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Cabin vacation rentals in Winchester

Find and book unique cabins on Airbnb

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Popular amenities for Winchester cabin rentals

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

AnnaliseRating, 5 stars1 day ago
Mark had a gorgeous property, perfectly appointed and pristine. He was a superb host, very responsive and so helpful. The forested lot provides a peaceful and private location just a short hike to the Shenandoah River. The surrounding natural beauty and wildlife were the highlight of our stay. We will definitely be back,
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, 151 reviews

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

LillyRating, 5 stars2 days ago
This was a lovely stay! The house was clean (obsessed with the woody fresh smell of the pine) and had everything we could have needed. We even enjoyed stormy weather under the roof on the back deck!
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, 201 reviews

Charming, cozy cabin on the ridge.

EricRating, 5 stars1 month ago
The cabin was perfect for my wife & I’s recent weekend trip to hike/explore SNP. The cabin was super cute, comfortable, and clean. We loved the wrap around windows, deck, and hot tub. The keyless entry worked well and was super convenient The cabin is very private, however there are still other cabins/houses nearby, so you don’t feel too secluded or unsafe. On Saturday afternoon the weather did not cooperate for hiking (thunderstorms), so we picked up food in Luray (~10-15 mins away) and came back to the cabin, cuddled up on the couch and watched Netflix. They had a guest Netflix account so we didn’t have the hassle of logging into our account, or if you don’t have a Netflix account you are covered. Note: some of the pictures are outdated, there are no noisy AC window units that block your views , they have been upgraded to mini-splits in the living room and bedroom mounted jut below the ceiling which made zero noise and were easy to control the temperature in both rooms via a singl
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

DougRating, 5 stars2 weeks ago
Perfect for a weekend getaway (or longer). Very quiet and peaceful with beautiful surroundings. If you’re looking for a quiet place to stay with all the amenities, this is the place.
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, 139 reviews

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

BrittanyRating, 5 stars1 week ago
We traveled with our 2 kids (2 and 4) and like others mentioned this listing has everything you could need! The listing even had step stools my 4 year old to reach the sink to wash her own hands. The hot tub was fantastic, extremely clean and comfortable. We visited Shenendoah National Park and it was a great home base. Definitely bring your groceries as it is a very secluded area and it’s a great space to cook grill, relax and reset ! Very comfortable, clean and organized!
Guest favorite
Cabin in Strasburg
4.9 out of 5 average rating, 175 reviews

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

LarryRating, 5 stars3 weeks ago
The house is on the top of a hill overlooking the valley...the view is amazing. Very private, very secluded, but only about 5 miles off the interstate. The host is very quick to respond to messages. This is a great house for a family trip, the layout was perfect. Everybody loved the basement most of all. The hot tub and the shuffleboard were big hits. The refrigerator and the coffee maker were excellent. I’m looking at getting the same coffee maker because we liked it so much. They could use a few more place settings of plates and silverware, a few more utensils. There’s plenty of seating and the WiFi is great. We would definitely stay there again!
Guest favorite
A spacious deck features a hot tub surrounded by wooden planks. Several outdoor chairs are arranged nearby, providing comfortable seating for guests. The cabin's entrance is visible through glass doors, adding an inviting touch to the outdoor space amid the natural greenery.
Cabin in Lost City
4.97 out of 5 average rating, 202 reviews

Modern Mountain Retreat, Hot Tub & Views

EmilyRating, 5 stars3 weeks ago
This mountain top getaway was perfect! The outdoor porches were wonderful! ! The home had the perfect cozy touches with a clean style. Thoughtful care for a comfortable and relaxing escape was reflected in every corner! We had a great time! Hope to return!
Guest favorite
The A-frame cabin is set amidst lush trees, featuring a sloped roof with multiple skylights. A spacious deck surrounds the structure, while steps lead up to the entrance. Outdoor seating is visible, inviting relaxation in a natural setting.
Cabin in Wardensville
4.98 out of 5 average rating, 211 reviews

Lost River Blackbird A-Frame Cabin: hot tub + wifi

JohnRating, 5 stars5 days ago
Such a lovely little modern cabin in the woods! We had a wonderful time at blackbird and enjoyed the quiet location and cozy, modern decor. Close to excellent hiking in GW national forest. The hosts were very helpful in providing information for our stay.

