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Cabin vacation rentals in Winchester

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Top-rated cabin rentals in Winchester

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Top guest favorite

The rustic cabin is set amidst a grassy area, featuring wooden siding and a slanted roof. A small porch with chairs extends across the front, inviting relaxed outdoor seating. Surrounding greenery enhances the cabin's natural setting.

Cabin in Bluemont

4.98 out of 5 average rating, 532 reviews

Rustic Blue Ridge Cabin

A quaint rustic cabin nested at the top of the Blue Ridge Mountains, located in the heart of Western Loudoun Wine Country. Sitting on over 1/3rd of an Acre for you to enjoy. Amenities include a 4-person hot tub, a beautiful view of Loudoun Valley, wifi access, has a loft bedroom with a loft ladder, and hiking along the Appalachian Trail. Close to the Shenandoah River, assortment of restaurants, breweries, distilleries, and wineries in the surrounding area. This is a rustic not luxurious cabin!

A spacious patio is furnished with four modern wicker chairs and a small glass table. The wooden exterior of the cabin serves as a warm backdrop, and views of the surrounding greenery are visible in the distance.

4.94 out of 5 average rating, 151 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

*Come in and relax in this tranquil, peaceful hideaway. *Newly renovated cabins on Shenandoah River. *100 feet riverfront on a 2 acre property *AC/heat, satellite Wifi, fresh linens, towels, DVDs, board games. *Full kitchen w/ utensils, microwave, toaster, K-cups. *Secluded, close tohiking, caverns, wineries, and river adventures.*Dog friendly (extra fee of $40/dog/stay and will be asked for after booking, not included in booking fees) ! *King-size bed in bedroom, queen sofa bed in living room.

An aerial view showcases the cedar log cabin, nestled on a mountain, surrounded by vast, rolling hills and dense woods. A sunset casts a warm glow over the landscape, with the serene undulations of the mountains visible in the distance.

Cabin in Mathias

4.9 out of 5 average rating, 166 reviews

Modern Mountaintop Cabin -Stunning Views *Hot Tub*

Whether you're looking to get away/recharge or work from a (different) home for a little while, this beautiful cedar log cabin perched atop a mountain is a great choice. This 4 BR/2.5 BA cabin offers breathtaking views of the surrounding mountains and valleys - including stunning sunrises. Take in the vistas from the wraparound deck or the great room with its cathedral ceilings, and then enjoy the pool table and other amenities. Two workstations also help you get some work done (if needed!).

A charming log cabin is nestled in a lush forest, featuring a sturdy entrance staircase that leads to a spacious front deck. Natural elements of wood and stone harmonize with the surrounding greenery, creating a tranquil and inviting atmosphere.

Cabin in Great Cacapon

4.9 out of 5 average rating, 201 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Top guest favorite

Cabin in Elkton

4.97 out of 5 average rating, 125 reviews

One-of-a-kind cabin, hot-tub, near National Park

This is a year-round, stunning creekside oasis on 6 acres bordering the Shenandoah National Park & traversed by Hawksbill creek. Luxury & design meet chalet-style charm. This cabin is unlike any other! In summer, enjoy tubing on the Shenandoah river, hiking SNP, or wandering the 6-acre property bordering parkland. Visit the quaint town of Elkton and its wineries, breweries & antique stores. Experience nearby Massanutten Resort with its skiing, adventure park, etc. If you know, you know!

Top guest favorite

An outdoor fire pit area features four black chairs arranged around a crackling fire. The cabin, constructed of wood and surrounded by trees, is visible in the background, showcasing large windows and a warm, rustic appearance.

Cabin in Mount Jackson

4.99 out of 5 average rating, 154 reviews

Piney Mountain Cabin - Shenandoah & Bryce Resort

Enjoy the serenity of the Shenandoah mountains in this cozy, well-appointed cabin. Located in the Basye area, we are 10 mins from Bryce Ski Resort and several Virginia vineyards. Recently updated, the cabin is a reclusive escape for your next mountain getaway. After a fun day outdoors, enjoy reading by the wood stove, streaming a movie in the loft or roasting marshmallows in the outdoor fire pit. This cabin has all the creature comforts to make your next vacation extra special.

A cozy living area features a comfortable gray sofa paired with a rustic wooden coffee table. Pine wood walls create a warm ambiance, complemented by framed artwork and a small potted plant. Natural light enters through a nearby window adorned with dark curtains.

Cabin in Stanley

4.98 out of 5 average rating, 100 reviews

Romantic Couple's Cabin with Mountain Views!

