
Cabin vacation rentals in Winchester
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Top-rated cabin rentals in Winchester
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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.

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.

The Nest: Cozy Chalet - Wi-Fi, Deck and Grill
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 !

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!

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.

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.

Acorn Acre luxury 3-bed A-frame cabin in the woods
Come enjoy adventures or spend some time in peace and quiet at Acorn Acre. Every detail of this rustic A-frame cabin focuses on your comfort. From the remodeled bathrooms and kitchen to the high-end mattresses, bedding and firepit, you'll have all you need to relax and unwind. If you can't check out completely this cabin has high-speed WIFI and all the amenities you need to work from a beautiful location.

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Discover The Juniper Cabin, a cozy retreat for rest, connection, and quiet escape. Once one of the community's original hunting cabins, it’s been thoughtfully reimagined with rustic warmth and modern comfort. Enjoy morning coffee on the screened porch, explore nearby trails and wineries by day, then unwind beneath the stars in your private hot tub—a perfect setting for couples or a peaceful reset.

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
Hidden in the Valley sits on 30 private, wooded acres adjoining the George Washington National Forest. This remote property offers a pool, fire pit and foot trails throughout, perfect for your furry companions! If you’re looking for a true escape to nature, surrounded by Virginia’s best hiking trails, wildlife and clear, starry night skies, Hidden in the Valley is the getaway for you!
Popular amenities for Winchester cabin rentals
Cabin rentals with a hot tub

Firepit, view, hiking, hot tub @ mountain A-frame!

*NEW* Black Luxe A-Frame w/ Spa, Gameroom, Movie

+ The Cabin + @CPP - Hot Tub- Dog Friendly- View

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

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

Timber Creek: Falls - A Shenandoah Cabin

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

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

Tranquil Haven - Secluded 2BR/2BA Cabin

Sapphire Ridge |Escape to Shenandoah River |HotTub

Five Oaks Cabin at The Woods Resort

Waterfront Cabin on the Potomac River w/ Hot tub

Mountain Sun Cabin – Stylish Escape w/ Hot Tub

Poplar Perch - Modern Cabin, King Bed, Fireplace

Designer Cabin with Star Gazing Bell Tent

Sugar Maple Chalet - 67-Acre Farm
Private cabin rentals

Kona's Cabin — King Bed, Fireplace, Pet Friendly

Cabin on Middle Creek - Myersville MD - Middletown

The Philosopher’s Retreat

Mountain hideaway near Wardensville & Capon Bridge

The 1744 Custom Cabin

Rocky Ridge

Cozy Cabin Near Wineries/Breweries & Hiking the AT

Mountain cabin near national park & wineries
Destinations to explore
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- Fitness-friendly rentals Winchester
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- Cabin rentals Virginia
- Cabin rentals United States
- Luray Caverns
- Stone Tower Winery
- Whitetail Resort
- Cunningham Falls State Park
- Shenandoah Valley Golf Club
- Bryce Resort
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- Creighton Farms
- Robert Trent Jones Golf Club
- South Mountain State Park
- River Creek Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Twin Lakes Golf Course
- Dinosaur Land
- Bowling Green Country Club
- Reston National Golf Course
- JayDee's Family Fun Center
- Warden Lake
- Herndon Centennial Golf Course
- The Golf Club at Lansdowne
- Big Cork Vineyards




