
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.

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 !

Blue Ridge Retreat 2 w/ HOT TUB/Sauna/Cold Plunge!
BNB Breeze Presents: Blue Ridge Mini Lux Retreat 2! Experience the Shenandoah Valley and the beauty of the Blue Ridge Mountains from our newly-built retreat! With a private hot tub, sauna, fire pit and cool pool, the only thing that makes this retreat better is the incredible and picturesque views of the Blue Ridge Mountains that you get with your personal retreat in paradise! Your extensive amenity list includes: • HOT TUB! • Sauna • Fire Pit • Cool Pool • Grill • Picturesque Views

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger
IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

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!

A-Frame Cabin Escape in GW Natl Forest Lost River
Nestled in the wooded hillsides of the George Washington National Forest just outside Wardensville in the Lost River area, Santi's Lost Stream provides a serene retreat from the stresses of urban life and is the perfect base to enjoy all the area has to offer from hiking to cycling, and more. And blazing-fast fiber internet to help you stay connected. Booked for your dates? Check out our cousin cabin High View Hideaway just a few miles away (Property# 39899541).

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.

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!

Beau Ridge Cabin (Little Cabin with a big view)

Bearloga:Hot Tub, Sauna, Stunning Views, 75 acres

The Gramophone - Romantic Valley Retreat

+ The Cabin + @ Camp Potomac Peak

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

Views, hike, work remote, private, hottub & CTVs!

Shenandoah Riverfront w/ Hot Tub & Cold Plunge!
Cabin rentals with a pool

Luxurious Cabin By the Creek! Inground pool! Spa!

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Log Cabin, *Pool, Hot Tub* Views, Views, Log Fires

Five Oaks Cabin at The Woods Resort

The Cabin on the Run

Genuine Log Cabin With River and Mountain Views
Pet-friendly cabin rentals

VIEWS! Fire Pit|Pool Table|Arcade|Quiet|Secluded

Design-forward cabin in the woods

Island cabin

Beautiful mountain cabin, lake, recreational areas

Shenandoah Escape ~Sauna ~Walk to SRO ~King Bed

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

Double Spur Outfitters' Brook Cabin

Rustic and stylish mountain getaway
Destinations to explore
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- Rentals with a patio Winchester
- Rentals with a fireplace Winchester
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- Fitness-friendly rentals Winchester
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- Rentals with pools Winchester
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- Cabin rentals Virginia
- Cabin rentals United States
- Luray Caverns
- Stone Tower Winery
- Cunningham Falls State Park
- Whitetail Resort
- Shenandoah Valley Golf Club
- Gambrill State Park
- Cacapon Resort State Park
- Berkeley Springs State Park
- Bryce Resort
- 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
- Reston National Golf Course
- Twin Lakes Golf Course
- JayDee's Family Fun Center
- Warden Lake
- Herndon Centennial Golf Course
- The Golf Club at Lansdowne
- Whiskey Creek Golf Club




