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Cabin vacation rentals in Winchester

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Vacation rentals for every style

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Popular amenities for Winchester cabin rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cabin rentals with a hot tub

Top guest favorite
The log cabin showcases a natural wood exterior, complemented by large windows that invite sunlight. A stone chimney rises from the side. Lush greenery surrounds the entrance, with an American flag displayed proudly. The gravel driveway leads to the inviting front porch.
Cabin in Bentonville
4.96 out of 5 average rating, 170 reviews

River Woods Retreat HotTub L2EV Trails 10min2River

Guest favorite
The exterior of a blue A-frame cabin is framed by tall trees, with a wooden deck extending outward. The deck features a railing and provides a view of the surrounding landscape. Leaves and foliage cover the ground, suggesting a natural setting.
Cabin in West Virginia
4.92 out of 5 average rating, 152 reviews

Firepit, view, hiking, hot tub @ mountain A-frame!

Guest favorite
The log cabin features a welcoming exterior with a spacious porch and large windows. A fire pit area surrounded by Adirondack chairs is set in the foreground, highlighted by hanging string lights, creating an inviting ambiance for gatherings.
Cabin in Rileyville
4.98 out of 5 average rating, 116 reviews

Luxe Log Cabin, Mountain Views, HotTub, Secluded

Top guest favorite
A rustic cabin is set at an elevated position, surrounded by trees. A wraparound deck is visible, featuring outdoor furniture and an American flag. Large windows allow natural light to enter, while an air conditioning unit is mounted on the wall.
Cabin in Rileyville
4.98 out of 5 average rating, 204 reviews

Charming, cozy cabin on the ridge.

Guest favorite
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, 156 reviews

Luxury Lodge Fire Pit, Hot Tub, & Sauna

Top guest favorite
The cabin is nestled among lush trees, featuring a wraparound deck and comfortable seating areas. An inviting entrance leads up wooden steps, with outdoor lighting enhancing the serene atmosphere. A hot tub is visible on the deck, surrounded by greenery.
Cabin in Berkeley Springs
5 out of 5 average rating, 284 reviews

+ The Cabin + @ Camp Potomac Peak

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, 140 reviews

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

Guest favorite
Cabin in Bentonville
4.96 out of 5 average rating, 169 reviews

Timber Creek: Falls - A Shenandoah Cabin

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Pet-friendly cabin rentals

Guest favorite
The kitchen features modern stainless steel appliances, including a refrigerator, stove, and dishwasher. Dark cabinetry contrasts with light countertops, while patterned flooring adds visual interest. Open shelving displays dishware, and a window provides a view of the outdoors, enhancing the cooking experience.
Cabin in Wardensville
4.96 out of 5 average rating, 198 reviews

Secluded Cabin | Hot tub | Kayaks | 2 min to Lake

Guest favorite
A modern cabin is nestled among trees, showcasing a two-level design with a spacious deck. The surrounding landscape features autumn foliage with fallen leaves scattered on the ground, creating a natural setting. The upper deck is accessible and invites outdoor relaxation.
Cabin in Gerrardstown
4.89 out of 5 average rating, 228 reviews

Hot Tub - Fishing - Private Creek Access

Top guest favorite
This two-story tiny house features a wooden exterior with a green finish. A spacious staircase leads to a covered balcony, framed by wooden supports. Surrounding trees provide a natural backdrop, while a gravel pathway adds to the outdoor ambiance.
Cabin in Hinton
4.97 out of 5 average rating, 103 reviews

Tiny Tree House

Guest favorite
A cozy wood cabin is nestled among trees, showcasing a warm glow from the windows at dusk. A gravel path leads to the entrance, while a picnic table is positioned in the foreground, surrounded by natural landscaping.
Cabin in Luray
4.94 out of 5 average rating, 316 reviews

Treetops Cabin - Hot Tub & Firepit

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, 158 reviews

Cozy Historic Cabin w/ stellar view of Big Schloss

Top guest favorite
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, 123 reviews

Double Spur Outfitters' Brook Cabin

Superhost
Cabin in Great Cacapon
4.89 out of 5 average rating, 174 reviews

Beautiful Log Cabin in Private WV Mountains

Guest favorite
The cabin is nestled among lush trees, showcasing a dark exterior with large windows and a spacious deck. A hot tub is located on a wooden platform, inviting relaxation amidst the serene woodland backdrop.
Cabin in Hedgesville
4.94 out of 5 average rating, 183 reviews

Hot Tub, Dog Friendly Boho Cabin in The Woods

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Private cabin rentals

Superhost
An inviting living area features a stone accent wall with a wood-burning fireplace and large windows that provide natural light. A wooden dining table is surrounded by chairs, while a comfortable sofa sits nearby with a TV positioned on a low cabinet. Exposed wooden beams add character.
Cabin in Winchester
4.86 out of 5 average rating, 90 reviews

Kona's Cabin — Walk to Lake, Firepit, Pet Friendly

Top guest favorite
A serene view of rolling Appalachian mountains is captured at dawn, showcasing a misty landscape. The great room is highlighted with a spacious, well-lit seating area, featuring modern decor and large windows. An expansive, private deck offers seating and a hot tub, surrounded by nature.
Cabin in Great Cacapon
5 out of 5 average rating, 38 reviews

Trofton Solace - River View

Superhost
Cabin in Linden
4.91 out of 5 average rating, 75 reviews

*NEW* Black Luxe A-Frame w/ Spa, Gameroom, Movie

Top guest favorite
An inviting outdoor area surrounds a contemporary chalet, featuring a walkway made of stepping stones and a cozy fire pit area. Seating is provided nearby, and lush greenery frames the property, creating a serene connection with nature.
Cabin in Swanton
5 out of 5 average rating, 42 reviews

Chalet in the Orchard; Romance, Luxury, Relaxation

Top guest favorite
A charming wooden cabin is situated among trees, featuring a porch that wraps around its front. A dark-colored vehicle is parked in the driveway, which is lined with greenery. The natural setting offers a peaceful atmosphere, enhancing the cabin's rustic appeal.
Cabin in Front Royal
4.99 out of 5 average rating, 247 reviews

Valley View Cabin

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, 425 reviews

Serenity by the Stream

Top guest favorite
A modern cabin is viewed amid tall green trees, featuring a distinctive angular design. Large windows create a seamless connection with the natural surroundings. A covered deck is furnished with outdoor chairs, providing a comfortable space for relaxation.
Cabin in Culpeper
5 out of 5 average rating, 26 reviews

Campo Cibola - Breeze

Top guest favorite
An A-frame cabin is set against a backdrop of vibrant autumn foliage. The cabin features a textured dark exterior and a welcoming orange front door. Neatly lined stone steps lead to the entrance, surrounded by landscaped gardens and seasonal decorations.
Cabin in Etlan
4.99 out of 5 average rating, 149 reviews

Modern Mountain Cabin w/WiFi, TV, Fire Pit,Patio

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