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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
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, 190 reviews

Luxurious Cabin By the Creek! Inground pool! Spa!

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, 156 reviews

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

Top guest favorite
The log cabin features a welcoming front porch with seating and vibrant hanging plants. A gravel pathway leads to the cabin, surrounded by green grass and trees, while a fenced area is visible beside the porch, enhancing the private outdoor space.
Cabin in Charles Town
4.97 out of 5 average rating, 228 reviews

Vintage Riverfront Log Cabin “Emma” w/hot tub

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, 287 reviews

+ The Cabin + @ Camp Potomac Peak

Guest favorite
A rustic cabin is nestled among tall trees, surrounded by a gravel path. Soft outdoor lighting illuminates the space, highlighting a cozy fire pit arranged with Adirondack chairs. The structure features multiple windows, allowing natural light to flow inside.
Cabin in Luray
4.98 out of 5 average rating, 208 reviews

Whispering Woods ~Top rated cabin by Washingtonian

Guest favorite
Cabin in Bentonville
4.96 out of 5 average rating, 175 reviews

Timber Creek: Falls - A Shenandoah Cabin

Top guest favorite
The exterior of a spacious ranch-style home is presented, featuring a wide wrap-around porch supported by wooden beams. Seating is arranged along the porch, inviting relaxation. The surrounding grassy area extends towards a treeline, adding to the serene rural landscape.
Cabin in Rileyville
4.96 out of 5 average rating, 159 reviews

Mountain View Retreat

Top guest favorite
Two black Adirondack chairs are positioned on a grassy area next to the river, offering serene views of the water and surrounding trees. Gentle sunlight filters through the leaves, creating a peaceful atmosphere for relaxation.
Cabin in Woodstock
4.97 out of 5 average rating, 103 reviews

Rivah Retreat, HotTub~Firepit-Fishing-Deck-Private

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Pet-friendly cabin rentals

Guest favorite
A spacious dining area features a wooden table surrounded by four chairs, with natural light flowing through large windows and sliding doors. A cozy living space includes a brown sofa positioned near a TV, highlighting the wooden walls and ceiling of the cabin.
Cabin in Great Cacapon
4.99 out of 5 average rating, 170 reviews

Secluded Cabin w/VIEWS | River Access | Game Room

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, 111 reviews

The River House

Top guest favorite
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, 271 reviews

Design-forward cabin in the woods

Guest favorite
A charming log cabin is set within a wooded area, featuring a red roof and natural wood siding. A stone pathway leads to the entrance, which is flanked by tall potted plants. White outdoor chairs are positioned near the door, inviting relaxation in the serene surroundings.
Cabin in Luray
4.96 out of 5 average rating, 267 reviews

Shenandoah Escape ~Sauna ~Walk to SRO ~King Bed

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, 125 reviews

Double Spur Outfitters' Brook Cabin

Guest favorite
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, 105 reviews

Modern Wooded Retreat, Fire Pit & Deck

Guest favorite
Cabin in Hedgesville
4.96 out of 5 average rating, 160 reviews

Acorn Acre luxury 3-bed A-frame cabin in the woods

Guest favorite
The cabin features a screened-in porch, providing a seamless connection to the natural surroundings. Dark wood panels accentuate the exterior, while large windows invite ample light. A gentle slope leads to the porch, enhancing the sense of privacy in a wooded setting.
Cabin in Berkeley Springs
4.87 out of 5 average rating, 167 reviews

Magical quiet cabin nestled 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, 92 reviews

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

Guest favorite
The exterior of a spacious log cabin is set among lush greenery, featuring a prominent stone chimney and an expansive deck with a railing. A gravel path leads to the cabin's entrance, while well-maintained landscaping includes various shrubs and a bird feeder nearby.
Cabin in Hedgesville
4.98 out of 5 average rating, 52 reviews

Back Creek Cabin - Pool w/ lake and Mountain View

Guest favorite
The cabin presents a multi-level facade, featuring large windows that offer a view of the surrounding greenery. A spacious deck extends along the front, with comfortable loungers arranged for outdoor relaxation, and steps leading to the ground level.
Cabin in Gore
4.97 out of 5 average rating, 79 reviews

Serene Mountaintop Cabin - Pool, Hot Tub, Sauna

Top guest favorite
The A-frame cabin features a modern exterior finished in dark wood. A welcoming front porch with railing and steps leads to a large entry door. Nearby, a screened-in porch can be seen, surrounded by trees, enhancing the natural setting.
Cabin in Hedgesville
5 out of 5 average rating, 94 reviews

Cozy A-Frame Cabin In The Woods

Guest favorite
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, 267 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

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
4.97 out of 5 average rating, 31 reviews

Campo Cibola - Breeze

Guest favorite
A wooden cabin is nestled among trees, featuring a covered porch with a front entrance. A gravel driveway leads up to the cabin, while a small outdoor seating area is visible beside it, surrounded by natural landscaping.
Cabin in Capon Bridge
4.96 out of 5 average rating, 77 reviews

Mountain Top Cabin

Guest favorite
The exterior of the cabin is shown, featuring dark wood siding and two windows framed in a contrasting color. A simple wooden staircase leads up to the entrance, surrounded by lush greenery typical of the wooded hillside setting.
Cabin in Lost City
4.96 out of 5 average rating, 299 reviews

High View Hideaway - A Cozy Lost River Cabin

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