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Search Apartments in Winchester

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Compare 116 Apartments in Winchester with updated reviews, rates, and availability.

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
10.0 out of 10, Exceptional, (5)
"Perfect"
The price is AED 507
AED 915 total
includes taxes & fees
2 Jul - 3 Jul
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Luxury on Main / South
10.0 out of 10, Exceptional, (31)
"Pictures do not do this place justice, it was so cute, clean, and charming. Loved loved loved it. Would stay again."
The price is AED 312
AED 628 total
includes taxes & fees
26 Jun - 27 Jun
Luxury on Main / South
Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
10.0 out of 10, Exceptional, (5)
"Great property in a great location. Close to trail heads. A great getaway to get off the grid and enjoy nature. Cabin was super clean and well maintained. Loved the hot tub!"
Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
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Lexington Apt. with parking & private entrance Preview listing
10.0 out of 10, Exceptional, (108)
"Set in a quiet leafy suburb of Lexington, The apartment is situated underneath the main house so you walk down the side of house to get to it. Beautifully decorated and bedroom nice and large. Bedding very comfortable. Wish we could have stayed more than one night. Be aware if you have walking difficulties that there are stairs down to apartment."
The price is AED 268
AED 524 total
includes taxes & fees
20 Jun - 21 Jun
Lexington Apt. with parking & private entrance Preview listing
'Ralph' Comfortable Downtown/UK Apartment
9.6 out of 10, Exceptional, (4)
"An amazing place to stay if you are attending anything at Rupp. Just a short walk with so many places to see along the way. I will for sure stay here again."
The price is AED 202
AED 490 total
includes taxes & fees
24 Jun - 25 Jun
'Ralph' Comfortable Downtown/UK Apartment
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
9.2 out of 10, Wonderful, (13)
"Great"
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Treetops Solar Sanctuary
10.0 out of 10, Exceptional, (59)
"We loved our weekend in Lexington at Treetops on Garden. Dru was the kindest and most hospitable host we’ve ever had! Check in and out instructions were very clear and thorough. We had a very comfortable stay. For a studio apartment, the space is roomy. The neighborhood is quiet and easy to navigate to. I highly recommend staying here if you’re in Lexington!"
Treetops Solar Sanctuary
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
9.8 out of 10, Exceptional, (83)
"Compact but very nice"
The price is AED 441
AED 814 total
includes taxes & fees
20 Jun - 21 Jun
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
4Guys Cabin on the Hill/3mi To Natural Bridge
10.0 out of 10, Exceptional, (5)
"First time using VRBO and kind of decided on the fly to come out from Ft. Knox for the weekend. The cabin was really great and we were happy to find it. The location was perfect for us! The inside is pretty roomy for a tiny house and the loft wasn't as hard to get up as I had thought thanks to the very sturdy ladder. Really appreciated the TV, full kitchen and other thoughtful details throughout. My only "complaint" would be I wish that porch was screened in, we wanted to take advantage but it...
The price is AED 448
AED 842 total
includes taxes & fees
8 Jul - 9 Jul
4Guys Cabin on the Hill/3mi To Natural Bridge
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
10.0 out of 10, Exceptional, (103)
"We needed a place to stay after a show at Rupp Arena and this was perfect! Great location, super clean and it gave us that downtown feel on a quiet street. Will be returning!"
The price is AED 404
AED 661 total
includes taxes & fees
27 Jun - 28 Jun
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
The Tiny Feather Summ
9.0 out of 10, Wonderful, (2)
"My husband and I enjoyed this beautiful piece of heaven for 2 days while celebrating our 17th anniversary. it was amazingly serene and exactly as shown. Super clean, wonderful amenities and we literally did not leave the whole time. I would love to stay forever ❤️ Perfect place to relax and enjoy the world around you without all the distractions. Couldn't have asked for anything better!"
The Tiny Feather Summ
Quiet, gated oasis near downtown Lexington
8.8 out of 10, Excellent, (3)
"My daughter and son-in-law also had a rental. Neither of us were able to get in through the key code . Both of us had to call to get help to get into the property."
The price is AED 305
AED 742 total
includes taxes & fees
8 Jul - 9 Jul
Quiet, gated oasis near downtown Lexington
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
9.8 out of 10, Exceptional, (6)
"Clean and convenient to every thing."
The price is AED 404
AED 793 total
includes taxes & fees
1 Jul - 2 Jul
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Westfield Gold
10.0 out of 10, Exceptional, (1)
"great place, Clean and pretty quiet area. Nice neighborhood."
The price is AED 275
AED 587 total
includes taxes & fees
27 Jun - 28 Jun
Westfield Gold
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
3.0 star property
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
6.0 out of 10, (3)
"Negatives: First of all the property is not numbered. Second, and most importantly, this a duplex. The person(s) upstairs started making an insane amount of noise starting at 10pm. They were finally quite after asking the owner to reach out to them. They started again around 1 and reached peak noise again between 2 and 4am, I got 3 hours of sleep total. The beds are just foam blocks, no support and was uncomfortable. Some of the bedding smelled like BO like they hadn't been washed. The rest...
The price is AED 466
AED 867 total
includes taxes & fees
27 Jun - 28 Jun
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
The price is AED 331
AED 797 total
includes taxes & fees
15 Jul - 16 Jul
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Beautiful Downtown Hideaway
9.4 out of 10, Exceptional, (3)
"Lived in Lexington 50 years ago. I could walk any where. Felt safe and price is right"
Beautiful Downtown Hideaway
Chic Main Street Retreat < 7 Mi to KY Horse Park!
10.0 out of 10, Exceptional, (45)
"Great loft apartment. It was furnished really nicely and was very comfortable. The neighborhood was great with some nice restaurants within walking distance. Just a heads up that its on the 3rd floor and only accessible by stairs."
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Quiet, gated oasis near downtown Lexington
10.0 out of 10, Exceptional, (2)
"The apartment was beautiful and so clean. Couldn't have been better. The courtyard and porch were so nice. Will stay again"
The price is AED 257
AED 639 total
includes taxes & fees
21 Jun - 22 Jun
Quiet, gated oasis near downtown Lexington
Don't see what you're looking for?
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, (1332)
"The customer service and cleanliness really stands out at this resort. Every employee makes eye contact and greets you in the hallways and in their work stations. The restaurant, gift shop, and tavern were all excellent. The activities and hiking in the area were all great as well. We will definitely stay here again if we are ever in the area. Excellent value for the money."
The price is AED 499
AED 550 total
includes taxes & fees
2 Jul - 3 Jul
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 AED 508
AED 926 total
includes taxes & fees
9 Jul - 10 Jul
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 AED 511
AED 858 total
includes taxes & fees
26 Jun - 27 Jun
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.

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in the larger Lexington area, with 1034 lodging choices including 206 apartments. Any visit to a new destination can be a culinary trip so why not visit the local restaurants?
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families who want the conveniences of home.
What can I expect from the weather in Winchester?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winchester. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What should I see and do in Winchester?
Winchester is known for its restaurants. Lykins Park and Community Park are a couple of scenic spots to enjoy the outdoors, whereas Bluegrass Heritage Museum is one of the cultural attractions. Other places in town to visit include Southwind Golf Course and Cassell Creek Golf Course.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.

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