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Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Condo Rentals in Winchester

Interior
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
9.6 out of 10, Exceptional, (16)
"The condo was perfect for our UK parents weekend stay! It was close to everything and the unit was clean and well stocked! Would recommend and will stay again!"
United States
Mary K.
$213 nightly
The price is $241
Nov 10 - Nov 11
Total with taxes and fees
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
Fridge, microwave, oven, stovetop
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
2.0 star property
$242 nightly
The price is $281
Nov 9 - Nov 10
Total with taxes and fees
Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
1 bedroom, iron/ironing board, travel crib, free WiFi
175 LEX - Walk to Rupp Arena Downtown Top Floor
175 LEX - Walk to Rupp Arena Downtown Top Floor
9.8 out of 10, Exceptional, (20)
"The place was nice, clean, in a great location walkable to anything!"
United States
Alex B.
$174 nightly
The price is $199
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Walk to Rupp Arena Downtown Top Floor
Fridge, coffee/tea maker, cookware/dishes/utensils
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.
9.0 out of 10, Wonderful, (9)
"The code to unlock the key was incorrect. We were stuck outside the rental for over 1 hour trying to connect with the owner and customer service. Was a frustrating and sloppy check in."
United States
Gabriel P.
$168 nightly
The price is $171
Nov 6 - Nov 7
Total with taxes and fees
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Smart TV
Quiet Downtown Lexington Bougie Apartment
Quiet Downtown Lexington Bougie Apartment
9.6 out of 10, Exceptional, (4)
"Everything was perfect. Would stay there again!!"
United States
TRICIA H.
$178 nightly
The price is $204
Nov 9 - Nov 10
Total with taxes and fees
Quiet Downtown Lexington Bougie Apartment
1 bedroom, iron/ironing board, travel crib, free WiFi
175 LEX - Stunning Downtown Views on Main Street!
175 LEX - Stunning Downtown Views on Main Street!
9.8 out of 10, Exceptional, (42)
"Very clean and convenient to Rupp arena "
United States
Randy R.
$184 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Stunning Downtown Views on Main Street!
Smart TV, fireplace, offices
Lex In The City - Downtown Condo
Lex In The City - Downtown Condo
9.8 out of 10, Exceptional, (8)
"The place was great. Good location downtown. The bed was one of the most comfortable I have had at a rental space. "
United States
David W.
$184 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
Lex In The City - Downtown Condo
Exterior
Graffiti Art Haus - Walk to Central Bank Arena
Graffiti Art Haus - Walk to Central Bank Arena
10.0 out of 10, Exceptional, (34)
"Perfect place to stay for visiting downtown Lexington. "
United States
Amy B.
$192 nightly
The price is $208
Nov 10 - Nov 11
Total with taxes and fees
Graffiti Art Haus - Walk to Central Bank Arena
Fridge, microwave, oven, stovetop
Downtown Lex Full Friends Condo
Downtown Lex Full Friends Condo
9.0 out of 10, Wonderful, (2)
"Overall, the condo was clean, spacious, and well-maintained. Security was exceptional with key codes needed for doors and elevator. Felt safe in the downtown urban setting. Enjoyed our two-night stay but noise from the central heating unit interrupted our sleep. The TV and Wi-Fi worked great and problem-free, and the electronic fireplace was a nice touch. Parking can be tricky and is not on-site but we managed to find free street parking thanks to the holiday hours"
United States
Vince T.
$178 nightly
The price is $204
Nov 9 - Nov 10
Total with taxes and fees
Downtown Lex Full Friends Condo
Outdoor dining
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
10.0 out of 10, Exceptional, (5)
"Really appreciated the host touching base with us to be sure everything was going okay."
United States
Peggy W.
$293 nightly
The price is $323
Nov 9 - Nov 10
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!
9.2 out of 10, Wonderful, (12)
"Everything was as described. Very spacious condo. Only reason I couldn't give it 5 stars is the air conditioner made a loud noise every 30 minutes or so which would wake us up."
United States
Rob and Michelle G.
$221 nightly
The price is $251
Nov 30 - Dec 1
Total with taxes and fees
175 LEX - Spacious Two Bedroom! Walkable Downtown!
