Cabin vacation rentals in Winchester

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Top-rated cabin rentals in Winchester

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Top guest favorite

A covered outdoor deck showcases a hot tub with bubbling water in the foreground. Comfortable seating arrangements, including two wooden chairs and a small side table, are visible against a backdrop of lush trees. The ceiling features exposed wooden beams and a ceiling fan.

Cabin in Woodstock

5 out of 5 average rating, 99 reviews

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.

Guest favorite

The exterior view captures a modern cabin surrounded by trees, showcasing large floor-to-ceiling windows illuminated by warm indoor lighting. A private hot tub is visible on the patio, strung with decorative lights that add a cozy ambiance to the serene woodland setting.

Cabin in Hedgesville

4.94 out of 5 average rating, 123 reviews

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

Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Top guest favorite

The cabin exterior features a two-story structure surrounded by lush trees. A covered porch offers seating, while a gravel driveway leads to a grassy area with landscaping elements. The natural light casts gentle shadows across the space, creating a serene environment.

Cabin in Dayton

4.99 out of 5 average rating, 429 reviews

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Top guest favorite

The cabin's exterior features large windows overlooking a grassy area with a fire pit surrounded by several metal chairs. A wooden deck is accessible from the main living area, with additional seating visible. The surrounding trees add to the serene mountain setting.

Cabin in Paw Paw

4.98 out of 5 average rating, 103 reviews

Quiet, 3 bdrm mountain-top with breathtaking views

Escape to the mountains! This 3-bed, 2-bath mountaintop cabin offers breathtaking views from nearly 2,000 ft up. Perched atop Eagle Mountain on 8 secluded acres in rural West Virginia, it’s the perfect retreat. Cozy up to the woodburning stove in our airy great room where floor-to-ceiling windows frame the Cacapon River Valley. Enjoy sweeping vistas of the valley and mountains from three decks. Watch the sunrise over distant peaks, then unwind beneath dazzling night skies. Just 2 hours from DC.

Guest favorite

Cabin in Luray

4.96 out of 5 average rating, 216 reviews

"The Sparrow" Luxury A-Frame in the Shenandoah

Welcome to our newly built A-Frame Cabin, a serene retreat nestled in the Shenandoah Valley a scenic drive from DC. This modern cabin with African influences offers two bedrooms, a full kitchen, fireplace, 4K TVs, PlayStation 5, deck with hot tub, and a workspace. Just steps away from Luray's charms, the Skyline Drive's scenic beauty, Luray Caverns' underground marvels, and Shenandoah National Park's vast wilderness, this cabin is your gateway to an unforgettable escape amid nature's splendor.

Top guest favorite

A cozy living space features a wooden ceiling and light-colored walls. A small electric fireplace is placed beneath a wall-mounted television. A coffee table sits centrally, surrounded by two comfortable chairs and a couch, with a front door visible to the side.

Cabin in High View

4.97 out of 5 average rating, 145 reviews

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.

Top guest favorite

Cabin in Gerrardstown

4.99 out of 5 average rating, 156 reviews

The Nest: Cozy Chalet w/Wi-Fi, Deck & 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 countryside, 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.

Top guest favorite

The exterior of a renovated log cabin is visible, surrounded by lush greenery. A stone chimney rises from the structure, while a small porch invites relaxation. Sunlight filters through the trees, highlighting the rustic charm of the wooden logs.

Cabin in Springfield

5 out of 5 average rating, 110 reviews

1832 Historic Washington Bottom Farm Log Cabin

Welcome to our renovated 1832 Log Cabin on our 300+acre Certified Organic farm. Guests can use our river frontage to fish, canoe, kayak, tube, or gather by the fire pit. We have mountain views, dark night skies revealing stars, planets, and the Milky Way, plus great sunsets. Wildlife includes deer, fox, bear, turkey, eagles, and owls, to name only a few. Lots of History here: site of a French & Indian fort, an early Indian Burial Mound, and the Hosts' historic plantation home.

Top guest favorite

A modern two-story home is nestled among trees, featuring a large deck with outdoor seating and expansive glass windows. The exterior is a combination of dark wood siding and metal accents, while a gravel area is visible nearby, enhancing the natural setting.

Cabin in Berkeley Springs

4.98 out of 5 average rating, 121 reviews

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

Guest favorite

Cabin in Front Royal

4.94 out of 5 average rating, 216 reviews

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!

Guest favorite

The image captures a cabin nestled among trees with a view of rolling hills and the Potomac River valley. A well-tended yard features green grass and scattered stones, while a gravel path leads to the cabin entrance, framed by vibrant flowers.

Cabin in Great Cacapon

4.94 out of 5 average rating, 211 reviews

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!

Guest favorite

A charming black cabin features a screened porch adorned with string lights, inviting relaxation. Steps lead up to a spacious deck with views of the surrounding nature. Adirondack chairs are positioned near the cabin, creating a cozy outdoor space for gathering.

Cabin in Lost River

4.97 out of 5 average rating, 179 reviews

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!