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Apartments in Winchester for Rent

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Apartments in Winchester

Private kitchen
The Perch - NEW / Downtown!

Apartment in Winchester

10.0 out of 10, Exceptional, (2)
"The place was amazing! Very clean and comfortable. Great Italian restaurant down the street. Delicious dounuts around the corner.We went down to go into Lexington for Bourbon and wine tours. Would have liked to have a folder/ binder with information on what is in the area ( we did explore downtown) and also for information about checking out.We had 4 adults and could have used more towels (had 1 towel for each person) But we did make due.All in all would give this place 5 stars! We will be...
United States
Angela G.
$238 nightly
The price is $259
Dec 9 - Dec 10
Total with taxes and fees
The Perch - NEW / Downtown!
Interior
Solar Sanctuary

Apartment in Chevy Chase

10.0 out of 10, Exceptional, (7)
"The Solar Sanctuary was perfect for a football weekend. Great location, comfortable furnishings and Dru was a hospitable and quickly responsive host. "
United States
Beth H.
$118 nightly
The price is $137
Dec 8 - Dec 9
Total with taxes and fees
Solar Sanctuary
Fridge, microwave, oven, stovetop
Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Apartment in Richmond

9.8 out of 10, Exceptional, (84)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
$192 nightly
The price is $209
Dec 8 - Dec 9
Total with taxes and fees
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Exterior detail
Modern Studio - Stylish Apartment in Downtown Lexington

Apartment in Lexington

10.0 out of 10, Exceptional, (1)
"Had a great stay! Kevin was very communicative, helpful, and reasonable throughout the whole process. The place itself was cozy, clean, and felt like home. Will definitely stay again!"
United States
Malik
$158 nightly
The price is $183
Dec 8 - Dec 9
Total with taxes and fees
Modern Studio - Stylish Apartment in Downtown Lexington
Microwave, oven, stovetop
Seabiscuit Loft - Studio Stay in Downtown Lexington

Apartment in Lexington

10.0 out of 10, Exceptional, (1)
"Within 15 minute walk or 4 minute drive to the university and lots of stores and shops around. "
United States
Stevie R.
$169 nightly
The price is $196
Dec 8 - Dec 9
Total with taxes and fees
Seabiscuit Loft - Studio Stay in Downtown Lexington
TV
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe

Apartment in Lexington

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, super clean and cute! "
United States
Wanda T.
$159 nightly
The price is $185
Dec 8 - Dec 9
Total with taxes and fees
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe
Fridge, microwave, oven, stovetop
Comfy Upstairs 2 bed/1 bath near EKU in Richmond

Apartment in Richmond

10.0 out of 10, Exceptional, (38)
"Its nice and very home like"
United States
Catie B.
$122 nightly
The price is $134
Dec 15 - Dec 16
Total with taxes and fees
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Outdoor spa tub
The Loft at Kettlestone with Hot Tub in the RRG

Apartment in Powell County

2.0 star property
$141 nightly
The price is $143
Dec 8 - Dec 9
Total with taxes and fees
The Loft at Kettlestone with Hot Tub in the RRG
Fridge, microwave, oven, stovetop
Luxury on Main / South

Apartment in Richmond

10.0 out of 10, Exceptional, (44)
"Great place we used for multigenerational trip to celebrate daughter’s Police Academy graduation. 3 couples in 3 different suites. Always clean, always well received by the people we bring along on our journeys. "
United States
Jenny G.
$165 nightly
The price is $182
Dec 8 - Dec 9
Total with taxes and fees
Luxury on Main / South
Microwave, oven, stovetop
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC

Apartment in Richmond

2.0 star property
9.0 out of 10, Wonderful, (2)
"The apartment was great, perfect for a long weekend trip. Cozy and comfortable, we had everything we could have need provided to us. Location was great, really close to shopping and food but still secluded tucked back into a neighborhood. Our host made check in and out really easy."
United States
Samantha N.
$123 nightly
The price is $136
Dec 8 - Dec 9
Total with taxes and fees
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Interior
Charming studio apartment in Richmond, just minutes away from EKU

Apartment in Richmond

10.0 out of 10, Exceptional, (1)
"Cozy apartment with everything you need ! Jana and her husband are absolutely the best, they were always available for any questions or concerns we had. "
United States
Cara K.
$172 nightly
The price is $190
Dec 8 - Dec 9
Total with taxes and fees
Charming studio apartment in Richmond, just minutes away from EKU
Fridge, coffee/tea maker, cookware/dishes/utensils
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

