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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Winchester condo rentals

TV

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
8.8 out of 10, Excellent, (13 reviews)
"Very clean and a very nice, quiet area."
United States
Mollie M.
$169 nightly
The price is $172
Apr 21 - Apr 22
Total with taxes and fees
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Interior

175 LEX - Two Bedroom Condo, Walkable Downtown!

175 LEX - Two Bedroom Condo, Walkable Downtown!
Downtown Lexington
9.8 out of 10, Exceptional, (14 reviews)
"Great location, walking distance to downtown. Clean condo with plenty of space. "
United States
Charlu F.
$236 nightly
The price is $268
Apr 20 - Apr 21
Total with taxes and fees
175 LEX - Two Bedroom Condo, Walkable Downtown!
Interior

Bourbon Condo Downtown Lexington

Bourbon Condo Downtown Lexington
Downtown Lexington
10.0 out of 10, Exceptional, (14 reviews)
"Great stay and very clean!"
United States
Nathan L.
$230 nightly
The price is $261
Apr 28 - Apr 29
Total with taxes and fees
Bourbon Condo Downtown Lexington
Interior

Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington

Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
Lexington
$265 nightly
The price is $307
May 3 - May 4
Total with taxes and fees
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
Smart TV, fireplace, offices

Lex In The City - Downtown Condo

Lex In The City - Downtown Condo
Downtown Lexington
9.8 out of 10, Exceptional, (8 reviews)
"We had a quick visit for my daughter’s graduation. Easy access and good location. "
United States
Sarah S.
$198 nightly
The price is $227
May 10 - May 11
Total with taxes and fees
Lex In The City - Downtown Condo
Lobby

Graffiti Art Haus - Walk to Central Bank Arena

Graffiti Art Haus - Walk to Central Bank Arena
Downtown Lexington
10.0 out of 10, Exceptional, (41 reviews)
"Fun property. Upbeat & Merry for our family gathering!"
United States
valerie m.
$184 nightly
The price is $196
May 11 - May 12
Total with taxes and fees
Graffiti Art Haus - Walk to Central Bank Arena
Fridge, microwave, oven, stovetop

175 LEX - Walkable Loft to Rupp Arena & Downtown!

175 LEX - Walkable Loft to Rupp Arena & Downtown!
Downtown Lexington
9.4 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
gina p.
$196 nightly
The price is $225
Apr 19 - Apr 20
Total with taxes and fees
175 LEX - Walkable Loft to Rupp Arena & Downtown!
Interior

175 LEX - Stunning Downtown Views on Main Street!

175 LEX - Stunning Downtown Views on Main Street!
Downtown Lexington
9.6 out of 10, Exceptional, (46 reviews)
"The condo was beautiful! Loved the security and location for what our need was for staying in Lexington "
United States
James G.
$197 nightly
The price is $226
May 11 - May 12
Total with taxes and fees
175 LEX - Stunning Downtown Views on Main Street!
Interior

Quiet Downtown Lexington Bougie Apartment

Quiet Downtown Lexington Bougie Apartment
Downtown Lexington
9.6 out of 10, Exceptional, (4 reviews)
"Great location in downtown Lexington! The place was clean and well appointed. We would definitely rent again! "
United States
Bernadette R.
$200 nightly
The price is $229
Apr 20 - Apr 21
Total with taxes and fees
Quiet Downtown Lexington Bougie Apartment
Exterior

1 Bedroom | Near the University of Kentucky.

1 Bedroom | Near the University of Kentucky.
Lexington
$173 nightly
The price is $201
Apr 19 - Apr 20
Total with taxes and fees
1 Bedroom | Near the University of Kentucky.
Exterior detail

Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College

Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College
Georgetown
10.0 out of 10, Exceptional, (5 reviews)
"Very nice place. It fit our needs for a quick stop in Georgetown. Communication with the host was excellent."
United States
Rebecca M.
$302 nightly
The price is $333
May 11 - May 12
Total with taxes and fees
Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College
2 bedrooms, iron/ironing board, travel crib, free WiFi

175 LEX - Spacious Two Bedroom! Walkable Downtown!

175 LEX - Spacious Two Bedroom! Walkable Downtown!
Downtown Lexington
9.4 out of 10, Exceptional, (16 reviews)
"Everything was great!! "
United States
Jamie H.
$230 nightly
The price is $261
Apr 28 - Apr 29
Total with taxes and fees
175 LEX - Spacious Two Bedroom! Walkable Downtown!
Fridge, microwave, oven, stovetop