Pet-friendly cabin rentals

Guest favorite
Cabin in Harpers Ferry
4.98 out of 5 average rating, 162 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

KimberlyRating, 5 stars1 week ago
We had a wonderful anniversary get-away at Applemoon Cabin. The cabin is very cute and cozy and so relaxing! We would definitely go back.
Top guest favorite
Cabin in Bentonville
4.99 out of 5 average rating, 135 reviews

Venture Cabin in Shenandoah Valley

RebeccaRating, 5 stars1 week ago
The home was in a private peaceful area . We thoroughly enjoyed the big yard and the two swings for taking the beautiful scenery in. We relaxed by the fire pit and loved the lit up pathway walking out to it . The two person shower was a treat. It really was pretty. After we came back from dinner we played some pool in the game room and educated my sons on the record player which delightfully brought us back in time. One night here was not enough to enjoy all this lovely home has to offer. Highly recommend staying a few days when you come!
Guest favorite
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, 154 reviews

Island cabin

WilliamRating, 5 stars1 month ago
Julia's place is an Idyllic setting - so tranquil, yet close enough to a great tavern for dinner. Amazing - we cannot wait to come back.
Superhost
A modern cabin with a rustic wooden exterior sits amid lush greenery. Stone pathways lead to the entrance, framed by blooming shrubs. Expansive windows provide glimpses of the surrounding landscape and sky, emphasizing the serene mountain setting.
Cabin in Great Cacapon
4.9 out of 5 average rating, 258 reviews

Modern Mountaintop Cabin with a gorgeous view

DavidRating, 5 stars2 weeks ago
We had a lovely and relaxing stay at this property. The view was stunning, and we really appreciated the peaceful atmosphere, convenient location, and spacious outdoor area—it was a perfect spot to unwind. There were a few downsides worth mentioning. The outdoor dining table shown in the listing photos wasn’t actually there, which was disappointing since we had planned to eat outside. We also reached out to the host to ask how to turn on the deck light but didn’t receive a response. Additionally, the tap water didn’t look okay to drink, so we stuck to bottled water for the weekend. Overall, it was still a positive experience, and with a few improvements, this place could be even better
Top guest favorite
The exterior of a modern log cabin is surrounded by trees, with a spacious screened-in porch leading to an inviting entrance. A gravel pathway extends from the porch, set against a backdrop of natural foliage and a tranquil atmosphere.
Cabin in Wardensville
4.99 out of 5 average rating, 233 reviews

Poplar Perch - Modern Cabin, King Bed, Fireplace

NeelamRating, 5 stars1 day ago
We loved Sara’s place! Our plans were to hike but Mother Nature had other plans. Every morning I sat in silence and enjoyed the rain on the trees and the forest with my delicious coffee. Sara gave us wonderful suggestion for outings and hikes. The pantry and kitchen are well stocked, coffee is delicious with many options to make it your special Cuppa. The perch is perfect! We might come back in winter, we loved it so much.
Superhost
The exterior of a two-story cabin is showcased, featuring an A-frame design with large triangular windows. A wrap-around deck extends around the house, offering access to a screened porch. Natural surroundings of trees and greenery enhance the setting.
Cabin in Strasburg
4.74 out of 5 average rating, 220 reviews

Deer Rapids Retreat

FreddyRating, 5 stars3 weeks ago
A beautiful, peaceful space with everything that you need to enhance the human experience. Thank You for sharing your space with us and others.
Guest favorite
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, 243 reviews

Lodge on the Lake

EmmaRating, 5 stars1 week ago
We had a beautiful stay at the Lodge on the Lake! 4 days of fishing and relaxing in one of the most scenic places I’ve been. There was so much wildlife, and even with colder weather we still had a great time. Definitely want to stay again in the warmer days!
Top guest favorite
An inviting workspace is highlighted by a small green desk, accompanied by a wooden chair. Natural light filters through a sheer curtain covering the window, which is framed by decorative fabric. A vintage trunk serves as additional seating, enhancing the rustic log cabin interior.
Cabin in Fort Valley
4.98 out of 5 average rating, 175 reviews

Shenandoah Log Cabin on beautiful farm

SarahRating, 5 stars1 month ago
We stayed at Christina's cabin to celebrate our wedding anniversary and escape the busyness of the city. It was the perfect atmosphere to relax, unwind and connect while enjoying the idyllic farm setting. Christina gave us great personal recommendations and was extremely hospitable. She made us feel right at home!