Apartment in Richmond

9.2 out of 10, Wonderful, (26)
"We really enjoyed our stay. The property was very clean and everything was exactly as described. I would stay here again without a second thought. Very nice place, conveniently located to everything we needed to get to. "
United States
Lori T.
$179 nightly
The price is $181
Dec 8 - Dec 9
Total with taxes and fees
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Apartment (0 Bedroom) | Interior
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Apartment in Frenchburg

3.0 star property
6.0 out of 10, (1)
"Stay was okay. Building was clean and everything worked well. Location was much further from red river gorge than expected, about 45 minutes to 1 hour 15 minutes one way to a trail. Bed was very hard. Hot tub was nice. Overall, decent if you dont mind the sleeping conditions and the drive but for us it wasnt worth the cost "
United States
Michael
$230 nightly
The price is $255
Dec 14 - Dec 15
Total with taxes and fees
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Interior
Westfield Blue

Apartment in Richmond

9.6 out of 10, Exceptional, (5)
"Very cute and clean place, excellent communication by host. The neighborhood was very nice and the property was filled with large and beautiful potted plants. Cute gazebo in the back yard, and ample parking both on and off street. Would definitely stay here again. "
United States
Lori K.
$163 nightly
The price is $180
Dec 8 - Dec 9
Total with taxes and fees
Westfield Blue
Dining
Westfield Green

Apartment in Richmond

10.0 out of 10, Exceptional, (7)
"Very nice place. We will definitely stay again. "
United States
Sue C.
$187 nightly
The price is $206
Dec 8 - Dec 9
Total with taxes and fees
Westfield Green
Property grounds
'Fred' - Walk to UK/Downtown!

Apartment in Downtown Lexington

10.0 out of 10, Exceptional, (1)
"Exactly as described "
United States
s s.
$120 nightly
The price is $139
Dec 14 - Dec 15
Total with taxes and fees
'Fred' - Walk to UK/Downtown!
Exterior
Mint Julep - Studio Apartment in Downtown Lexington

Apartment in Lexington

10.0 out of 10, Exceptional, (1)
$152 nightly
The price is $176
Dec 8 - Dec 9
Total with taxes and fees
Mint Julep - Studio Apartment in Downtown Lexington
Exterior
Lexington Apt. with parking & private entrance Preview listing

Apartment in Copperfield

10.0 out of 10, Exceptional, (138)
"The apartment is very nice and comfortable. Check in was a breeze. Will stay again if available. "
United States
Beverly C.
$140 nightly
The price is $162
Dec 8 - Dec 9
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
Interior
Central Stay! Near UK/Downtown/Campus.

Apartment in Lexington

10.0 out of 10, Exceptional, (1)
"Stayed here for 10 days in March. The location is convenient for getting around Lexington and close to restaurants and UK. Despite being close to a busy highway, it is surprisingly quiet and peaceful. Great parking.The Shawarma Lex truck next door is fantastic!"
United States
Michael E.
$152 nightly
The price is $176
Dec 8 - Dec 9
Total with taxes and fees
Central Stay! Near UK/Downtown/Campus.
Fridge, microwave, oven, stovetop
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75

Apartment in Richmond

2.0 star property
9.8 out of 10, Exceptional, (7)
"I’m so glad I found this rental for our trip. Will definitely book again! "
United States
Amanda H.
$215 nightly
The price is $237
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
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

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Very clean room and building. Great room decor, loved the lounge chair and writing chair and desk. Great lighting, mirrors, tall toilet height, great sink, beautiful bath/shower. Very poor TV speaker. Located on bottom. Volume has to be loud disturbing others. "
Robert 4-night trip
Posted 15 hours ago
Spark by Hilton Lexington Hamburg

Find out more about Winchester

Winchester Apartments information

Number of reviews
359
Accommodation
129 Apartments
Lowest Price
$134
Highest Price
$259

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 982 lodging choices including 161 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's a favorite apartment for a stay in Winchester?
Here are some of the more popular apartments in the area: The Perch - NEW / Downtown!: Includes free WiFi and Smart TVs. Treetops Solar Sanctuary: Located 16.7 mi/26.9 km away in Lexington. Free WiFi, private balconies, and sofa beds are included. Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington: Located in Lexington, 18 mi/29 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Comfy Upstairs 2 bed/1 bath near EKU in Richmond: Located 18.1 mi/29.1 km away in Richmond. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. The Loft at Kettlestone with Hot Tub in the RRG: Located in Stanton, 20.8 mi/33.5 km from Winchester. Includes free WiFi, private balconies, and fireplaces. Onsite laundry facilities and a hot tub are on site.
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. College Park and GRCHS Baseball Field 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 Cassell Creek Golf Course and Winchester Opera House.
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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