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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
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11 Rab. II - 13 Rab. II
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In two months
23 Jum. I - 25 Jum. I

Compare 55 Condo Rentals in Winchester with updated reviews, rates, and availability.

The Gatsby Getaway, Downtown LEX
Exterior

The Gatsby Getaway, Downtown LEX

10.0 out of 10, Exceptional, (13)
"I stayed here for two weeks while I was interning at a local business, I enjoyed my stay here although I did have a few complaints. The air temperature wouldn’t go below 72 even though I had it set in the mid 60s for a few days which isn’t too warm but I would’ve preferred it being colder. I also didn’t care for the fact of there being no household cleaners available to wipe down surfaces when I was done cooking but that is an understandable thing to not have. Besides that it was a great place...
The price is SAR 431
SAR 794 total
includes taxes & fees
7 Apr - 8 Apr
The Gatsby Getaway, Downtown LEX
2 Beds/2 Full Baths, Fenced Yard, 1 Car Garage, One Level, Pets Welcomed!
Fridge, microwave, oven, dishwasher

2 Beds/2 Full Baths, Fenced Yard, 1 Car Garage, One Level, Pets Welcomed!

2 Beds/2 Full Baths, Fenced Yard, 1 Car Garage, One Level, Pets Welcomed!
175 LEX - Stunning Downtown Views on Main Street!
1 bedroom, iron/ironing board, travel crib, free WiFi

175 LEX - Stunning Downtown Views on Main Street!

9.8 out of 10, Exceptional, (37)
"We were in town for a concert and basketball game.. Perfect location to walk to Rupp and plenty of restraunt locations. We drove and checked out a couple Bourbon disterillies as well. We come down from Michigan at least once a year. If this location is available we will stay here again ."
The price is SAR 431
SAR 794 total
includes taxes & fees
31 Mar - 1 Apr
175 LEX - Stunning Downtown Views on Main Street!
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Fridge, coffee/tea maker, cookware/dishes/utensils

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 356
SAR 646 total
includes taxes & fees
31 Mar - 1 Apr
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
175 LEX - Spacious Two Bedroom! Walkable Downtown!
Hair dryer, towels

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 446
SAR 896 total
includes taxes & fees
1 Apr - 2 Apr
175 LEX - Spacious Two Bedroom! Walkable Downtown!
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
2 bedrooms, iron/ironing board, WiFi, bed sheets

Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown

10.0 out of 10, Exceptional, (71)
"Could not have been happier. Even more beautiful than the pictures. The artwork and aesthetics are amazing. Beds are comfy and the apartment is spacious. Will def stay here again!"
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
175 LEX - Spacious Two Bedroom Downtown Lexington
2 bedrooms, desk, iron/ironing board, travel crib

175 LEX - Spacious Two Bedroom Downtown Lexington

9.6 out of 10, Exceptional, (24)
"My husband and I and our oldest stayed at 175 lex and everything was perfect. Claire, our host, was very attentive and we even got to check in a bit early. Very clean and great location!!"
The price is SAR 469
SAR 919 total
includes taxes & fees
7 Apr - 8 Apr
175 LEX - Spacious Two Bedroom Downtown Lexington
175 LEX - Two Bedroom Condo, Walkable Downtown!
Exterior

175 LEX - Two Bedroom Condo, Walkable Downtown!

9.6 out of 10, Exceptional, (9)
"We visited for a December graduation from UKY. The property was in excellent condition and the location was terrific."
The price is SAR 469
SAR 919 total
includes taxes & fees
7 Apr - 8 Apr
175 LEX - Two Bedroom Condo, Walkable Downtown!
175 LEX - Walkable Loft to Rupp Arena & Downtown!
Miscellaneous

175 LEX - Walkable Loft to Rupp Arena & Downtown!

9.0 out of 10, Wonderful, (8)
"Great property, clean & easy access to downtown restaurants."
The price is SAR 409
SAR 767 total
includes taxes & fees
1 Apr - 2 Apr
175 LEX - Walkable Loft to Rupp Arena & Downtown!
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
Smart TV, fireplace

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

10.0 out of 10, Exceptional, (10)
"Within walking distance of Jeff Rubys and perfectly situated downtown, this 3BR, 2 bath corner penthouse is a perfect location in Lexington. "
The price is SAR 1,084
SAR 1,908 total
includes taxes & fees
31 Mar - 1 Apr
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
175 LEX - Walk to Rupp Arena Downtown Top Floor
Miscellaneous

