
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.

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.

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

Apple Mountain Retreat @ Shenandoah National Park
This cozy 3-bedroom, 2-bath cabin is the perfect place to relax and enjoy the beauty of Shenandoah National Park. The cabin is located just minutes from the park's north entrance, so you can easily access all the hiking, biking, fishing, and other outdoor activities the park has to offer. Whether you're looking for a romantic getaway or a family vacation, this cabin is the perfect place to relax and enjoy the beauty of the Blue Ridge Mountains. Enjoy the nature on the deck featuring a hot tub.

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.

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.

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!

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 🐾.

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!

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!

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!

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.

Modern Eclectic Treetop Cabin With Hottub
Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round and safe for max of 2 adults due to its location on the upper deck. Pellet stove is available Oct-March.
Popular amenities for Winchester cabin rentals
Cabin rentals with a hot tub

Vintage Riverfront Log Cabin “Emma” w/hot tub

Charming, cozy cabin on the ridge.

Luxury Lodge Fire Pit, Hot Tub, & Sauna

Sapphire Ridge |Escape to Shenandoah River |HotTub

Mtn. Retreat, Hot Tub, Firepit, Stargazing, SNP!

Cozy Cabin in the Clouds *skyline, wineries*

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Rivah Retreat, HotTub~Firepit-Fishing-Deck-Private
Pet-friendly cabin rentals

Unique Gem: Cozy A frame cabin in the woods

Design-forward cabin in the woods

Cedar Creek Cabin

Secluded Cabin | Hot tub | Kayaks | 2 min to Lake

The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!

Double Spur Outfitters' Brook Cabin

Poplar Perch - Modern Cabin, King Bed, Fireplace

Lodge on the Lake
Private cabin rentals

Cabin on Middle Creek - Myersville MD - Middletown

The Philosopher’s Retreat

Skyline Shenandoah! Hot Tub DogOK EV Charger Grill

Mountain hideaway near Wardensville & Capon Bridge

Cabin On Fern Ridge

Rocky Ridge

Ascent at Lost River (cozy cabin with views)

Evergreen Escape | Hot Tub, Sauna, King Bed & Pets
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- Cabin rentals Virginia
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- Whitetail Resort
- Luray Caverns
- Bryce Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Harpers Ferry National Historical Park
- Jiffy Lube Live
- Shenandoah River Outfitters
- Sky Meadows State Park
- Big Cork Vineyards
- Green Ridge State Forest
- Cooter's Place
- Rock Gap State Park
- Bluemont Vineyard
- Antietam National Battlefield
- Reston Town Center
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- Skyline Caverns
- Hollywood Casino At Charles Town Races




