Holiday Homes in Winchester

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Featured Holiday Homes in Winchester and around

"An awesome place to stay with a large group. The indoor pickleball was a huge hit!!"

"Nice, quiet, peaceful."

"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."

"Very nice home and I appreciated the small fence yard for my dog."

"We had a great stay! Ted was very communicative and thoughtful of our needs. The house fit our group perfectly and was so much fun. We enjoyed the games onsite and the indoor pool. We were able to visit and relax. A perfect weekend getaway! "

"We're in town for a sporting event and stayed in this property. Excellent on all accounts and would definitely stay here again. "

"We had an AMAZING time at Elm & Ivy!! What a beautiful venue for a chill bachelorette party!! There were so many perfect little touches that added to our stay. Highly recommend- we already talked about coming back again!!"

includes taxes & fees

1 Sept - 2 Sept

"Nice place good location. Would highly recommend to anyone."

includes taxes & fees

29 Aug - 30 Aug

"Great stay "

includes taxes & fees

31 Aug - 1 Sept

"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "

includes taxes & fees

1 Sept - 2 Sept

"Cute home, a lot of unique features. Great location. Owner was very easy to work with and accommodating to our group. Would totally rent this again ."

includes taxes & fees

31 Aug - 1 Sept

"A very comfortable home for a family stay. The kitchen is well equipped for a family stay. Backyard fire pit is a plus for S’mores. Very quiet neighborhood. "

"This is a beautiful home with exceptional amenities. Is just about the closest home to the fairgrounds. Does need a gas grill.Thank you for letting us stay!!"

includes taxes & fees

1 Sept - 2 Sept

"Stayed for 6 nights. Every thing was super clean. Communication with host was wonderful. I will totally be disappointed at my next stay in Muncie if I’m unable to book this listing. A great place to stay*****"

"Enjoyed the family time and plenty space to do it all in. Will definitly recommend to others."

"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."

includes taxes & fees

22 Sept - 23 Sept

"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"

"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."

includes taxes & fees

18 Sept - 19 Sept