175 LEX - Walk to Rupp Arena Downtown Top Floor

9.8 out of 10, Exceptional, (15)
"Had a quick trip to Lexington for a barrel selection and this was exactly what we had in mind. Easy walk to dinner and easy access to everything."
The price is SAR 394
SAR 749 total
includes taxes & fees
1 Apr - 2 Apr
175 LEX - Walk to Rupp Arena Downtown Top Floor
Bourbon Condo Downtown Lexington
2 bedrooms, desk, iron/ironing board, travel crib

Bourbon Condo Downtown Lexington

9.8 out of 10, Exceptional, (8)
"Very clean, comfortable and centrally located. Had a few hiccups but management were very helpful and responsive. "
The price is SAR 469
SAR 928 total
includes taxes & fees
31 Mar - 1 Apr
Bourbon Condo Downtown Lexington
175 LEX - Loft in Downtown Lexington, Rupp Arena
Fridge, microwave, oven, stovetop

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!"
The price is SAR 405
SAR 762 total
includes taxes & fees
7 Apr - 8 Apr
175 LEX - Loft in Downtown Lexington, Rupp Arena
Downtown Lex Full Friends Condo
Property grounds

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"
Downtown Lex Full Friends Condo
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
Interior

175 LEX - Spacious Two Bedroom - Near Rupp Arena!

9.4 out of 10, Exceptional, (10)
"This is a great location to walk downtown. Would like to see some TV or streaming services included. I'm not a fan of logging in at a VRBO. Place was very clean, check in was easy, check out was simple. Code set up for doors and elevator was the easiest, I appreciated that. Much better then trying to remember random codes we received from other stays."
The price is SAR 431
SAR 878 total
includes taxes & fees
31 Mar - 1 Apr
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Walkable Downtown Lexington - Top Floor
Property grounds

175 LEX - Walkable Downtown Lexington - Top Floor

9.0 out of 10, Wonderful, (8)
"Nice place, good location"
The price is SAR 409
SAR 767 total
includes taxes & fees
1 Apr - 2 Apr
175 LEX - Walkable Downtown Lexington - Top Floor
Castle Glow_Lex_Close to UK and Hospitals
Fridge, microwave, stovetop, dishwasher

Castle Glow_Lex_Close to UK and Hospitals

Castle Glow_Lex_Close to UK and Hospitals
175 LEX - Walkable Downtown Condo - Stunning View
Smart TV, fireplace

175 LEX - Walkable Downtown Condo - Stunning View

9.4 out of 10, Exceptional, (6)
"I loved that this space was so close to downtown and just a block or two away from busy traffic and street noise. The underground parking was a huge perk. We were able to walk to just about everything we wanted to do, and the space had all the necessary amenities."
The price is SAR 431
SAR 794 total
includes taxes & fees
31 Mar - 1 Apr
175 LEX - Walkable Downtown Condo - Stunning View
Lex In The City - Downtown Condo
Exterior

Lex In The City - Downtown Condo

9.6 out of 10, Exceptional, (5)
"Great stay, location and mgmt team is great. The only bathroom is ensuite so makes a little difficult if 4 people. Have stayed in a few of the 175 Lex locations and all have been pleasant."
The price is SAR 431
SAR 794 total
includes taxes & fees
7 Apr - 8 Apr
Lex In The City - Downtown Condo
Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College
Outdoor dining

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

10.0 out of 10, Exceptional, (4)
"Very nice place. It fit our needs for a quick stop in Georgetown. Communication with the host was excellent."
The price is SAR 544
SAR 1,026 total
includes taxes & fees
31 Mar - 1 Apr
Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College
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
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1510)
"Property very clean. Excellent breakfast. Close to Natural Bridge. "
The price is SAR 454
SAR 500 total
includes taxes & fees
31 Mar - 1 Apr
Natural Bridge State Resort Park
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (63)
"The cabin was great! A perfect cabin to enjoy a peaceful weekend. We loved it! The only bad thing was you Definitely need a 4X4! To get up the driveway. "
The price is SAR 386
SAR 800 total
includes taxes & fees
15 Apr - 16 Apr
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
Terrace/patio

Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (75)
"They helped us out ASAP before we drove out due to inclimate weather conditions. Offered us multiple other safe locations or cancellation/rescheduling and communicated consistently.Our cabin was clean as a whistle with every little thing we may have forgotten accomodated. It's super cute,comfortable and perfect for a getaway in the trees!!"
The price is SAR 577
SAR 999 total
includes taxes & fees
14 Apr - 15 Apr
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
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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