
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.

Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio
Come escape to our cozy retreat amidst the stunning beauty of the Shenandoah National Park region. Our unique 400 sq ft tiny home offers all the modern amenities, fully equipped kitchen, private patio w/ fire pit, loft bedroom , and spacious bathroom. Only minutes from Old Rag Mountain, wineries, breweries, horseback riding, trout fishing, and more. Unwind & relax after a day of exploring on your spacious patio.Are your desired dates already booked? Check out our other listing, Bald Eagle Cabin

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.

Cozy Chalet Near Berkeley Springs & Harpers Ferry
The Nest is a chalet-style cabin tucked into the tree-lined mountains of Berkeley County, WV. It offers adventure, a quiet retreat & good family fun. With 5-acres in the mountainside, you'll enjoy star studded skies on clear nights & wake up to birds singing & deer wandering, with mountain views through vaulted windows. The Nest is near Martinsburg, Berkeley Springs, Harpers Ferry, Shepherdstown, Charles Town & Cacapon State Park, among other go-to destinations on the Eastern Panhandle.

1832 Historic Washington Bottom Farm Log Cabin
Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Little Green Cabin on the River
The Little Green Cabin is a beautifully renovated riverfront retreat nestled along one of the Seven Bends of the Shenandoah River between Strasburg and Woodstock—the perfect escape to relax, unwind, and enjoy the outdoors. INSIDE: Full kitchen, 4 beds, cozy furnishings, electric fireplace, Wi-Fi, and oversized windows and doors with plenty of natural light. OUTSIDE: Large screened-in deck, private river access, 2 fire pits, grill, picnic table, hammock, swing set, and horseshoe pit.

Poplar Perch - Modern Cabin, King Bed, Fireplace
Enjoy peaceful days and cozy nights in this modern log cabin perched on a wooded hillside in the beautiful George Washington National Forest. Relax with a drink on the screened-in porch, curl up by a fire in the stone fireplace, or sit on the sprawling deck and breathe in the woods. This cabin has everything you need to relax and enjoy the woods - WiFi, King bed, two TVs, DVDs, Roku, gas grill, firepit, and a well-stocked kitchen. ***Check weeknights for lower prices!***

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!

Walk in the clouds Cabin
Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

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.

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
Cabin rentals with a hot tub

Hot Toddy Cabin: Hot Tub, Views, Arcade & Firepit

Beau Ridge Cabin (Little Cabin with a big view)

Charming, cozy cabin on the ridge.

Chalet in the Orchard; Romance, Luxury, Relaxation

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

Tiny Valley-View Hideaway · Hot Tub for 2

Covered Deck, Fire Pit, Hot Tub, Outdoor Shower

25% Off ~ Hygge mountain retreat w/ stunning views
Cabin rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Pet/Family Friendly, Hot Tub, Large Deck

Luxurious Cabin By the Creek! Inground pool! Spa!

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy Secluded A-Frame Cabin Retreat

Five Oaks Cabin at The Woods Resort

Moonshine Log Cabin *Pool*Hot Tub* Views* LogFire
Pet-friendly cabin rentals

Watercress Cottage at Buffalo Gap

Cedar Creek Cabin

Hottub with Valley Views ~ Romantic, Cozy

Log Cabin and Ragged Rock Ridge

Island cabin

Lovely mountain top cabin

Double Spur Outfitters' Brown Cabin

Cozy Historic Cabin w/ stellar view of Big Schloss
Destinations to explore
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- Apartment rentals Winchester
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- Hotel rooms Winchester
- Rentals with a fireplace Winchester
- Rentals with a patio Winchester
- Family-friendly rentals Winchester
- Rentals with pools Winchester
- Rentals with breakfast Winchester
- Fitness-friendly rentals Winchester
- Pet-friendly rentals Winchester
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- Cabin rentals Virginia
- Cabin rentals United States
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Berkeley Springs State Park
- Cunningham Falls State Park
- Jiffy Lube Live
- South Mountain State Park
- Harpers Ferry National Historical Park
- Cacapon Resort State Park
- Gambrill State Park
- Shenandoah River Outfitters
- Hollywood Casino At Charles Town Races
- Whitetail Resort
- Rock Gap State Park
- Green Ridge State Forest
- Shenandoah Caverns
- Reston Town Center
- Weinberg Center for the Arts
- Antietam National Battlefield
- Sky Meadows State Park
- Big Cork Vineyards
- Skyline Caverns
- Bluemont Vineyard
- Dulles Town Center





