Cabin vacation rentals in Winchester

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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 week 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 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, 155 reviews

Luxury Lodge Fire Pit, Hot Tub, & Sauna

BethRating, 5 stars3 weeks ago
This house is very well located for enjoying Shenandoah National Park, Skyline Drive, & Front Royal, VA. The northern most park entrance is a very short drive, & the town of Front Royal is also a short drive. The house was very comfortable for my family of eight adults and one grandchild plus dog. We convened there for a week for a family get together. You won’t be bored. Solomon has provided everything you could possibly want to have fun and relax, from the very nice outdoor hot tub, fire pit with chairs and the makings of s’mores, hammock, and corn hole game, to the downstairs game room with pool table, the extensive library, fireplaces and nice back porch with grill, table, chairs, & porch swing, etc.! The master bedroom is amazing, the downstairs bedroom is also very nice, both with en-suite bathrooms. The other two bedrooms are much smaller and share a bathroom although there is a half bath off the kitchen. It worked for us. We hated to see the week end! Would come back.
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 stars3 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.
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

RamseyRating, 5 stars1 week ago
Jeff and Sam have created something so special and so beautiful in Berkeley Springs. You will not be disappointed. This was a return visit for us and for sure, not our last visit.
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!

NatalieRating, 5 stars1 week ago
We had a wonderful stay at the cabin! It was incredibly clean, cozy, quiet and peaceful. The cabin had everything we needed, and we especially appreciated the toddler gear, which saved us from packing extra items. We loved making s’mores by the firepit and curling up with books next to the gas fireplace on cool summer nights. The beds were super comfortable, and everything felt well cared for and inviting. As others have mentioned it’s quite the hike up the dirt road, but we had no problem in a small suv. It was a great retreat and would come back!
Guest favorite
Cabin in Bentonville
4.96 out of 5 average rating, 169 reviews

Timber Creek: Falls - A Shenandoah Cabin

MackRating, 5 stars3 days ago
Timber Creek Lodge was a very comfortable setting for a romantic weekend getaway! Stocked with everything you'd need, and nestled in a private, wooded area.
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, 203 reviews

Modern Mountain Retreat, Hot Tub & Views

ErikRating, 5 stars2 weeks ago
This was an amazing place to stay. The pictures don't do the house or the surrounding nature justice. The place was spotless and the guidebook had great recommendations for hiking, food, etc. A great peaceful place to get away for a weekend.
Guest favorite
Cabin in Woodstock
4.92 out of 5 average rating, 103 reviews

Luxury Cabin: Pool, Hot Tub, Romance & Family Fun

MichaelRating, 5 stars1 week ago
Excellent stay, everything was as described and the location is beautiful and very peaceful. Highly recommend, we plan to return. Topac was very responsive and helpful.

Pet-friendly cabin rentals

Top guest favorite
Cabin in Bentonville
4.99 out of 5 average rating, 136 reviews

Venture Cabin in Shenandoah Valley

JulieRating, 5 stars3 days ago
THIS is a great house and property!! It’s a beautiful modern feeling cabin. And this place is super clean!!!! I can’t stress this enough. The bedrooms are so comfortable. The kitchen had everything we needed. We used the laundry area and all. Living room is very comfy with great seating. Outside on the back is a patio sofa, fun lighting and a swing. The front entry is very easy to get into. Great gravel driveway and just a few steps to the door. There is a great fire pit with a huge swing. It is private. It felt very safe. And the pool table room was so fun! We spent lots of time there. Plenty of towels, blankets, throws, etc. We highly recommend this property and would love to come back.
Guest favorite
The loft area features two twin beds adorned with orange quilts, with a view of large windows that invite natural light. A modern work desk is positioned nearby, and lush greenery enhances the space. The open design offers a glimpse of the living area below.
Cabin in Hedgesville
4.94 out of 5 average rating, 253 reviews

MID-CENTURY MODERN A-FRAME W/ HOT TUB & FIRE PIT!

SydneyRating, 5 stars2 weeks ago
fantastic mountain getaway. at first we were bummed the weather was going to keep us inside but this Airbnb made it such an enjoyable and relaxing vacation nonetheless. beds were very comfortable, space was beautiful, and such a bonus that they provided the firewood for evening fires. will absolutely be coming back to see this space intiple seasons.
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, 102 reviews

Tiny Tree House

TannerRating, 5 stars2 days ago
Loved the place! Area is beautiful and peaceful as well. Would absolutely come back to this place. Owners are friendly and the fresh eggs were a nice surprise although we never used them.
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

MarkRating, 5 stars1 month ago
If you want a place with things in walking distance, this isn't for you. But you can't beat the view from the deck every morning. Place was rustic (which i like in a cabin!) but tastefully done - nice blend of the historic with newer touches. Beds comfy. Had everything you need. Corey sent good instructions on how to find it. Recommend.
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, 122 reviews

