Search Vacation Homes in Winchester

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

"Had a great time "

HK$1,725 total

includes taxes & fees

25 Aug - 26 Aug

Fridge, microwave, stovetop, coffee/tea maker

"We loved it you are in downtown it a nice place to stay"

HK$1,035 total

includes taxes & fees

19 Aug - 20 Aug

"Lots of things nearby to do. Came to town for a show at Rupp and it was an easy walk to there. Property is nice. Comfy couch, bed.. Funky selection of coffees for the keurig but not a biggie."

HK$1,917 total

includes taxes & fees

21 Aug - 22 Aug

"We absolutely loved being tucked into the woods. We had a great experience and it was the perfect trip for our anniversary. "

HK$1,401 total

includes taxes & fees

19 Aug - 20 Aug

"We absolutely loved the cabin. The bed was exceptionally comfortable, cute little fully equipped kitchen was awesome, we loved the robes as well, loved that we were able to find such a cute little cabin that was pet friendly and had all the amenities that we wanted. Thank you very much for this great experience, though our car isnt the happiest with it, we definitely enjoyed our stay lol. "

HK$1,711 total

includes taxes & fees

19 Aug - 20 Aug

Coffee/tea maker, cookware/dishes/utensils

"This home was welcoming, meticulously kept, and a complete joy to stay in!"

"Better than expected. My only issue was the blanket, but I could just be a picky sleeper. Can't wait to visit again!"

HK$2,158 total

includes taxes & fees

19 Aug - 20 Aug

"Great location"

HK$1,290 total

includes taxes & fees

19 Aug - 20 Aug

"This was the perfect little cabin for our anniversary getaway. Had everything we needed for cooking at the cabin on the days we didn't want to venture out to eat. Houae was super clean and exactly like the listing! Would definitely stay again if we revisit the area."

HK$2,158 total

includes taxes & fees

21 Aug - 22 Aug

1 bedroom, iron/ironing board, WiFi, bed sheets

"Such a fun and unique property! It was great for a birthday/date getaway weekend!! "

HK$1,791 total

includes taxes & fees

19 Aug - 20 Aug

"2nd time staying here,the location is perfect.property is amazing,secluded yet just a few blocks to town.Jane makes you feel very much at home with the added touch.will be back soo."

HK$1,820 total

includes taxes & fees

24 Aug - 25 Aug

"Enjoyed my stay. Hosts were easy to communicate with and the rental was clean and quiet. "

"Super location, amenities, very clean, fenced yard for our dog was a definite bonus. Would rent again for sure!"

HK$1,716 total

includes taxes & fees

19 Aug - 20 Aug

"Super cute home with everything we needed. Loved the upstairs room and the backyard. Perfect location for getting to town or for the KY Horse Park, plus supermarkets just 2 miles away. Lots of towels, beds were very comfortable, and the kitchen was very well stocked."

HK$1,815 total

includes taxes & fees

20 Aug - 21 Aug

"Wonderful cabin! Great communication with the owner. The interior is up to date and well appointed. I would stay there again."

HK$2,023 total

includes taxes & fees

19 Aug - 20 Aug

"This place was different than any other place I’ve stayed at; so cool! It was very comfortable and super clean. The setting is perfect for a quiet getaway, but the location is close to everything. We had a great stay! "

HK$2,174 total

includes taxes & fees

16 Sept - 17 Sept