Downtown Lex Full Friends Condo

Downtown Lex Full Friends Condo
Downtown Lexington
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, nice place, well furnished. Wnjoyed our stay. Convenient downtown location."
United States
Paul B.
$198 nightly
The price is $227
May 10 - May 11
Total with taxes and fees
Downtown Lex Full Friends Condo
Fridge, microwave, oven, stovetop

Downtown LEX - Keeneland Condo

Downtown LEX - Keeneland Condo
Downtown Lexington
8.0 out of 10, Very Good, (3 reviews)
"Great accommodations !!Stayed for one night dropping my daughter off for her fall semester at UK.Convenient to downtown restaurants !"
United States
Karin P.
$196 nightly
The price is $225
Apr 19 - Apr 20
Total with taxes and fees
Downtown LEX - Keeneland Condo
Fridge, microwave, oven, dishwasher

175 LEX - Spacious Two Bedroom - Near Rupp Arena!

175 LEX - Spacious Two Bedroom - Near Rupp Arena!
Downtown Lexington
9.6 out of 10, Exceptional, (18 reviews)
"Clean comfortable apartment. Great location."
United States
Mark R.
$230 nightly
The price is $261
Apr 28 - Apr 29
Total with taxes and fees
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
Fridge, microwave, oven, stovetop

175 LEX - Walkable Downtown Lexington - Top Floor

175 LEX - Walkable Downtown Lexington - Top Floor
Downtown Lexington
9.4 out of 10, Exceptional, (11 reviews)
"Enjoyed the location and unit. Would visit again."
United States
Andrew K.
$187 nightly
The price is $214
Apr 20 - Apr 21
Total with taxes and fees
175 LEX - Walkable Downtown Lexington - Top Floor
1 bedroom, desk, iron/ironing board, travel crib

175 LEX - Walkable Downtown Lexington Condo

175 LEX - Walkable Downtown Lexington Condo
Downtown Lexington
8.8 out of 10, Excellent, (5 reviews)
"Just what we needed for our stay."
United States
C R.
$200 nightly
The price is $229
Apr 20 - Apr 21
Total with taxes and fees
175 LEX - Walkable Downtown Lexington Condo
Interior

The Gatsby Getaway, Downtown LEX

The Gatsby Getaway, Downtown LEX
Downtown Lexington
9.8 out of 10, Exceptional, (16 reviews)
"Great location. Easy check in process. "
United States
Kim Y.
$196 nightly
The price is $225
Apr 19 - Apr 20
Total with taxes and fees
The Gatsby Getaway, Downtown LEX
Smart TV

175 LEX - Spacious Two Bedroom Downtown Lexington

175 LEX - Spacious Two Bedroom Downtown Lexington
Downtown Lexington
9.6 out of 10, Exceptional, (35 reviews)
"Location, location, location! Great views of Main Street from the bedrooms and living rooms."
United States
Fisher S.
$230 nightly
The price is $261
Apr 28 - Apr 29
Total with taxes and fees
175 LEX - Spacious Two Bedroom Downtown Lexington
Smart TV

175 LEX - Walk to Rupp Arena Downtown Top Floor

175 LEX - Walk to Rupp Arena Downtown Top Floor
Downtown Lexington
9.4 out of 10, Exceptional, (21 reviews)
"Like new condo well equipped in a good location - highly recommended!"
United States
Jim F.
$200 nightly
The price is $229
Apr 20 - Apr 21
Total with taxes and fees
175 LEX - Walk to Rupp Arena Downtown Top Floor
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

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

10/10 Excellent
"Room was clean and comfortable. "
Bevin 1-night trip
Posted 8 hours ago
Holiday Inn Express Lexington Horse Park Area by IHG

Find out more about Winchester

Winchester Condo Rentals information

Number of reviews
220
Accommodation
53 Condo Rentals
Lowest Price
$172
Highest Price
$333

Frequently asked questions

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What is there to do in Winchester near my condo?
Once you've settled into your hotel, venture out and discover the fantastic things Winchester has on offer. Southwind Golf Course is a top attraction to add to your travel itinerary.

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