Search the Best Cabins in Winchester

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Cabin Rentals in Winchester

Homes offer comfortable living spaces with front porches and well-maintained surroundings.

"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! "

$103 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Escape to a secluded cabin surrounded by lush forest, featuring a cozy deck with seating and dining area.

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

$227 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Situated on a snow-covered slope, this cabin offers a cozy retreat with a sloped roof and small porch area.

"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"

Relax on the porch with a view of the serene landscape and mature trees.

"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"

Escape to a cozy cabin surrounded by nature, featuring a steeply pitched roof, chimney, and inviting front porch.

"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. "

Guests can enjoy a peaceful retreat in this cabin-style building, featuring a spacious porch and easy access to the surrounding woods.

"Very nice rest time…"

Escape to a secluded cabin nestled among lush greenery, with a rustic staircase leading up to a cozy retreat.

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

$318 nightly

Aug 7 - Aug 8

Total includes taxes and fees

Cozy cabin with a porch and stairs, surrounded by a well-maintained lawn and trees.

"We enjoyed our stay in this cabin. Lots of fun hiking in the National Park nearby. We loved sitting by the firepit in the evenings. The cabin was very clean and well-stocked with everything we needed. "

Guests enter through a glass door to a cozy porch area.

"Stayed at this property for a long spring break weekend. Very relaxing!!"

Enjoy dining or socializing on the cabin's spacious deck with a table and chairs.

"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."

Situated in a lush environment, this house offers an outdoor space on its wooden deck.

"Great location beautiful place"

Escape to a cozy retreat surrounded by nature, with a covered porch and staircase leading to an upper level.

"Peaceful and wonderful. Well appointed and very clean"

Escape to a serene forest retreat with a cabin featuring a triangular roof and expansive windows, perfect for taking in the surroundings from the spacious deck.

"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

Guests can access the building through this charming porch with a star-shaped decoration and a wooden railing.

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

$239 nightly

Aug 13 - Aug 14

Total includes taxes and fees

Escape to a secluded cabin surrounded by nature, with a covered deck and large windows offering breathtaking views.

"Great place if want to unplug and disconnect."

$230 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Guests can enjoy a balcony with a railing, offering a view of the surrounding forest.

"Peaceful, quiet, remote retreat. Enjoyed the hot tub and the beds were comfy. Walked around town and bought some treasures from the antique stores. Would recommend and will stay again."

Set amidst lush green hills, this charming home features a central entrance with a porch and two upper-floor windows.

"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."