Exterior
1 Bedroom | Near the University of Kentucky.
1 Bedroom | Near the University of Kentucky.
$135 nightly
The price is $157
Dec 1 - Dec 2
Total with taxes and fees
1 Bedroom | Near the University of Kentucky.
2 bedrooms, desk, iron/ironing board, travel crib
Bourbon Condo Downtown Lexington
Bourbon Condo Downtown Lexington
10.0 out of 10, Exceptional, (11)
"Great stay and very clean!"
United States
Nathan L.
$220 nightly
The price is $250
Nov 11 - Nov 12
Total with taxes and fees
Bourbon Condo Downtown Lexington
2 bedrooms, desk, iron/ironing board, travel crib
175 LEX - Two Bedroom Condo, Walkable Downtown!
175 LEX - Two Bedroom Condo, Walkable Downtown!
9.8 out of 10, Exceptional, (11)
"Great stay!"
United States
Brian M.
$218 nightly
The price is $247
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Two Bedroom Condo, Walkable Downtown!
Fridge, microwave, oven, stovetop
175 LEX - Loft in Downtown Lexington, Rupp Arena
175 LEX - Loft in Downtown Lexington, Rupp Arena
10.0 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!"
United States
M M.
$168 nightly
The price is $192
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Loft in Downtown Lexington, Rupp Arena
2 bedrooms, desk, iron/ironing board, travel crib
175 LEX - Spacious Two Bedroom Downtown Lexington
175 LEX - Spacious Two Bedroom Downtown Lexington
9.6 out of 10, Exceptional, (32)
"We really liked this property. Good location and the apartment is very clean and quiet."
United States
Megan R.
$220 nightly
The price is $250
Nov 10 - Nov 11
Total with taxes and fees
175 LEX - Spacious Two Bedroom Downtown Lexington
Smart TV
175 LEX - Quiet Loft Near Rupp Arena & Restaurants
175 LEX - Quiet Loft Near Rupp Arena & Restaurants
10.0 out of 10, Exceptional, (1)
"Very convenient apartment in downtown Lexington. Loved being able to walk to the great restaurants nearby and to visit our student at the University of Kentucky."
United States
Kathleen S.
$168 nightly
The price is $192
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Quiet Loft Near Rupp Arena & Restaurants
Smart TV, fireplace
175 LEX - Walkable Downtown Condo - Stunning View
175 LEX - Walkable Downtown Condo - Stunning View
9.0 out of 10, Wonderful, (9)
"Great stay"
United States
Anonymous traveler
$178 nightly
The price is $204
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Walkable Downtown Condo - Stunning View
Fridge, microwave, oven, stovetop
175 LEX - Walkable Loft to Rupp Arena & Downtown!
175 LEX - Walkable Loft to Rupp Arena & Downtown!
9.4 out of 10, Exceptional, (15)
"I was impressed by this home! Parking was easily accessible. The property was very clean and comfy. We were also in a prime location. "
United States
Anonymous traveler
$174 nightly
The price is $199
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Walkable Loft to Rupp Arena & Downtown!
Smart TV, offices
175 LEX - Walkable Downtown Lexington Condo
175 LEX - Walkable Downtown Lexington Condo
10.0 out of 10, Exceptional, (1)
"I don't have a single complaint. I enjoyed my stay very much! It was exactly as advertised. If I find myself in Lexington again, I would love to stay here again. 10/10"
United States
Alex A.
$184 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
175 LEX - Walkable Downtown Lexington Condo
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"AC worked great and the beds were super comfortable "
Natalya 1-night trip
Posted 2 days ago
GuestHouse Lexington

Find out more about Winchester

Winchester Condo Rentals information

Number of reviews
215
Accommodation
58 Condo Rentals
Lowest Price
$157
Highest Price
$323

Frequently asked questions

Why book your condo in Winchester with Expedia?
Getting away shouldn't be difficult, so if you're on the lookout for condos at an affordable rate, Expedia has got your back. Keep costs down and select something small and affordable, or splurge on a luxury condo and spoil your favorite people. Our search filters make it a breeze to find a property in Winchester that matches your needs.
How can I find cheap condos in Winchester?
A great way to score cheap condos in Winchester is with Expedia's useful filter tool. Narrow down your search results by budget, amenities and star rating to snag unbeatable prices in just a few clicks.
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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