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Search and Rent Winchester Condos
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Our top choices for Winchester condo rentals
Condo in Lexington
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington$248 nightly
The price is $288
Dec 22 - Dec 23
Total with taxes and fees
Condo in Downtown Lexington
175 LEX - Loft in Downtown Lexington, Rupp Arena10.0 out of 10, Exceptional, (1)
"We had a great stay! The location was perfect for downtown and within easy walking distance from attraction and Target market. Very clean and easy access!"
M M.
$168 nightly
The price is $192
Dec 22 - Dec 23
Total with taxes and fees
Condo in Downtown Lexington
175 LEX - Stunning Downtown Views on Main Street!9.8 out of 10, Exceptional, (44)
"Very clean and convenient to Rupp arena "
Randy R.
$168 nightly
The price is $192
Dec 23 - Dec 24
Total with taxes and fees
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
Jan 11 - Jan 12, 2026
Total with taxes and fees
Condo in Downtown Lexington
Quiet Downtown Lexington Bougie Apartment9.6 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
Dec 22 - Dec 23
Total with taxes and fees
Condo in Downtown Lexington
Graffiti Art Haus - Walk to Central Bank Arena10.0 out of 10, Exceptional, (34)
"Perfect place to stay for visiting downtown Lexington. "
Amy B.
$189 nightly
The price is $204
Dec 22 - Dec 23
Total with taxes and fees
Condo in Downtown Lexington
175 LEX - Spacious Two Bedroom - Near Rupp Arena!9.6 out of 10, Exceptional, (16)
"Great location, easy access to all things downtown"
Alex
$204 nightly
The price is $231
Dec 28 - Dec 29
Total with taxes and fees
Condo in Downtown Lexington
Lex In The City - Downtown Condo9.8 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
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.
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Top Winchester Hotel Reviews
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
10/10 Excellent
Find out more about Winchester
Winchester Condo Rentals information
Number of reviews | 238 |
|---|---|
Accommodation | 54 Condo Rentals |
Lowest Price | $145 |
Highest Price | $323 |
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