
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 Winter 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 !

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 Cozy Cabin • Fireplace, King Bed, Pets OK
🌲 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!

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!

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.
Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

Charming, cozy cabin on the ridge.

Walk in the clouds Cabin

Wild, Wonderful Five-Bedrm Loghome

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

Cedar River Retreat~ River Access~Hot Tub~King Bed

Winter Escape | Hot Tub, Sauna, King Bed & Pets

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

Secluded cabin with new hot tub
Pet-friendly cabin rentals

A Frame Cabin - Close to SNP-Deck-Views-Fire Pit!

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

Applemoon: Charming Log Cabin in a Mountain Lake Community

Cedar Creek Cabin

Tiny Tree House

Secluded 2 BR cabin in the forest awaits you!

Double Spur Outfitters' Brook Cabin

Retriever’s Retreat ~ High-Tech Log Cabin Oasis
Private cabin rentals

The Philosopher’s Retreat

Vintage Riverfront Log Cabin “Emma” w/hot tub

Mountain hideaway near Wardensville & Capon Bridge

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

New! Zen Cabin in the Clouds

Hummingbird Hideaway

Rocky Ridge

The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Destinations to explore
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- Pet-friendly rentals Winchester
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- Rentals with a fireplace Winchester
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- Fitness-friendly rentals Winchester
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- Cabin rentals Virginia
- Cabin rentals United States
- Whitetail Resort
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Cunningham Falls State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Shenandoah Caverns
- Appalachian National Scenic Trail
- Shenandoah River Outfitters
- Sky Meadows State Park
- Big Cork Vineyards
- Harpers Ferry National Historical Park
- Rock Gap State Park
- Cooter's Place
- Jiffy Lube Live
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Green Ridge State Forest
- Old Town Winchester Walking Mall
- Antietam National Battlefield
- Reston Town Center




