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Search Condo Rentals in Winchester

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Compare 50 Condo Rentals in Winchester with updated reviews, rates, and availability.

Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
10.0 out of 10, Exceptional, (62)
"Absolutely wonderful and beautiful! Highly recommend! "
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
175 LEX - Spacious Two Bedroom Downtown Lexington
9.8 out of 10, Exceptional, (9)
"Wonderful location, clean and the beds are so comfortable. Very nice"
The price is SAR 371
SAR 785 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
175 LEX - Spacious Two Bedroom Downtown Lexington
The Gatsby Getaway, Downtown LEX
10.0 out of 10, Exceptional, (7)
"Clean Easy access and nice location"
The Gatsby Getaway, Downtown LEX
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This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
8.0 out of 10, Very Good, (1)
"It was a cool place. Very modern.easy process! Person living in condo next door must have a big dog that likes to bark at anything at anytime. Other than that it is nice and was comfortable!"
The price is SAR 461
SAR 735 total
includes taxes & fees
26 Jun - 27 Jun
26 Jum. II - 27 Jum. II
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
175 LEX - Stunning Downtown Views on Main Street!
10.0 out of 10, Exceptional, (6)
"We stayed here for three nights for a wedding. The condo was very clean and was in an excellent location for walking to restaurants. Claire was wonderful to work with and provided very good and explicit communication."
The price is SAR 431
SAR 779 total
includes taxes & fees
17 Jul - 18 Jul
17 Raj. - 18 Raj.
175 LEX - Stunning Downtown Views on Main Street!
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
10.0 out of 10, Exceptional, (3)
"The condo is very clean and updated. Great location for what we wanted to do in Lexington. Would definitely stay there again!"
The price is SAR 371
SAR 785 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
175 LEX - Spacious Two Bedroom - Near Rupp Arena!
175 LEX - Walkable Downtown Lexington - Top Floor
10.0 out of 10, Exceptional, (3)
"Great support from property management! Awesome way to experience downtown"
175 LEX - Walkable Downtown Lexington - Top Floor
Russell's Reserve in the Heart of the Bluegrass!
9.0 out of 10, Wonderful, (4)
"The accommodations actually consisted of three units in one building without sound insulation; very noisy from other units. Did not receive information on how to enter the unit & had to search for someone to assist. One bedroom was very adequate while the second bedroom had no mirror (the other bedroom had 2) and 9 decorative pillows on bed but not one with a pillow case for sleeping. Bed in same room was not very comfortable. Property had security and landscape lighting, but those shown into...
The price is SAR 657
SAR 1,173 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Russell's Reserve in the Heart of the Bluegrass!
Secretariat @ The House on Main/KHP 11min/Ark 30min/Walk to Georgetown College
10.0 out of 10, Exceptional, (1)
"We had a pleasant stay. Checkin was easy, our host was responsive, and the listing was accurate. I plan on being back in the area again later this year and look forward to staying here again."
Secretariat @ The House on Main/KHP 11min/Ark 30min/Walk to Georgetown College
Upscale Downtown Lexington Penthouse
10.0 out of 10, Exceptional, (2)
"Serenity Place is a swanky and cozy condo in such a great location to downtown. We had no shortage of options of places to walk and things to do as the condo is right across from a plaza where they have live music on Thursday and a farmers market on Saturday. Restaurants and bars surround the place and our group was very happy with the location. The condo is beautiful and was roomy enough for our group of 6 to be very comfortable. The property owner was very responsive and was a delight to...
Upscale Downtown Lexington Penthouse
175 LEX - Two Bedroom Condo, Walkable Downtown!
9.2 out of 10, Wonderful, (5)
"This flat was bright and sunny with decent spaces. The bathroom was spacious. Very basic stock of kitchen supplies - but who wants to cook when you are surrounded by so many great restaurants within walking distance!"
The price is SAR 371