New construction! MOUNTAIN VIEWS from this cabin (and from the hot tub) are STUNNING! Romantic and luxurious custom-built cabin in the perfect location w/mountains on all four sides. Super close to Shenandoah Natl Park/Skyline Drive, Luray Caverns, unique shops & markets, restaurants, horseback riding, fishing, golf, wineries & breweries, Shenandoah River, Lake Arrowhead, and the slopes of Massanutten Resort. Find us at LURAY MOUNTAIN CABINS for SPECIALS & to see video!

A main floor bedroom features a queen bed with a checkered comforter, framed by wooden walls and beams. Two bedside lamps provide soft lighting. A window allows for natural light, revealing views of the surrounding trees.

Cabin in Harpers Ferry

4.81 out of 5 average rating, 436 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

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

4.93 out of 5 average rating, 151 reviews

Island cabin

Getaway from the city and escape to the countryside in this beautiful cabin recently renovated. Situated on a beautiful private lake, enjoy your morning coffee on the porch over looking the water, or enjoy the fire pit with the sunset. The cabin features a queen size bed, a full bathroom, a kitchenette, and a cozy living room area. There is also an outside grill and fire pit. We recently updated the kitchen and added a full size fridge/freezer.

Top guest favorite

The cabin, nestled among lush trees, features a large deck with hanging lights that create a warm ambiance. Large glass doors provide a view of the inviting interior, while the surrounding natural landscape enhances the secluded atmosphere.

4.99 out of 5 average rating, 123 reviews

Peaceful Cabin on a stream surrounded by Hemlocks

Completely renovated romantic getaway cabin in tranquil setting in the woods with large deck located near Bryce Mountain Resort, a 4 season resort offering skiing, bike park, golf and a bar and restaurant. Also near great hiking, biking, kayaking, a yoga studio and many wineries and breweries. This cabin is also traveling distance from the Shenandoah National Park / Skyline Drive in Virginia and Lost River State park in West Virginia.

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, 154 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.

An aerial view of a secluded mountain cabin nestled among lush green trees. The cabin stands prominently on a hillside, surrounded by untouched nature, with a winding path leading to its entrance.

Cabin in Rileyville

4.94 out of 5 average rating, 148 reviews

A+ Privacy & Views | HotTub + Firepit + BBQ | Pets

Secluded mountain cabin with 2 kings, hot tub, fire pit & panoramic views! ★ "Amazing place… the views are breathtaking." ☞ 2 level deck w/ mountain views ☞ Complimentary SUV provided ☞ Hike to waterfall (20 mins) ☞ Fully equipped + stocked kitchen ☞ Patio w/ BBQ grill + dining ☞ 50” Smart TV w/ Netflix ☞ Indoor wood fireplace ☞ Pet friendly* 20 mins → DT Luray (cafes, dining, shops) 30 mins → Shenandoah National Park

Vacation rentals for every style

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A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Winchester cabin rentals

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

The cabin is nestled in a wooded area, featuring a spacious deck with outdoor seating and a hot tub. Large windows provide natural light, while the dark blue exterior complements the surrounding greenery. A gravel pathway leads to the entryway.

Cabin in Berkeley Springs

4.9 out of 5 average rating, 147 reviews

Romantic Cabin | Hot Tub, Fire Pit, Record Player

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, 185 reviews

Luxurious Cabin By the Creek! Inground pool! Spa!

A log cabin with a green metal roof is nestled among trees, featuring a spacious wooden deck. Outdoor seating is arranged on the deck with a railing, providing a place to relax in nature. Natural surroundings create a serene atmosphere.

Cabin in Berkeley Springs

4.91 out of 5 average rating, 147 reviews

Private Modern Log Cabin w/Hot Tub

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

4.99 out of 5 average rating, 160 reviews

Cabin With Wood Burning Hot Tub

Top guest favorite

A rustic cabin exterior is showcased with a metal roof and wooden walls. A spacious deck features a hot tub and seating area, surrounded by gravel pathways. Lush greenery is visible in the background, enhancing the serene outdoor atmosphere.

Cabin in Rileyville

4.98 out of 5 average rating, 107 reviews

Tranquil Haven - Secluded 2BR/2BA Cabin

A wooden cabin is nestled among towering trees, featuring a spacious front porch with a railing. A gravel pathway leads to the entrance, while vibrant greenery and flowering shrubs complement the natural surroundings. The setting offers a sense of tranquility and seclusion.

Cabin in Rileyville

4.96 out of 5 average rating, 214 reviews

"Solitude" Secluded 1 BR Cabin with Hot Tub

A two-story cabin is nestled among trees, featuring a rich brown exterior with light-colored trim and decorative stars. A welcoming front porch with seasonal decorations invites guests, while flower beds add a touch of greenery in the surrounding gravel yard.

