Search the Best Cabins in Winchester

Upfront pricing

Our total price for your stay includes taxes and fees

Treat yourself

Save 10% or more on over 100,000 hotels worldwide with Member Prices

Learn about One Key

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Cabin Rentals in Winchester

"Met a friend here after I had been camping/cycling the C&O from DC. Shower was great as were the facilities. Not too many places for a decent meal in town but we made do with the gas station pizza! "

$101 nightly

Sep 7 - Sep 8

Total includes taxes and fees

"Very nice rest time…"

"Great spot - beautiful and laid back. Brian was very flexible which is greatly appreciated. "

$318 nightly

Aug 10 - Aug 11

Total includes taxes and fees

"The pictures for this cabin don't reflect how roomy and spacious this place is! It is a very clean, comfortable and quiet retreat. My wife and I had a fantastic stay and would not hesitate to book this place again if we are in the area.Thanks Patty and Bill for allowing us to stay at this wonderful place."

"This was absolutely just what we needed! The view was so breathtaking and the serenity of this place is to die for! I was very pleased with our stay here and we will definitely be returning de"

"Plenty of space for 8 adults - fantastic rooms and beds. Really liked the secluded area - got to hear cows walk by in the morning!"

$382 nightly

Aug 10 - Aug 11

Total includes taxes and fees

"We stayed just 2 nights and absolutely loved it. Totally going back again! "

$227 nightly

Aug 10 - Aug 11

Total includes taxes and fees

"we were looking for a quiet get away, loved having our 16YO boy more interested in fishing and hiking then sitting on his Xbox! We all really loved how quiet and calm it was, definitely plan on going back"

"Great place if want to unplug and disconnect."

$232 nightly

Aug 17 - Aug 18

Total includes taxes and fees

"We had a great time in West Virginia and the Chalet. The properry was well maintained and the host was very proactive with checking in to see if we arrived and got inside without incident, and to see if we needed anythjng. "

$280 nightly

Aug 17 - Aug 18

Total includes taxes and fees

"So quiet and access to hikes, trails, towns and other amenities all within 5-8miles. "

"This is the perfect place to stay! Very clean and cozy cabin that had everything we needed. Our host was super easy to work with and very responsive. My family and I enjoyed our perfect little getaway! "

$285 nightly

Sep 2 - Sep 3

Total includes taxes and fees

"Great location! It provided the perfect space to unwind. I image the view changes with each season, but always beautiful with a feeling of privacy. "

"We truly loved this location and definitely will be back!"

$129 nightly

Sep 1 - Sep 2

Total includes taxes and fees

"This is, I believe, my fourth time staying at Solitude. I keep coming back because it is perfect. "

$247 nightly

Aug 19 - Aug 20

Total includes taxes and fees

"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"

$234 nightly

Aug 25 - Aug 26

Total includes taxes and fees

"Very nice, clean, and quiet."

"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."