is a hidden gem just 80 minutes from DC for peaceful mountain getaways, sunset views, and slow evenings in the hot tub. Spend your days hiking, wine tasting, exploring Skyline Drive, or visiting nearby Front Royal, then come back to a comfortable cabin with a fully stocked kitchen, king bedroom, fast WiFi, private hot tub, fire table, and quiet outdoor spaces. It’s an easy place to unwind, reconnect, and enjoy the beauty of the Shenandoah Valley.

Top guest favorite
An A-frame cabin is nestled among the trees, featuring a spacious deck with outdoor seating. Four guests are seen relaxing on the deck, surrounded by natural greenery. The unique triangular roof adds architectural interest, while warm lights illuminate the inviting entrance.
Cabin in Wardensville
4.92 out of 5 average rating, 341 reviews

A-Frame Cabin Escape in GW Natl Forest Lost River

Nestled in the wooded hillsides of the George Washington National Forest just outside Wardensville in the Lost River area, Santi's Lost Stream provides a serene retreat from the stresses of urban life and is the perfect base to enjoy all the area has to offer from hiking to cycling, and more. And blazing-fast fiber internet to help you stay connected. Booked for your dates? Check out our cousin cabin High View Hideaway just a few miles away (Property# 39899541).

Guest favorite
A modern cabin is set amongst lush greenery, featuring a dark exterior and a welcoming front porch. Surrounding landscaping includes a variety of shrubs and trees, creating a peaceful atmosphere. The driveway leads to the entrance, providing easy access to the secluded retreat.
Cabin in Star Tannery
4.95 out of 5 average rating, 303 reviews

Cabin With Wood Burning Hot Tub

Escape to our modern cabin on 12 private acres. Unwind in the wood-burning hot tub, embracing the surroundings and stars at night. With a contemporary design and natural light, this retreat blends with nature. Explore private trails throughout the property, enjoying nature and the fresh air. Inside, find comfort in the fully equipped kitchen and cozy living area. Perfect for a peaceful getaway, our secluded home provides privacy and relaxation.

Top guest favorite
Large glass doors are showcased in the A-frame design, allowing natural light to fill the space. A dining table with chairs is positioned alongside a cozy seating area. The expansive view highlights the mountains and sky, enhancing the serene indoor atmosphere.
Cabin in Lost City
4.99 out of 5 average rating, 143 reviews

Ascent at Lost River (cozy cabin with views)

Kick back and relax in this calm, mountain ridge retreat in the wild and wonderful state of West Virginia. From sunrise to sunset, you will have views of the mountains and peaceful quiet time to chill on the porch or by the fire. Enjoy the entire house and exploring the national parks in the area. Check out the cabin on IG at ascentatlostriver to see more photos of Ascent and local recommendations for delicious eats and fun activities.

Guest favorite
A modern cabin exterior is shown, featuring a sloped roof and large windows that allow natural light to fill the interior. A spacious deck is visible, furnished with two lounge chairs and a wooden rocking chair, surrounded by vibrant autumn foliage.
Cabin in Winchester
4.96 out of 5 average rating, 178 reviews

Foxtrot Mokki | Secluded Getaway 2 Hours from DC

Welcome to The Foxtrot Mokki—a Nordic-inspired retreat just two hours from DC and Baltimore. Solitude is signature. Nestled on seven secluded acres with rain-fed streams, our cozy cabin is designed for tranquility and connection with nature. Located between Old Town Winchester, VA, and Berkeley Springs, WV, it's the perfect outpost for exploring the Northern Shenandoah Valley—from charming towns to scenic hikes and wineries.

Popular amenities for Winchester cabin rentals