We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

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

Top guest favorite

A modern cabin is nestled among tall trees, showcasing a dark exterior and a sloped roof with skylights. The structure features elevated decking and steps leading to the entrance, surrounded by lush greenery in a tranquil, wooded setting.

Cabin in Woodstock

5 out of 5 average rating, 109 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.

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, 136 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!

The elevated wooden deck provides access to a charming house surrounded by trees. Large glass doors allow natural light to fill the interior, while outdoor lights illuminate the exterior walls. A sturdy staircase leads down from the deck to the ground level.

Cabin in Front Royal

4.91 out of 5 average rating, 465 reviews

Modern River Cabin! Hot Tub*Privacy*Romance*Fun!

Enjoy a River Front Colorful Fall or Cozy Winter Weekend in your BRAND NEW Hot Tub at Skyhouse! Fully-remodeled with million dollar views overlooking the river, steps to the water's edge and floating dock! Relaxation, romance, outdoor adventure or just peace and quiet watching the leaves or snow fall inside on your shearling covered comfy couch with views overlooking the river! Ideal for vacay, workcay, mini-moon, or special occcation. 1 hr from NoVA/DC off I-66, 10 mins to town of Front Royal!

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, 156 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, 167 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, 120 reviews

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 !

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

4.99 out of 5 average rating, 134 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

Cabin in Front Royal

4.95 out of 5 average rating, 238 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!

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

4.95 out of 5 average rating, 228 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!

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, 206 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.

A cozy cabin is nestled among trees, featuring large windows that allow natural light to illuminate the interior. A fire pit surrounded by log seating is positioned in front, set on gravel and bordered by stones. Wooded surroundings create a peaceful outdoor atmosphere.

Cabin in Winchester

4.95 out of 5 average rating, 109 reviews

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.

Top guest favorite

A charming log cabin features a red metal roof and inviting wooden exterior. Neatly tended shrubbery and small flower beds surround the entrance, while a gravel walkway leads to a red door. Natural landscaping enhances the peaceful setting on a sunny day.

Cabin in Shepherdstown

4.95 out of 5 average rating, 492 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Winchester cabin rentals

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Cabin in Stanley

4.95 out of 5 average rating, 252 reviews

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

The cabin is nestled in a lush, wooded landscape, surrounded by vibrant greenery and trees reflecting the changing seasons. A gravel driveway leads to the stone facade of the home, which features large windows and a welcoming front porch.

Cabin in Front Royal

4.97 out of 5 average rating, 167 reviews

Luxury Lodge Fire Pit, Hot Tub, & Sauna

Top guest favorite

A spacious porch featuring log railings and wooden flooring is illuminated by the soft glow of sunset. Comfortable seating is arranged for relaxation, and large windows reveal a tranquil view of the wooded surroundings, enhancing the sense of openness and connection to nature.

Cabin in Rileyville

4.98 out of 5 average rating, 154 reviews

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

Top guest favorite

A charming exterior view of a cabin-style home is presented, featuring a welcoming porch with black railings and lantern-style lights. The house is surrounded by trees, with warm light streaming from the large windows, creating a sense of comfort and connection to nature.

Cabin in Hedgesville

4.99 out of 5 average rating, 106 reviews

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

A tiny cabin is nestled among tall trees, set against a backdrop of rolling mountains under a partly cloudy sky. A gravel driveway leads up to the cabin, featuring a rusted metal roof and wooden patio, surrounded by untouched wilderness.

Cabin in Rileyville

4.94 out of 5 average rating, 216 reviews

Hideaway Cabin- Tiny Cabin, Hot Tub, View, Firepit

The A-frame cabin is surrounded by lush greenery, featuring a wrap-around deck adorned with bistro lights. A winding gravel path leads to the entryway, lined with stones and illuminated by soft outdoor lights. The cabin's exterior showcases a blend of rustic charm and modern design.

Cabin in Bentonville

4.96 out of 5 average rating, 189 reviews

Timber Creek: Falls - A Shenandoah Cabin

Cabin in Shenandoah

4.96 out of 5 average rating, 133 reviews

Blue Ridge Retreat 2 w/ HOT TUB/Sauna/Cold Plunge!