Cabin in Hedgesville

4.96 out of 5 average rating, 124 reviews

Waterfront Cabin on the Potomac River w/ Hot tub

An A-frame cabin nestled among trees features a wrap-around deck overlooking the landscape. The kitchen showcases modern appliances and a spacious counter with bar stools, while a gentle waterfall flows over rocks nearby, surrounded by lush greenery.

Cabin in Bentonville

4.96 out of 5 average rating, 156 reviews

Timber Creek: Falls - A Shenandoah Cabin

Cabin rentals with a pool

A modern cabin structure is nestled among trees, featuring a dark wood exterior and a sloped roof. A welcoming front path made of wooden planks leads to the entrance, which is flanked by a light-colored rocky area and mulch for landscaping.

Cabin in Berkeley Springs

4.9 out of 5 average rating, 119 reviews

Pet/Family Friendly, Hot Tub, Large Deck

Cabin in Massanutten

4.91 out of 5 average rating, 127 reviews

Log Cabin Lodge That Has It All

A charming cabin is nestled among trees, featuring a sloped roof and large glass windows that offer abundant natural light. A wraparound deck provides outdoor space, while a cylindrical chimney and air conditioning unit are visible on the exterior.

Cabin in Hedgesville

4.88 out of 5 average rating, 225 reviews

Deer Crossing at The Woods

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

4.93 out of 5 average rating, 255 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

The open living area features a stone fireplace with a mounted deer head above it, surrounded by warm wooden walls and a high ceiling. A large dining table accommodates several guests, while large glass doors provide access to the outdoor space. A colorful wall art piece adds visual interest.

Cabin in McGaheysville

4.91 out of 5 average rating, 179 reviews

Gigi's Mountain Log Cabin with New luxury hot tub

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, 137 reviews

Herb Cottage-Elegant Cabin plus Optional Farm Tour

The outdoor space features a circular arrangement of red Adirondack chairs surrounding a firepit, set against a backdrop of tall trees and natural greenery. The cabin's exterior is visible, framed by the woods, creating a peaceful and inviting atmosphere.

Cabin in Hedgesville

4.87 out of 5 average rating, 108 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, 105 reviews

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

Pet-friendly cabin rentals

The cabin features a spacious porch with multiple seating areas, set against a backdrop of lush greenery. A wooden staircase leads to the upper level, while an outdoor space is highlighted with a patio table and umbrella for shaded relaxation.

4.99 out of 5 average rating, 148 reviews

Southern Comfort

Top guest favorite

4.96 out of 5 average rating, 139 reviews

Mountain View Lodge by Bryce Ski Resort, Basye

An aerial view of Creekview Cabin is presented, showcasing the log cabin surrounded by wooded terrain. The wrap-around deck can be seen, along with the green roof that blends harmoniously with the natural landscape of trees and rolling hills in the background.

Cabin in Berkeley Springs

4.93 out of 5 average rating, 129 reviews

Cozy Creekview Cabin - Berkeley Springs, WV

Top guest favorite

A blue cabin exterior is showcased with a spacious deck surrounded by trees. Two bright orange chairs are positioned beside a wooden bench. Soft lighting from string lights enhances the ambiance, while a hot tub and dining table are visible nearby.

Cabin in Berkeley Springs

5 out of 5 average rating, 278 reviews

+ The Cabin + @ Camp Potomac Peak

Top guest favorite

Cabin in Springfield

4.94 out of 5 average rating, 109 reviews

Secluded 2 BR cabin in the forest awaits you!

A country cabin is depicted, featuring a light blue exterior with a metal roof. A stone pathway leads to the porch, which is adorned with comfortable seating. Lush greenery surrounds the property, creating a serene and inviting environment.

Cabin in Lovettsville

4.96 out of 5 average rating, 219 reviews

Cabin On The Cliffside

A rustic log cabin with a green metal roof is nestled among trees, showcasing natural wooded surroundings. A gravel path leads to a wooden porch, inviting guests to explore the outdoor space. Lush greenery encircles the cabin, enhancing the serene atmosphere.

4.92 out of 5 average rating, 242 reviews

Cozy cabin with relaxing hot tub

A spacious screened porch features a large hot tub, situated next to a wooden wall adorned with logs. Two ceiling fans and a decorative wreath add warmth, while a comfortable chair invites relaxation. Steps lead up to the hot tub for easy access.

Cabin in Shenandoah

4.98 out of 5 average rating, 126 reviews

Spotted Fawn Cabin - Shenandoah VA

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