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Browse Select Winchester Apartments

The Pythian Building Penthouse Apt. is centrally located on the city square.

10.0 out of 10, Exceptional, (37)
"We had a wonderful stay at the property. The property itself is absolutely stunning! The host has done an incredible job preserving its character while offering modern convenience. We cannot wait to stay here again!"
The price is CA $172
CA $233 total
includes taxes & fees
Aug 17 - Aug 18
The Pythian Building Penthouse Apt. is centrally located on the city square.

Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting

9.8 out of 10, Exceptional, (26)
"I would choose again this property. The location was perfect, we needed to be close to our newly acquired home In Sequatchie, The cottage was so cute, in an area that was peaceful and close to the interstate. Me and my dogs really enjoyed the comfort of this cottage. "
Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting

Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

2.0 star property
9.6 out of 10, Exceptional, (14)
"The property was just as described. It had a nice comfortable bed, great location, and was very clean. "
The price is CA $135
CA $250 total
includes taxes & fees
Aug 18 - Aug 19
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

Newly Remodled Suite in Monteagle TN!

9.6 out of 10, Exceptional, (8)
"Convenient to Sewanee and comfortable. "
The price is CA $74
CA $186 total
includes taxes & fees
Aug 17 - Aug 18
Newly Remodled Suite in Monteagle TN!

Winchester's Premier Downtown Loft!

9.6 out of 10, Exceptional, (8)
"This was my first Vrbo and I couldn’t have had a better experience. The loft was very clean and welcoming. Our host was great with communicating with us all the information to make our stay great. "
The price is CA $120
CA $248 total
includes taxes & fees
Sep 7 - Sep 8
Winchester's Premier Downtown Loft!

Lakeside Tiny Home in The Retreat by Water's Edge

10.0 out of 10, Exceptional, (18)
"This was by far my best experience in any place. Beautiful home. Well stocked. Gorgeous location! "
Lakeside Tiny Home in The Retreat by Water's Edge

“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

10.0 out of 10, Exceptional, (2)
"Excellent downtown property!!! Close to everything. "
The price is CA $198
CA $270 total
includes taxes & fees
Aug 16 - Aug 17
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

Beautifully Renovated Studio 2 miles from the Marina

9.8 out of 10, Exceptional, (15)
"One-night stay to go to the lake next day. Close to the town square and about 15 min from Tim’s Ford Marina. "
The price is CA $89
CA $247 total
includes taxes & fees
Aug 17 - Aug 18
Beautifully Renovated Studio 2 miles from the Marina

Oasis on the Square

10.0 out of 10, Exceptional, (7)
"Great accommodations in downtown Winchester! "
The price is CA $97
CA $222 total
includes taxes & fees
Aug 17 - Aug 18
Oasis on the Square

Luxury Loft DWTN | Whiskey Trail + River + Lake

9.6 out of 10, Exceptional, (4)
"Beautiful loft in downtown. Central location for travel needs. Cat was fabulous and responsive. Thanks for a great stay. "
The price is CA $317
CA $485 total
includes taxes & fees
Aug 14 - Aug 15
Luxury Loft DWTN | Whiskey Trail + River + Lake

3 Bedroom Cozy Home Minutes from Tims Ford Lake

9.0 out of 10, Wonderful, (4)
"The unit is small and cozy. All we needed to get back to after long days up the mountain. Thanks!"
The price is CA $94
CA $295 total
includes taxes & fees
Sep 9 - Sep 10
3 Bedroom Cozy Home Minutes from Tims Ford Lake

Renovated Cozy Home Minutes from Tims Ford Lake

4.0 out of 10, (2)
"This property was well located for our business trip. The picture of the property shown on the listing is a somewhat deceptive, the actual entrance to the rental can't be seen. The inside was clean and supplied for our visit. Wash cloths, hand towels and toilet paper were in short supply for our 4 day visit. Outside the grounds were somewhat cluttered and the picnic table had a broken seat. A leaking toilet valve and loose kitchen faucet will need attention."
Renovated Cozy Home Minutes from Tims Ford Lake

Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester

8.0 out of 10, Very good, (1)
Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester

Community Courtyard & Fireplace: Cowan Apt!

3.0 star property
Community Courtyard & Fireplace: Cowan Apt!

Hook, Wine, Sinker Unit B

Hook, Wine, Sinker Unit B

Brand New Studio with a Bluff View

Brand New Studio with a Bluff View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews