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Compare 45 Condo Rentals in Winchester with updated reviews, rates, and availability.

175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
9.8 out of 10, Exceptional, (8)
"Property great and good communication from the property manager - very timely and proactive. The only constructive feedback is the floors were quite dirty. Mopping and sweeping would help. I would stay again "
The price is SAR 394
SAR 824 total
includes taxes & fees
1 Dec - 2 Dec
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Stunning Downtown Views on Main Street!
175 LEX - Stunning Downtown Views on Main Street!
9.8 out of 10, Exceptional, (34)
"Great location. Clean. Host is responsive."
The price is SAR 357
SAR 689 total
includes taxes & fees
25 Nov - 26 Nov
175 LEX - Stunning Downtown Views on Main Street!
175 LEX - Spacious Two Bedroom Downtown Lexington
175 LEX - Spacious Two Bedroom Downtown Lexington
9.4 out of 10, Exceptional, (19)
"Perfect Location Easy Access Communication Clear Very nice"
The price is SAR 394
SAR 824 total
includes taxes & fees
3 Dec - 4 Dec
175 LEX - Spacious Two Bedroom Downtown Lexington
175 LEX - Walkable Downtown Condo - Stunning View
175 LEX - Walkable Downtown Condo - Stunning View
9.2 out of 10, Wonderful, (5)
"From start to finish this property and stay was top-notch. Because the property is located downtown there is the possibility that you could feel unsafe. However, the owners have so many levels of security that you feel absolutely safe and the police station across the street is an added bonus. We would happily seek this property out the next time we’re in Lexington, Kentucky. We highly recommend it!"
The price is SAR 372
SAR 707 total
includes taxes & fees
24 Nov - 25 Nov
175 LEX - Walkable Downtown Condo - Stunning View
The Gatsby Getaway, Downtown LEX
The Gatsby Getaway, Downtown LEX
10.0 out of 10, Exceptional, (8)
"The place was very cozy and very safe. It was also within walking distance to most places downtown. Communication with the host was very good. Highly recommend "
The price is SAR 357
SAR 689 total
includes taxes & fees
24 Nov - 25 Nov
The Gatsby Getaway, Downtown LEX
175 LEX - Walkable Loft to Rupp Arena & Downtown!
175 LEX - Walkable Loft to Rupp Arena & Downtown!
9.0 out of 10, Wonderful, (7)
"Great property, clean & easy access to downtown restaurants."
The price is SAR 334
SAR 662 total
includes taxes & fees
1 Dec - 2 Dec
175 LEX - Walkable Loft to Rupp Arena & Downtown!
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
10.0 out of 10, Exceptional, (9)
"Lots of attractions and restaurants within walking distance. "
The price is SAR 860
SAR 1,577 total
includes taxes & fees
1 Dec - 2 Dec
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
175 LEX - Walk to Rupp Arena Downtown Top Floor
175 LEX - Walk to Rupp Arena Downtown Top Floor
9.8 out of 10, Exceptional, (12)
"Nice, clean, top floor and great location. Everything worked as expected. Strong wifi. Secure property."
The price is SAR 334
SAR 662 total
includes taxes & fees
1 Dec - 2 Dec
175 LEX - Walk to Rupp Arena Downtown Top Floor
175 LEX - Walkable Downtown Lexington - Top Floor
175 LEX - Walkable Downtown Lexington - Top Floor
9.0 out of 10, Wonderful, (7)
"Good location. The shower curtain was dirty and the outlet in the bathroom didn’t work but we did like the space. We would definitely stay again. "
The price is SAR 353
SAR 684 total
includes taxes & fees
15 Dec - 16 Dec
175 LEX - Walkable Downtown Lexington - Top Floor
175 LEX - Two Bedroom Condo, Walkable Downtown!
175 LEX - Two Bedroom Condo, Walkable Downtown!
9.6 out of 10, Exceptional, (8)
"Started with the nearby Visitors Center. They were very helpful and provided recommendations for driving tours as well as a walking tour of the downtown area. Visited Spendthrift Horse farm and Keeneland race track (for both an early morning training session and opening day of the Fall season) and a variety of downtown dining,"
The price is SAR 372
SAR 793 total
includes taxes & fees
1 Dec - 2 Dec
175 LEX - Two Bedroom Condo, Walkable Downtown!
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
Main living space
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
10.0 out of 10, Exceptional, (70)
"We had a girls' trip here for our first stay in Lexington and this place was so over-the-top perfect! Great location to walk to nearby restaurants; beautiful views; in-building parking; and the most AMAZING interior design! We loved, loved, loved this place. And the owner, who was so gracious with all of my stupid questions, was so friendly and kind. Couldn't imagine a better experience!"
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
Lexington Condo w/ Balcony: 1 Mi to UK Campus!
Lexington Vacation Rental | 1BR | 1BA | 800 Sq Ft | Stairs Required to Enter
Lexington Condo w/ Balcony: 1 Mi to UK Campus!
10.0 out of 10, Exceptional, (7)
"Great host and property. Highly recommend and will book again."
Lexington Condo w/ Balcony: 1 Mi to UK Campus!
Lexington Vacation Rental 1 Mi to UK!
Lexington Vacation Rental | 2BR | 1BA | 1,000 Sq Ft | Stairs Required for Entry
Lexington Vacation Rental 1 Mi to UK!
10.0 out of 10, Exceptional, (21)
"Absolutely outstanding! Clean, comfortable, very easy access, great location! Truly wonderful experience."
Lexington Vacation Rental 1 Mi to UK!
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Living area
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
8.0 out of 10, Very Good, (4)
"An absolutely lovely place to stay. We chose it for etc. location to Lexington because we had family in Nicholasville Harrodsburg Brian station Tates Creek Richmond Road and this was easy to get back to no matter where we went. Nice property nice parking lot well lit everything you would need for a stay. "
The price is SAR 357
SAR 635 total
includes taxes & fees
4 Dec - 5 Dec
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
175 LEX - Spacious Two Bedroom! Walkable Downtown!
175 LEX - Spacious Two Bedroom! Walkable Downtown!
10.0 out of 10, Exceptional, (5)
"Perfect location for visiting downtown Lexington. Condo was very clean and had all the convinces of home. Pictures of the condo are accurate, however the distance to Rupp Area are a much longer walk than what I had thought. Parking is a challenge. The icing on the cake was the Halloween parade and Thriller reenactment were directly in from of our building. If I were coming at the same time of year would definitely rent this condo again. Our host was a jewel to work with. Would recommend friends...
The price is SAR 394
SAR 813 total
includes taxes & fees
24 Nov - 25 Nov
175 LEX - Spacious Two Bedroom! Walkable Downtown!
Downtown Lex Full Friends Condo
Downtown Lex Full Friends Condo
10.0 out of 10, Exceptional, (1)
"Very clean, nice place, well furnished. Wnjoyed our stay. Convenient downtown location."
The price is SAR 357
SAR 689 total
includes taxes & fees
25 Nov - 26 Nov
Downtown Lex Full Friends Condo
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"
The price is SAR 334
SAR 662 total
includes taxes & fees
24 Nov - 25 Nov
175 LEX - Walkable Downtown Lexington Condo
175 LEX - Walkable Downtown - Rupp Arena - Keeneland
175 LEX - Walkable Downtown - Rupp Arena - Keeneland
7.0 out of 10, Good, (2)
"Good place to stay. Local to lots of food and fun."
The price is SAR 353
SAR 684 total
includes taxes & fees
25 Nov - 26 Nov
175 LEX - Walkable Downtown - Rupp Arena - Keeneland
Quiet Downtown Lexington Bougie Apartment
Quiet Downtown Lexington Bougie Apartment
9.0 out of 10, Wonderful, (2)
"Everything was perfect. Would stay there again!!"
The price is SAR 357
SAR 689 total
includes taxes & fees
1 Dec - 2 Dec
Quiet Downtown Lexington Bougie Apartment
Bourbon Condo Downtown Lexington
Bourbon Condo Downtown Lexington
10.0 out of 10, Exceptional, (6)
"The condo was perfect! We loved the proximity to campus as well as the cleanliness of the unit. It was nice to have a bit of extra room to hang out. Thanks "
The price is SAR 432
SAR 858 total
includes taxes & fees
25 Nov - 26 Nov
Bourbon Condo Downtown Lexington
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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Other property types in Winchester

Natural Bridge State Resort Park
Hiking
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1460)
"best "
The price is SAR 341
SAR 376 total
includes taxes & fees
26 Nov - 27 Nov
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (265)
"The Cozy Cabin was a great set up for our annual hiking trip. The cabin was very clean, had everything we needed and was very comfortable. All instructions were accurate and the listing was exactly as described. The hot tub was key after long days out on the trails. The host was very helpful and able to send over replacement propane tanks for the fire pit, which was much appreciated. We had a wonderful trip and would absolutely stay here again. "
The price is SAR 348
SAR 773 total
includes taxes & fees
5 Dec - 6 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
Property grounds
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (121)
"Very clean and well taken care of! The owner was very flexible after we had to reschedule"
The price is SAR 559
SAR 927 total
includes taxes & fees
3 Dec - 4 Dec
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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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