Double Spur Outfitters' Brook Cabin

ShirleyRating, 5 stars3 weeks ago
We love staying at Levi’s with friends. We usually take over the place with some of us in the cabin and others camping along the creek. The kids run feral and the adults hang out around the fire. It’s a great break from real life. Just do me a favor and don’t tell too many people about this gem.
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

DanielleRating, 5 stars3 weeks ago
Alexa was very helpful with our stay. The house was lovely and we had a great time with friends.
Guest favorite
A log cabin sits peacefully in a winter landscape, surrounded by fresh, white snow. The wooden structure features a spacious deck and large windows. Nearby trees are covered in snow, creating a serene environment that invites relaxation and quiet contemplation.
Cabin in Upper Tract
4.96 out of 5 average rating, 380 reviews

potomac overlook log cabin at Smoke hole with wifi

KimRating, 5 stars3 days ago
This house was quaint, cute, and very comfortable! We had a small issue and our hosts were extremely responsive in ensuring all was well. The only thing I would change is the location to the primary road. It was extremely close and you could hear the intermittent traffic at night as they would drive past. We had an amazing thunderstorm and the metal roof made the sleeping cozy.
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, 176 reviews

Shenandoah Log Cabin on beautiful farm

AjRating, 5 stars2 weeks ago
This was the perfect location for my family’s vacation. The property was so beautiful and there were a lot of activities in the surrounding area. The cabin was so cute and had everything we needed. The horses on the property were great - my three year old loved feeding them carrots! And the farm fresh eggs each morning was such a treat. We can’t wait to come back. Thank you!!

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

PattyRating, 5 stars1 month 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
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

AveryRating, 5 stars2 days ago
beautiful home — even more than the pictures portray. the best romantic getaway, the property is gorgeous inside and out. highly recommend!!
Top guest favorite
The exterior of The Bunkhouse features a well-maintained deck surrounded by autumn foliage. A spacious outdoor dining area is accompanied by a grill, providing a welcoming space for gatherings. Natural stone borders enhance the landscaping, integrating the cabin with its serene environment.
Cabin in Fort Valley
4.98 out of 5 average rating, 167 reviews

Spectacular Cabin and Views in Fort Valley

GustavoRating, 5 stars1 week ago
Loved staying at the Bunkhouse! Really nice and quiet. Perfect getaway for when you want to get out if the city. Lots of cool things to do close by. Maureen was super friendly and fast in all her communications. Would definitely love to come back!
Guest favorite
A modern cabin is showcased on a raised deck, surrounded by lush greenery. String lights create a warm glow, illuminating the outdoor space where a hot tub is positioned. The entrance features large glass doors, inviting guests inside to experience the tranquility of the setting.
Cabin in Front Royal
5 out of 5 average rating, 8 reviews

New! Zen Cabin in the Clouds

MalarieRating, 5 stars1 week ago
We had a wonderful stay! Natasha was very proactive with communication and helped us with anything we needed every step of the way. I highly recommend this beautiful getaway!
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, 140 reviews

Sleepy Hollow Log Cabin

AbigailRating, 5 stars4 days ago
Very beautiful area, incredibly stocked space. The nearby snowcone shop has lots of activities and trails nearby.
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, 76 reviews

Mountain Top Cabin

HenryRating, 5 stars3 days ago
We had a wonderful stay at Paige’s cabin in Capon Bridge. The views from the cabin were spectacular and we greatly enjoyed the local wildlife, including whip-poor-wills singing at dusk around the cabin.
Guest favorite
A fire pit area features a stone circular fire pit surrounded by five wooden stumps and two Adirondack chairs. The setting provides expansive views of the surrounding woods and mountains under a clear blue sky.
Cabin in Broadway
4.98 out of 5 average rating, 353 reviews

Fresh Air Mountain Retreat - FIRE PIT!

DavidRating, 5 stars1 week ago
Very peaceful, the cabin was very well stocked (everything we needed) and very clean. Thanks for the enjoyable stay.
Guest favorite
An open-concept living area is highlighted by rich wooden beams and a bookshelf filled with various titles. A comfortable sofa and light coffee table are placed near the stairs, leading to a cozy loft area above. Natural light filters through large windows.
Cabin in Wardensville
4.97 out of 5 average rating, 75 reviews

The Chapter House: Hot Tub + Mountain Views

RachelleRating, 5 stars1 week ago
Spent a weekend at the house for my husband’s birthday. The house was very beautiful and cozy. We were able to have a nice relaxing weekend. No complaints but I would suggest maybe a few more chairs for the fire pit and maybe a sauna. We would definitely come back!

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