Cabin in Strasburg

4.9 out of 5 average rating, 176 reviews

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

Cabin rentals with a pool

Top guest favorite

A log home nestled among lush greenery is showcased, featuring a warm wooden facade. The building is surrounded by trees, providing a serene atmosphere. A well-kept lawn extends in front, enhancing the inviting appearance of this peaceful retreat.

Cabin in Dayton

4.98 out of 5 average rating, 197 reviews

Luxurious Cabin By the Creek! Inground pool! Spa!

Cabin in Hedgesville

4.97 out of 5 average rating, 107 reviews

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

The cabin features a contemporary A-frame design with large windows that reflect surrounding trees. A spacious deck wraps around the structure, providing outdoor seating options. Natural light streams through the windows, inviting a connection with the outdoors.

Cabin in Hedgesville

4.92 out of 5 average rating, 278 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

Top guest favorite

A charming cabin features a log exterior with a green metal roof and two skylights. A covered porch, supported by sturdy posts, displays wooden railings and offers a welcoming spot to enjoy the surrounding landscape.

Cabin in Delaplane

5 out of 5 average rating, 144 reviews

Herb Cottage-Elegant Cabin plus Optional Farm Tour

A cabin elevated on stilts is surrounded by lush green trees, showcasing a spacious deck that extends from the main structure. Large windows invite natural light, reflecting tranquility in the wooded setting.

Cabin in Hedgesville

4.87 out of 5 average rating, 123 reviews

Five Oaks Cabin at The Woods Resort

An aerial view of a log cabin nestled among lush greenery on a mountainside, featuring a rectangular pool adjacent to the cabin. The expansive landscape offers rolling hills and valleys, with a clear view of the horizon in the distance.

Cabin in Rileyville

4.77 out of 5 average rating, 111 reviews

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

Top guest favorite

Cabin in Hedgesville

4.93 out of 5 average rating, 119 reviews

The Cabin on the Run

An aerial view captures the cabin nestled among vibrant green trees, surrounded by a dense forest. The natural canopy of leaves provides shade, and the rustic roof is visible among the treetops. The serene setting emphasizes privacy and a close connection to nature.

Cabin in Hedgesville

4.87 out of 5 average rating, 182 reviews

Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Pet-friendly cabin rentals

Top guest favorite

The wooden deck offers a serene view of the calm river, reflecting the warm hues of the trees lining the opposite bank. Bare branches create a gentle frame around the water, enhancing the tranquil atmosphere of the natural setting.

Cabin in Charles Town

4.94 out of 5 average rating, 116 reviews

The River House

A cozy living area features a stone fireplace with a warm fire, framed by wooden walls and large windows. A green sofa is positioned in the foreground, with a small round table and chairs nearby. Natural light streams through a skylight above.

Cabin in Lost River

4.98 out of 5 average rating, 276 reviews

Design-forward cabin in the woods

A charming cabin is nestled among greenery, featuring a spacious porch with wooden railings. The structure showcases a rustic design with a stone chimney and large windows, allowing for ample natural light. Lush fields surround the cabin, creating a serene setting.

Cabin in Upperville

4.94 out of 5 average rating, 161 reviews

Island cabin

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

4.95 out of 5 average rating, 168 reviews

Cozy Historic Cabin w/ stellar view of Big Schloss

The cabin exterior is crafted from warm pine wood, featuring a covered front porch with wooden railing. Stairs lead up to the porch, which provides access to multiple windows that allow natural light to fill the space. The surrounding greenery complements the rustic charm.

Cabin in Star Tannery

4.99 out of 5 average rating, 133 reviews

Double Spur Outfitters' Brook Cabin

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

4.96 out of 5 average rating, 190 reviews

Rustic and stylish mountain getaway

The cabin features a combination of natural wood and large glass windows, allowing for ample light and views of the surrounding greenery. A spacious deck wraps around the structure, showcasing seating areas and landscaped gardens. Natural pathways lead to various outdoor spaces.

Cabin in Haymarket

4.94 out of 5 average rating, 256 reviews

Lodge on the Lake

A living area features a tan leather sofa with a knitted throw, complemented by a light-colored armchair. A coffee table sits centrally, holding a mug and a small plant. Sunlight streams through large windows, illuminating the wooden wall and floor.

Cabin in Wardensville

4.96 out of 5 average rating, 112 reviews

Modern Wooded Retreat, Fire Pit & Deck

Destinations to explore