Cabin holiday rentals in Winchester

Find and book unique cabins on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for cabin rentals in Winchester

Cabin rentals with a hot tub

Guest favourite
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 favourite
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,
Top guest favourite
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 Note: some of the pictures are outdated, there are no noisy AC window units that block your views , they have been upgraded to mini-splits in the living room and bedroom mounted jut below the ceiling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 favourite
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.
Top guest favourite
Cabin in Berkeley Springs
5 out of 5 average rating, 284 reviews

+ The Cabin + @ Camp Potomac Peak

RamseyRating, 5 stars2 days 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 favourite
Cabin in Luray
4.98 out of 5 average rating, 207 reviews

Whispering Woods ~Top rated cabin by Washingtonian

MeganRating, 5 stars1 day ago
We really enjoyed our stay. We enjoyed rainy mornings drinking coffee and movie nights on the screened porch! There are lots of thoughtful touches and a well equipped kitchen. Thanks for having us!
Guest favourite
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 favourite
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!

Pet-friendly cabin rentals

Guest favourite
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.
Guest favourite
Cabin in Wardensville
4.96 out of 5 average rating, 197 reviews

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

AntonRating, 5 stars1 week ago
Lindsey is responsive and easy to communicate with. Cabin was clean, nicely decorated and comfortable. If you are a motorcyclist, parking area by the cabin is leveled and easy to turn the bike around. Overall great experience.
Guest favourite
Cabin in New Market
4.91 out of 5 average rating, 170 reviews

Sunset Views! Hot Tub! Fireplace! Mountain Escape

KristinRating, 5 stars1 week ago
We had an amazing stay after a long day of travel and attending a wedding! The home is immaculately well kept and beautifully updated and designed. The driveway and road leading to the home, while steep and tight in spots, was also well maintained and easily traveled with 4WD. Thanks, we’ll certainly be back!
Top guest favourite
Cabin in Star Tannery
4.99 out of 5 average rating, 121 reviews

Double Spur Outfitters' Brook Cabin

MollyRating, 5 stars1 month ago
We had a fantastic stay at Levi’s place. The creek is clean and beautiful, Levi is very friendly and helpful, the cabin was very clean and neat and laid out as expected from the pictures. The front porch is a nice size. I loved hearing the stream in the evening and we all enjoyed the cows and horses in the field. It was not a problem at all but because we booked through Airbnb and had not checked out his outfitting site, I was not aware that there were also camping sites and it is possible you have will have RV’s and/or tent campers around you. We have a pop up ourselves so I don’t have a problem with that, but I wasn’t expecting it. We stayed mid week in April so only a couple camping sites were in use and weren’t next to us but I am sure it fills certain times of the year. Also, it is creek side but if there are paying fishers in the creek you need to be respectful of their space. We had a great time at the pond and appreciated the use of kayaks, paddle boat, and paddle board
Guest favourite
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!
Guest favourite
Cabin in Rileyville
4.94 out of 5 average rating, 153 reviews

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

RonRating, 5 stars1 month ago
This is an amazing home on a mountain side. You have a spectacular view of the mountains and the sunsets were incredible. The home is well furnished and tasteful. The beds very comfortable. It is a restful location and no need to go driving around. I would stay anytme.
Top guest favourite
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!
Superhost
Cabin in Berkeley Springs
4.88 out of 5 average rating, 164 reviews

Magical quiet cabin nestled in the woods

LibbyRating, 5 stars3 weeks ago
We loved our stay here. Aram was most helpful when we had a few questions. We loved the screen porch and birdfeeder. Lots of games for rainy days and windows looking out on the woods everywhere. The upstairs bedroom in the loft is not private - but rather, opens onto the downstairs living room. This was not a problem for us - two couples - but might be good to know ahead of time. Altogether, a beautiful and very relaxing getaway spot!

Private cabin rentals

Superhost
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 favourite
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 favourite
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.
Guest favourite
Cabin in Luray
5 out of 5 average rating, 27 reviews

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

ElisabethRating, 5 stars1 week ago
I had an amazing stay with my husband for our mini-honeymoon. The views were beautiful, the house was perfect, and the host was very responsive. I would 100% recommend this place to anyone looking for a private getaway!
Top guest favourite
Cabin in Berkeley Springs
5 out of 5 average rating, 51 reviews

Frog Hollow A Frame by Stay With Branch | Hot Tub

SaraRating, 5 stars3 days ago
Wonderful stay for our group of seven young women, with the perfect amenities and location for a relaxing and fun week away! The hosts were extremely responsive, friendly, and detailed with all their suggestions, help, and information! Loved the hot tub and fire pit in particular. Beautiful location and easy to get to town to explore. Thank you for a lovely stay, hopefully we’ll be back again!
Top guest favourite
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 favourite
Cabin in Dayton
4.99 out of 5 average rating, 422 reviews

Serenity by the Stream

RyanRating, 5 stars1 week ago
We loved our stay here! It was quiet, peaceful, and just what we were wanting. The sound of the stream through the window was the perfect sound to fall asleep to. We would love to come and stay here again!
Guest favourite
Cabin in Wardensville
4.97 out of 5 average rating, 73 reviews

The Chapter House: Hot Tub + Mountain Views

CheyanRating, 5 stars1 week ago
We had an amazing weekend at this cozy cabin in the woods. The setting is absolutely beautiful, peaceful, private, and surrounded by nature. The cabin itself is newly renovated and super comfortable, with everything we needed for a relaxing stay. The hot tub was a highlight, especially in the evenings under the stars. It was the perfect spot for a family getaway, and we loved that we could bring our dog along too. We’re already talking about coming back. Highly recommend!

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Winchester
  5. Cabin rentals