Cabin vacation rentals in Winchester

Find and book unique cabins on Airbnb

Top-rated cabin rentals in Winchester

Guests agree: these cabins are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A spacious deck features two locally made Adirondack chairs and a small wooden table, all positioned to enjoy the expansive views of the surrounding greenery and distant mountains. The warm colors of sunset can be seen in the sky, enhancing the serene atmosphere.

Cabin in Great Cacapon

4.99 out of 5 average rating, 175 reviews

Secluded Cabin w/VIEWS | River Access | Game Room

*Amazing views on the expansive deck *Private access to community river lot 2 miles away *Pool table and classic arcade game table *Fast/reliable Wi-Fi *Hiking, fishing, and kayaking nearby! *8 acres of private wooded land, no neighbors in sight *Lighted outdoor fire pit with complementary firewood *20 minutes to Berkeley Springs, spas, restaurants, shopping! *Pool table/foosball/board games *Arcade Table with over 60 classic games! *Family friendly with complementary pack n play and high chair

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

4.95 out of 5 average rating, 129 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

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, 149 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

4.98 out of 5 average rating, 158 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, 113 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, 125 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

A spacious log cabin surrounded by trees features a large multi-tiered deck. A hot tub sits prominently among outdoor furniture, including a table with chairs and an umbrella. Steps lead down from the deck, providing access to the cabin and surrounding nature.

Cabin in Berkeley Springs

4.91 out of 5 average rating, 547 reviews

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!

Guest favorite

Cabin in Front Royal

4.95 out of 5 average rating, 222 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, 216 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 bright and inviting interior features high, wooden ceilings and large windows that bring in natural light, showcasing views of the surrounding forest. A wooden dining table is set for meals, with a potted plant as a centerpiece. Comfortable seating is arranged nearby.

Cabin in Wardensville

4.91 out of 5 average rating, 311 reviews

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).

Guest favorite

A serene outdoor area features a hammock strung between two wooden posts, surrounded by tall grass. The modern cabin is visible in the background, blending seamlessly with the natural landscape. A fire pit is positioned nearby, inviting relaxation among the greenery.

Cabin in Star Tannery

4.98 out of 5 average rating, 187 reviews

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.

Guest favorite

The lounge area features traditional log walls and a cozy fireplace surrounded by comfortable seating. A round dining table sits in the foreground, while a television is mounted above a stone backdrop. Natural light streams through windows adorned with soft curtains.

Cabin in Wardensville

4.96 out of 5 average rating, 163 reviews

Cozy Historic Cabin w/ stellar view of Big Schloss

This renovated, 130-year-old cabin is a peaceful retreat surrounded by the George Washington National Forest and five minutes from great hiking at Wolf Gap Recreation Area or Half Moon Trailhead. If hiking isn't your thing, don't worry, the views from the porch are incredible. We suggest grilling out on the wrap-around deck while you watch the deer graze their dinner. Then get a great night's sleep on super-comfortable beds.