SAR 785 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
175 LEX - Two Bedroom Condo, Walkable Downtown!
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
10.0 out of 10, Exceptional, (7)
"We stayed overnight for a concert at Rupp Arena. Excellent!! Beautiful accommodation and located next to many restaurants and bars within walking distance. Quick walk home after the concert!"
Penthouse @ 175 LEX -Walk to Rupp Arena on Main St
"Old Forester" at The Glover House
9.8 out of 10, Exceptional, (7)
"♥️"
The price is SAR 465
SAR 822 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
"Old Forester" at The Glover House
Lexington Condo w/ Balcony: 1 Mi to UK Campus!
10.0 out of 10, Exceptional, (4)
"Such a great spot!!! Super cute, very clean, we felt completely safe in the neighborhood! Would definitely stay again. My only suggestion is to WD40 the doors…a little squeaky, especially in the middle of the night 😉"
Lexington Condo w/ Balcony: 1 Mi to UK Campus!
Lexington Vacation Rental 1 Mi to UK!
10.0 out of 10, Exceptional, (18)
"Nice place, got lost even with GPS one night. But overall, it was very nice."
Lexington Vacation Rental 1 Mi to UK!
175 LEX - Spacious Two Bedroom! Walkable Downtown!
10.0 out of 10, Exceptional, (1)
"Great place to stay for a weekend, had everything we needed and convenient location."
The price is SAR 371
SAR 785 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
175 LEX - Spacious Two Bedroom! Walkable Downtown!
175 LEX - Walk to Rupp Arena Downtown Top Floor
9.6 out of 10, Exceptional, (8)
"We were in town for two nights to celebrate my daughter’s graduation. She received her College of nursing pin on Friday then University graduation ceremony on Saturday. Check-in was a breeze, parking was no problem at all, and the downtown location was fantastic. We walked to Carson‘s for dinner and to Rupp for the ceremony. Will certainly consider this property for future weekend stays during football season…"
175 LEX - Walk to Rupp Arena Downtown Top Floor
175 LEX - Walkable Downtown Lexington Condo
The price is SAR 356
SAR 688 total
includes taxes & fees
27 Jun - 28 Jun
27 Jum. II - 28 Jum. II
175 LEX - Walkable Downtown Lexington Condo
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."
175 LEX - Walkable Downtown - Rupp Arena - Keeneland
Quiet Downtown Lexington Bougie Apartment
8.0 out of 10, Very Good, (1)
"The place was the perfect size for me and the location was very convenient. The parking suggestions were spot-on with pricing (I chose the one across the street. It was safe and only cost $22 for 3 days!) There were 2 small hiccups. The communication and restroom cleanliness piece. I did not get my check-in message on time within the 24 hours prior so I had to call VRBO to reach out to manager. That was handled quickly. But when I got to the apartment at 4pm (check-in was at 3pm) the door codes...
Quiet Downtown Lexington Bougie Apartment
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See all available properties in Winchester
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.

Other property types in Winchester

Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1336)
"My room was very near the hiking trails, with a nice balcony overlooking the woods. The restaurant was excellent!"
The price is SAR 510
SAR 562 total
includes taxes & fees
2 Jul - 3 Jul
2 Raj. - 3 Raj.
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (242)
"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...
The price is SAR 511
SAR 930 total
includes taxes & fees
21 Jul - 22 Jul
21 Raj. - 22 Raj.
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
10.0 out of 10, Exceptional, (60)
"This truly was not just a cabin to stay in. It was a special and unique experience that my partner and I will remember forever. The first thing you will notice is the amazing view and and backyard area. Once inside the cabin, it truly was on of the cleanest places we have ever stayed. It was conveniently located to gas stations and tons of hikes. I feel like there is not enough to say about this place other than going and staying for yourself."
The price is SAR 484
SAR 827 total
includes taxes & fees
14 Jul - 15 Jul
14 Raj. - 15 Raj.
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
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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