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

Charming, cozy cabin on the ridge.
nice private cabin in the woods. very small but accurately described and it had a wonderful porch that wrapped around the house. kitchen and bathroom had everything needed. would definitely recommend

+ 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.

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 Hideaway~Remote Cabin ~Hot Tub~Fast Internet!
We absolutely loved staying at this cozy cabin. It looked just like the pictures and even had a little welcome card when we arrived on the island. It had every appliance we needed and then some. The location although 20 mins from town was perfect and peaceful. Very private and relaxing. Perfect for a weekend getaway. The host was responsive and very helpful with any questions we needed. It was a great stay and would definitely stay there again.

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!

Modern Mountain Retreat, Hot Tub & Views
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.

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

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.
Pet-friendly cabin rentals

Peaceful Chalet 2 Kings 2 BA Firepit Mins to Bryce
We had a wonderful weekend. The cabin is really nice and comfortable, and the surroundings are beautiful! It feels like you're in the middle of the woods. Lisa's communication was great, and she gave wonderful local recommendations. There's so much to see and do in the area, as well as great wineries and breweries.

Secluded Cabin w/VIEWS | River Access | Game Room
We had a fantastic stay at the Eagle’s Nest in Cacapon, West Virginia! The house was perfect for a relaxing getaway — the wooded lot and peaceful views made it feel like a true retreat. We especially enjoyed the fire pit in the evenings and the basement game room, which was a hit with our group — the pool table and other games kept everyone entertained. The amenities were excellent, the beds were super comfortable, and everything was clean and well-stocked. We felt right at home. Five stars all around — highly recommended, and we’d love to come back again!

Venture Cabin in Shenandoah Valley
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.

Island cabin
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.

Double Spur Outfitters' Brook Cabin
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.

Deer Rapids Retreat
The location is supreme and the house is charming. The ride into town is easy and as to be expected quite beautiful. Perfect house to unplug, unwind, relax and enjoy family time or reconnecting as a couple.

Easygoing
This cabin is exactly what my fiance and I needed. It was extremely cozy and we felt right at home. Raymond ‘s listing is exactly what we expected and exactly what we got. The outdoor shower is DIVINE, and with nobody around we felt at peace. Besides Raymond’s house (which is right up the hill) there is nothing around except for trees. There’s two of the cutest little hammocks with the prettiest view and a huge outdoor fire pit. We brought our two dogs with us and I think they were more relaxed than us. It is super dog friendly and they even had some dog toys there for them to play with. There is a previous review that says cell service is spotty, but we had no problem with text messages sending or outgoing phone calls. The host is extremely friendly and does make sure that you have everything you need. If you’re looking for a getaway where you can unplug and unwind, this is your perfect place. Ps, the outdoor shower water gets really hot!! 🤤

potomac overlook log cabin at Smoke hole with wifi
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.
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.

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.

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.

Chalet in the Orchard; Romance, Luxury, Relaxation
Anthony was an amazing host and was so helpful in the communication process and booking and assisting us with all of our questions. This air b and b is absolutely beautiful and so much thought and intention put into the design and the surroundings in the woods added to the aura. The hot tub, sauna, and all the wonderful amenities made this getaway a dream. Such a comfortable bed and we had everything we needed. Thank you so much for hosting us we made many unforgettable memories at your gorgeous chalet!!

New! Zen Cabin in the Clouds
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!

Serenity by the Stream
Serenity was beautiful! We had a great time enjoying the sound of the water whenever we opened a window. Walked around the property and really felt the peacefulness of the area. Would definitely come back.

Campo Cibola - Breeze
From the moment I set foot on the property my heart skipped a beat. Everything about our stay was a perfect. The cabin was clean and cozy. All the practical things comfortable bed, cold ac, hot shower, well stocked kitchen, comfy couch, big windows for taking in the peaceful surroundings and watching the bison. Getting into town was an easy 15min drive if you wish. But I never wanted to leave. I could not have wished for a better view of the bison. I watched them come out into the pasture every morning, sun bathe, munch on grass, roll in the dirt, and retire up the hill each evening. This was the most amazingly relaxing couple of days and more than I could have dreamed. I cannot wait to return.

Mountain Top Cabin
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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- Luray Caverns
- Cunningham Falls State Park
- Stone Tower Winery
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Bryce Resort
- Whitetail Resort
- Gambrill State Park
- South Mountain State Park
- Whiskey Creek Golf Club
- Shenandoah Valley Golf Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Creighton Farms
- Twin Lakes Golf Course
- Berkeley Springs State Park
- Bowling Green Country Club
- Reston National Golf Course
- JayDee's Family Fun Center
- River Creek Club
- Car and Carriage Caravan Museum
- Warden Lake
- Herndon Centennial Golf Course
- Dinosaur Land