
Cabin holiday rentals in Winchester
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Top-rated cabin rentals in Winchester
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Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

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

River Woods Retreat HotTub L2EV Trails 10min2River
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,

Charming, cozy cabin on the ridge.
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 Note: some of the pictures are outdated, there are no noisy AC window units that block your views , they have been upgraded to mini-splits in the living room and bedroom mounted jut below the ceiling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

Hot Tub - Fishing - Private Creek Access
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.

+ The Cabin + @ Camp Potomac Peak
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.

Whispering Woods ~Top rated cabin by Washingtonian
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!

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

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

Applemoon: Charming Log Cabin in a Mountain Lake Community
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.

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

Sunset Views! Hot Tub! Fireplace! Mountain Escape
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!

Double Spur Outfitters' Brook Cabin
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

Lodge on the Lake
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!

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

Shenandoah Log Cabin on beautiful farm
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!

Magical quiet cabin nestled in the woods
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

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

Private Valley Views w/ Fire Pit
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!

Trofton Solace - River View
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.

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

Frog Hollow A Frame by Stay With Branch | Hot Tub
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!

Cozy A-Frame Cabin In The Woods
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.

Serenity by the Stream
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!

The Chapter House: Hot Tub + Mountain Views
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!
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- Luray Caverns
- Cunningham Falls State Park
- Stone Tower Winery
- Cacapon Resort State Park
- Bryce Resort
- Whitetail Resort
- Robert Trent Jones Golf Club
- Gambrill State Park
- South Mountain State Park
- Whiskey Creek Golf Club
- Notaviva Vineyards
- Shenandoah Valley Golf Club
- Twin Lakes Golf Course
- Creighton Farms
- Bowling Green Country Club
- Sly Fox Golf Club
- Berkeley Springs State Park
- River Creek Club
- JayDee's Family Fun Center
- Reston National Golf Course
- Car and Carriage Caravan Museum
- Warden Lake
- Dinosaur Land
- The Golf Club at Lansdowne