Private cabin rentals

Superhost
A spacious living area features large windows and natural wood accents. A stone fireplace adds warmth, while a modern spiral staircase leads to the loft. A comfortable couch and dining table are positioned for relaxation and meals. A television is visible, complementing the inviting atmosphere.
Cabin in Winchester
4.86 out of 5 average rating, 90 reviews

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

PattyRating, 5 stars3 weeks ago
This was the perfect place to stay for a family getaway. We hiked, enjoyed coffee out on the patio, had a fire in the fire pit and shared meals in the well appointed kitchen. The area has beautiful parks and some delicious food.
Top guest favorite
A wooden cabin with a welcoming entrance is set against a backdrop of rolling hills and a clear blue sky. Flower pots adorn the front, while a gravel driveway leads up to the front door, emphasizing the secluded, nature-oriented location.
Cabin in Fort Valley
4.98 out of 5 average rating, 169 reviews

Private Valley Views w/ Fire Pit

ClaireRating, 5 stars1 day ago
We only stayed one night at the cabin—but what a night it was! We arrived in the evening and were immediately greeted by a small herd of cows, which absolutely delighted my dairy farmer husband and our farm-loving son. After a week at the beach in a less-than-cozy house with minimal amenities, followed by a full day of walking around Monticello, this cabin felt like a warm hug. The space was incredibly comfortable—recliners everywhere (my kind of paradise!) and plenty of seating for everyone. With two full bathrooms, it made traveling with my family and brother so much easier. The peaceful, scenic view was just the cherry on top. Our kids had a great time too—it’s a wonderful spot for families. We also really appreciated the complimentary coffee in the morning—a thoughtful touch from our hosts. Honestly, we kicked ourselves for only booking one night. Lesson learned… we’ll definitely be back for a longer stay next time!
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, 37 reviews

Trofton Solace - River View

WesleyRating, 5 stars1 month ago
This was a beautiful and peaceful place to stay. Gorgeous view overlooking the river! The place was well decorated and we loved listening to the rain on the skylights in the living room. The neighbors were a little closer than expected, but wasn’t really an issue. Power went out one night (area outage), and Alison was responsive and proactive to provide a location of various lamps and lights. We were already using the grill on the incredibly back deck, so we weren’t really inconvenienced by it. I do appreciate the host keeping us updated on power outage.
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, 90 reviews

Cozy A-Frame Cabin In The Woods

AustinRating, 5 stars1 week ago
We enjoyed our stay! The cabin was very nice. The surrounding area was peaceful, perfect for a restful weekend. Our host was very responsive. Thanks for the great weekend.
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, 480 reviews

The Log Cabin

JaredRating, 5 stars1 day ago
An incredible stay! Susan was so helpful and kind the area was the perfect place to relax, connect with nature and enjoy a quaint cute town with plenty of local charm. Beautiful Airbnb in an area rich with nature and history.
Top guest favorite
A rustic cabin with a wooden exterior nestled among trees is illuminated by warm outdoor lighting. A welcoming entrance features a green door, surrounded by flower pots and small pumpkins. A rocking chair sits on the front porch, inviting relaxation in the tranquil setting.
Cabin in Myersville
4.98 out of 5 average rating, 138 reviews

Sleepy Hollow Log Cabin

Brittne NoelleRating, 5 stars1 week ago
My husband and I had a wonderful stay this past weekend! If I could give more stars I would and I’ll be definitely bringing my children with us next time. Everything that we needed was easily accessible and clearly labeled so we had no issues during our stay. The property was stunning and I loved reading about Jesus while looking around such a great touch. I hope God continues to bless them and provide in all the ways they need. Thank you for the wonderful stay 😊
Top guest favorite
The exterior of the cabin is surrounded by vibrant autumn foliage, showcasing a blend of wooden siding and a welcoming deck. A gravel driveway leads up to the entrance, inviting guests to explore the serene landscape. A stunning sunset casts a warm glow on the home.
Cabin in Berkeley Springs
5 out of 5 average rating, 22 reviews

Mountain Retreat~ Hot Tub~ Fire Pit~EV Charger

RachelRating, 5 stars1 week ago
We loved our peaceful stay. The hot tub was amazing and private. We hiked at the local state park and went to the Berkeley Springs Brewery.
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, 74 reviews

Mountain Top Cabin

JustinRating, 5 stars1 day ago
We stayed for a quick half night on a trip further south. Very cool place, wish we had been able to spend more time there.

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