
Cabin holiday 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.

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

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 !

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 | Cozy Cabin w/ hot tub
Escape to "Shenandoah Twilight," a cozy cabin retreat perfect for couples or small families in the heart of the Shenandoah Valley. Relax in the cozy living room with a 50" TV, electric fireplace, and plush seating. Unleash your culinary creativity in the fully equipped kitchen, and dine indoors or on the patio, where breathtaking sunsets await. Unwind in the outdoor hot tub surrounded by nature’s beauty, making this cabin the ultimate serene getaway.

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.

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 cabin rentals in Winchester
Cabin rentals with a hot tub

Hot Tub Hideaway | Fire Pit, Records & Forest Air

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

Vintage Riverfront Log Cabin “Emma” w/hot tub

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

Luxury Lodge Fire Pit, Hot Tub, & Sauna

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

Timber Creek: Falls - A Shenandoah Cabin

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Pet-friendly cabin rentals

Design-forward cabin in the woods

Beautiful mountain cabin, lake, recreational areas

Mountain Sun Cabin – Stylish Escape w/ Hot Tub

Poplar Perch - Modern Cabin, King Bed, Fireplace

Double Spur Outfitters' Brook Cabin

Sugar Maple Chalet - 67-Acre Farm

Cozy Log Cabin w/views + Hot Tub near Shenandoah

Lost River Nordic House, dog friendly + hot tub
Private cabin rentals

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

Shenandoah Riverfront Cabin - Eagle Sightings

The Philosopher’s Retreat

Shenandoah Gem ~ Sauna ~ Walk to SRO ~ King Bed

Little Lodge

Charming, cozy cabin on the ridge.

Mountain hideaway near Wardensville & Capon Bridge

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub
Destinations to explore
- Plainview Holiday rentals
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- Rentals with a washing machine and dryer Winchester
- Fitness-friendly rentals Winchester
- Apartment rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with breakfast Winchester
- Rentals with outdoor seating Winchester
- Family-friendly rentals Winchester
- House rentals Winchester
- Flat rentals Winchester
- Rentals with pools Winchester
- Hotel rooms Winchester
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- Rentals with a patio Winchester
- Rentals with a fireplace Winchester
- 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
- Bowling Green Country Club
- Dinosaur Land
- Twin Lakes Golf Course
- JayDee's Family Fun Center
- Reston National Golf Course
- Warden Lake
- Herndon Centennial Golf Course
- The Golf Club at Lansdowne
- Big Cork Vineyards




