
Cabin vacation rentals in Winchester
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Winchester
Guests agree: these cabins are highly rated for location, cleanliness, and more.

Timber Creek: Falls - A Shenandoah Cabin
Nestled on 8 acres, the Timber Creek Falls A-frame sits on the Shenandoah National Park border overlooking a beautiful cascading waterfall. A 90-min drive from DC, this cabin getaway will have you unwinding in tranquility. A hot tub offers views stretching 50mi to West Virginia on a clear day, and the closest neighbor is a half mile away. A truly private retreat comes w/ modern conveniences including: EV charger, smart devices, flat-screen TV, standing desk, wood burning stove & spa bathrobes.

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.

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).

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.

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!

West Virginia's only Airbnb Luxe Property
IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

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!

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.

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.

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.

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.

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.
Popular amenities for Winchester cabin rentals
Cabin rentals with a hot tub

Cozy dog friendly A-Frame with hot tub!

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

Lovers Escape! Riverside Sauna! Riverview Hot Tub

Modern Eclectic Treetop Cabin ~ Hottub ~ Romantic

The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

COZY River Cabin + HOT TUB + Swanky, Sexy, FUN!

The Honeymoon Cabin | Private Retreat w/ hot tub

The Bear Den - Mountain Cabin w/ Spectacular Views
Pet-friendly cabin rentals

Unique Gem: Cozy A frame cabin in the woods

Design-forward cabin in the woods

The Gramophone - Romantic Valley Retreat

Cedar Creek Cabin

Wilderness Ridge | Private Cabin w/ Mountain Views

Cozy Historic Cabin w/ stellar view of Big Schloss

Private Spa Retreat in the Mountains~Sauna-Hot tub

Poplar Perch - Modern Cabin, Sauna, Fireplace
Private cabin rentals

Creekside A-Frame on Lost River | Hot Tub | Creek

Lost River Hideout

1832 Historic Washington Bottom Farm Log Cabin

The Log Cabin

The Vale at Será - modern w/plunge pool + sauna

A-Frame Cabin Escape in GW Natl Forest Lost River

Mountain View Cabin | 10 Min to Shenandoah NP

The Hideaway Lakeside Cabin: WiFi + Lake Access
Destinations to explore
- New York City Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Rentals with a washer and dryer Winchester
- Cottage rentals Winchester
- Fitness-friendly rentals Winchester
- Rentals with a fireplace Winchester
- Hotel rooms Winchester
- Rentals with pools Winchester
- Rentals with breakfast Winchester
- Family-friendly rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with a patio Winchester
- Condo rentals Winchester
- Apartment rentals Winchester
- House rentals Winchester
- Rentals with outdoor seating Winchester
- Cabin rentals Virginia
- Cabin rentals United States
- Luray Caverns
- Bryce Resort
- Berkeley Springs State Park
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Rock Gap State Park
- South Mountain State Park
- Cacapon Resort State Park
- Shenandoah River Outfitters
- Reston Town Center
- Sky Meadows State Park
- Greenbrier State Park
- Green Ridge State Forest
- Bluemont Vineyard
- Gambrill State Park
- Antietam National Battlefield
- Dulles Town Center
- Skyline Caverns
- Old Town Winchester Walking Mall
- Big Cork Vineyards
- Catoctin Mountain Park
- Cooter's Place
- Manassas National Battlefield Park
- Museum of the Shenandoah Valley





