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Our top choices for Winchester condo rentals
175 LEX - Walk to Rupp Arena Downtown Top Floor
175 LEX - Walk to Rupp Arena Downtown Top FloorDowntown Lexington
9.8 out of 10, Exceptional, (20)
"The place was perfect for the weekend. Great location easy to walk to bars, restaurants and the local farmers market. "
Karen R.
$168 nightly
The price is $192
Dec 30 - Dec 31
Total with taxes and fees
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Spacious Two Bedroom - Near Rupp Arena!Downtown Lexington
9.6 out of 10, Exceptional, (16)
"Great location, easy access to all things downtown"
Alex
$204 nightly
The price is $231
Dec 29 - Dec 30
Total with taxes and fees
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.Lexington
9.0 out of 10, Wonderful, (10)
"We enjoyed our girls weekend and this place was perfect !"
Allison G.
$168 nightly
The price is $171
Dec 29 - Dec 30
Total with taxes and fees
175 LEX - Stunning Downtown Views on Main Street!
175 LEX - Stunning Downtown Views on Main Street!Downtown Lexington
9.8 out of 10, Exceptional, (44)
"Very clean and convenient to Rupp arena "
Randy R.
$174 nightly
The price is $199
Jan 5 - Jan 6, 2026
Total with taxes and fees
Graffiti Art Haus - Walk to Central Bank Arena
Graffiti Art Haus - Walk to Central Bank ArenaDowntown Lexington
10.0 out of 10, Exceptional, (36)
"Perfect place to stay for visiting downtown Lexington. "
Amy B.
$189 nightly
The price is $204
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
Cozy 2-bedroom condo with WiFi, AC in marvelous LexingtonLexington
$242 nightly
The price is $281
Dec 30 - Dec 31
Total with taxes and fees
Lex In The City - Downtown Condo
Lex In The City - Downtown CondoDowntown Lexington
9.8 out of 10, Exceptional, (8)
"We had a quick visit for my daughter’s graduation. Easy access and good location. "
Sarah S.
$174 nightly
The price is $199
Dec 29 - Dec 30
Total with taxes and fees
Quiet Downtown Lexington Bougie Apartment
Quiet Downtown Lexington Bougie ApartmentDowntown Lexington
9.6 out of 10, Exceptional, (4)
"Great location in downtown Lexington! The place was clean and well appointed. We would definitely rent again! "
Bernadette R.
$168 nightly
The price is $192
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
Top Winchester Hotel Reviews
Origin Lexington a Wyndham Hotel
10/10 Excellent
Find out more about Winchester
Winchester Condo Rentals information
Number of reviews | 229 |
|---|---|
Accommodation | 54 Condo Rentals |
Lowest Price | $142 |
Highest Price | $324 |
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