Search Vacation Homes in Winchester

"We came for a high school graduation in Tullahoma, and this was a great spot to lay our heads! Beds were comfortable, bathrooms spacious, and we had everything we needed. Great spot, and we loved feeling like we were on vacation in the mountains. Loved the screened back porch especially!"

"Our family of four boys had the best stay. We enjoyed being on the water, used the fireplace and slept well in the bunks and loft. This is a clean and well-maintained property. We apprecited the easy check-in and check-out."

"We loved our spring break stay at this beautiful property. We had plenty of room to spread out with 2 couples and 5 children, ages 6-9. Our kids adored the game room, and we all loved utilizing the fire pit and hot tub in the evenings. We would love to come back in the summer to get to experience all the lake has to offer!"

"This is a great place to spend time on the lake. The house is in a well maintained quiet neighborhood. Everything was clean and well supplied. The driveway is big enough to park the boat trailer and several vehicles. Would definitely like to make a return visit."

"Our family enjoyed our stay. Great location close to my parents. John was wonderful to work with to extend our stay due to the weather in Texas. Will be using this listing again when coming back to see my parents."

"We had the best time on our vacation! The cabin was the perfect place for us to kick back and relax. We spent the week fishing! The boat was perfect for trolling around the lake. We caught several bass around the 5lb mark. And we both have the fish story of the one that got away! I left an approximate 5 lb there for someone, and 2 that have hooks in them because they broke my line! Tom and Laura are delightful hosts! Tom was so thoughtful and engaging. We met several neighbors while we were out....

"This was our 4th time staying at this charming home! Very convenient for Sewanee Parent's Weekends and Graduation. Miranda is a delightful host and easy to work with. Love this property!"

"We went to the Caverns for a show and stayed over night but wish we had more time to enjoy this sweet house!"

"The house is actually even nicer than the pictures, which is a rare thing. Beauty lake house, clean very new and priced right. Should we return to Winchester this will be the place we stay. Seven minutes from the downtown area, only ten minutes from Walmart. Next place exceeded our expectations."

"We can up to celebrate a 50th bday at the Jack Daniels distillery. We had an amazing time the house was perfect and really enjoyed the dock we could jump off to swim. Daniel was a perfect host."

"Wanted to get away & have relaxing weekend. This property was perfect. Nestled away from all the hustle & bustle of everyday life. Ginger was amazing & helpful with everything. We even had a visit from Daisey☺️❤️"

"Cute, tiny home filled with calming personality. I took too many photos of the sunlight dancing through the windows as I was glued to the couch most of the time. With a book in hand and good rainy weather, this was the perfect place to find a little serenity. Highly recommend if you need a quiet place to call home for a bit and refresh!"

"Great little get away in the beautiful Leatherwood community."

"Everything was just as it was described and the location was perfect for our trip. I was able to contact the owner with ease and they were very helpful. Would definitely rent again!"

"The home is spacious, and was very clean. We traveled with 2 adults and 3 teens. There was plently of cooking gear in the kitchen for making big meals, which we always do. The beds were comfortbale- there are so many beds in this house I lost count! Two big couches, lots of room for everyone to spread out. A wonderful screened in porch area. Upper and lower level decks were beautiful. Plenty of hot water. Some big flatheads in that cove, fishing right off the dock. They like garlic and red...

"We stayed here for a staff retreat and comfortably had 10 people stay. It's spacious, beautiful, and clean, and the layout is awesome. There's a grocery store nearby for quick runs and close to pickleball courts and hiking. It's right on the lake with an awesome back yard and deck to make mornings and evenings extra great."

"We had an amazing stay. The property was perfect for our family. Even though the water was cold, the younger bunch enjoyed the kayaks. Thanks for a great time with family."

"10 of us headed to unknown terrirtory--stayed in Sewanee to attend a concert (Irish band "Altan") at The Caverns. We wanted a place we could all be together (ha, we travel in a herd) and wanted a place where we would not disturb anyone as we love our music, competitive games (ha). This place was PERFECT! Extra clean, plenty of room, clear on what we needed to do on arrival/departure. Kathryn, property manager, was an awesome communicator, and appreciated her efforts in finding places to eat--we...

"Beautiful place! We enjoyed our stay!"

"The property is beautiful and the kitchen was even stocked with snacks. The children loved the nice clean pool. I would have preferred the dock to be on the property we would have done more fishing."

"Plenty of room for our family get together. Way larger than pictures show. Would definitely book again next time!!!"

"We stayed here for a staff retreat and comfortably had 10 people stay. It's spacious, beautiful, and clean, and the layout is awesome. There's a grocery store nearby for quick runs and close to pickleball courts and hiking. It's right on the lake with an awesome back yard and deck to make mornings and evenings extra great."

"We have stayed at quite a few homes and this was by far one of our favorites. Linda was an amazing host and went above and beyond to make our stay memorable."