Search Winchester Cottage Rentals from CA $107

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Browse Select Winchester Cottages

"Peaceful, relaxing, really enjoyed it"

CA $331 total

includes taxes & fees

Aug 18 - Aug 19

"This cottage was such a great place to come back to after a long day of hiking and exploring Red River Gorge. Super cute in & outside with a beautiful landscape. We also had visits from a local cat every morning and night and he was so extremely sweet and made the trip all the more better."

"We truly enjoyed our stay for our girls trip! The beds were SOOOOO comfortable and the house was clean and well stocked with everything we needed. It was convenient to walk to the local restaurants. Would stay again for sure! "

CA $431 total

includes taxes & fees

Aug 24 - Aug 25

"The cabin was in an excellent location and was very clean! The host was super helpful with providing directions and answering questions."

CA $291 total

includes taxes & fees

Aug 11 - Aug 12

"Love it ❤️"

CA $200 total

includes taxes & fees

Aug 11 - Aug 12

"Everything about our stay was perfect! We had everything we needed in the cottage and it was very clean. Walking out & seeing the horses & sitting on the porch was very relaxing. "

"If you're looking for an off grid sleeping porch in the red river gorge, this one has a nice wooded view."

CA $279 total

includes taxes & fees

Aug 11 - Aug 12

3 bedrooms, iron/ironing board, WiFi, bed sheets

"Amazing location, horses right outside the window. Perfect for the whole family"

CA $604 total

includes taxes & fees

Aug 11 - Aug 12

"It was really nice clean.Beautiful place we would definitely stay again."

"The cabin was adorable and had everything we needed for a weekend getaway. The host was very responsive, and we had a wonderful trip! "

CA $320 total

includes taxes & fees

Aug 11 - Aug 12

"Simply a great experience start to finish"

"We loved everything about our stay at the charming Lady Clay!! Can't recommend it enough!"

CA $830 total

includes taxes & fees

Aug 11 - Aug 12

"Very nice property, very clean."

"I liked the porch and the pergola. My granddaughter ran around the house in bare feet and her feet got incredibly dirty. Floors probably need a good cleaning. That was the only begative i had."