
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.

Lost River Hideout
Winter has arrived and we are no strangers to snow. Venture into wild or stay cozy by our fireplace and marvel at nature through the huge living room windows. Beyond the cabin only the vast GW National Forest. Our cabin offers all modern amenities including high speed wifi, central air, and a gourmet kitchen. Keep your eyes open for wildlife. The cabin is a stone throw from lakes and endless trails. Or maybe go skiing? But be warned - you may not wish to leave once you put your feet up!

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 Cabin • Fireplace, King Bed, Pets Welcome
🌲 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!

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!

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!

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

Hot Tub Hideaway | Fire Pit, Records & Forest Air

Tangerine: *TOP 1%* Cabin w/ Hot Tub + Firepit

Beau Ridge Cabin (Little Cabin with a big view)

Charming, cozy cabin on the ridge.

Woodland Magic Cabin w/ Hot Tub & Fire Pit

Sapphire Ridge |Escape to Shenandoah River |HotTub

Modern Eclectic Treetop Cabin With Hottub

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

Unique Gem: Cozy A frame cabin in the woods

Applemoon: Charming Log Cabin in a Mountain Lake Community

Tiny Tree House

Secluded 2 BR cabin in the forest awaits you!

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

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

Easygoing

Sugar Maple Chalet - 67-Acre Farm
Private cabin rentals

Cabin on Middle Creek - Myersville MD - Middletown

The Philosopher’s Retreat

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

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

The 1744 Custom Cabin

A-Frame Cabin Escape in GW Natl Forest Lost River

Rocky Ridge

Sleepy Hollow Log Cabin
Destinations to explore
- Plainview Holiday rentals
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- Family-friendly rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with a patio Winchester
- Rentals with a fireplace Winchester
- Hotel rooms Winchester
- Rentals with pools Winchester
- Rentals with breakfast Winchester
- Fitness-friendly rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Cottage rentals Winchester
- House rentals Winchester
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- Apartment rentals Winchester
- Cabin rentals Virginia
- Cabin rentals United States
- Whitetail Resort
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Cunningham Falls State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Gambrill State Park
- South Mountain State Park
- Harpers Ferry National Historical Park
- Shenandoah River Outfitters
- Sky Meadows State Park
- Jiffy Lube Live
- Big Cork Vineyards
- Cooter's Place
- Green Ridge State Forest
- Antietam National Battlefield
- Reston Town Center
- Rock Gap State Park
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- Bluemont Vineyard
- Catoctin Mountain Park
- Greenbrier State Park




