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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.
The price is SAR 453
SAR 973 total
includes taxes & fees
9 Dec - 10 Dec
The Perch - NEW / Downtown!
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.
The price is SAR 259
SAR 736 total
includes taxes & fees
1 Dec - 2 Dec
Seabiscuit Loft - Studio Stay in Downtown Lexington
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
Modern Studio - Stylish Apartment in Downtown Lexington
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.
The price is SAR 319
SAR 538 total
includes taxes & fees
15 Dec - 16 Dec
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
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
The price is SAR 368
SAR 958 total
includes taxes & fees
1 Dec - 2 Dec
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Interior
Solar Sanctuary

Apartment in Chevy Chase

10.0 out of 10, Exceptional, (7)
"Super cute. Great location. Already recommended to a friend!!! Hope to book again next time I’m in town 😁"
United States
laura s.
The price is SAR 260
SAR 602 total
includes taxes & fees
1 Dec - 2 Dec
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.
The price is SAR 320
SAR 743 total
includes taxes & fees
1 Dec - 2 Dec
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
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.
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Dining
Westfield Green

Apartment in Richmond

10.0 out of 10, Exceptional, (7)
"It was awesome "
United States
ashley f.
The price is SAR 436
SAR 778 total
includes taxes & fees
1 Dec - 2 Dec
Westfield Green
Fridge, microwave, oven, stovetop
Luxury on Main / South

Apartment in Richmond

10.0 out of 10, Exceptional, (44)
"This is a multi unit building so make sure to reach out ahead for sure special directions and access "
United States
Tricia
The price is SAR 356
SAR 682 total
includes taxes & fees
31 Dec - 1 January 2026
Luxury on Main / South
Fridge, microwave, oven, stovetop
Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown

Apartment in Lexington

2.0 star property
Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown
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.
The price is SAR 259
SAR 671 total
includes taxes & fees
1 Dec - 2 Dec
Central Stay! Near UK/Downtown/Campus.
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.
Westfield Blue
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, (25)
"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.
The price is SAR 424
SAR 786 total
includes taxes & fees
25 Dec - 26 Dec
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Property grounds
Lady Slipper ~ Charming Studio Apartment in the Red River Gorge

Apartment in Stanton

The price is SAR 371
SAR 664 total
includes taxes & fees
1 Dec - 2 Dec
Lady Slipper ~ Charming Studio Apartment in the Red River Gorge
Microwave, oven, stovetop, dishwasher
Luxury On Main / East

Apartment in Richmond

10.0 out of 10, Exceptional, (4)
"Great renovation on an older building. "
United States
Tim S.
The price is SAR 356
SAR 682 total
includes taxes & fees
31 Dec - 1 January 2026
Luxury On Main / East
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.
The price is SAR 300
SAR 610 total
includes taxes & fees
1 Dec - 2 Dec
Lexington Apt. with parking & private entrance Preview listing
Dining
Stay Central in Style - UK/DT/Keeneland/Rupp

Apartment in Lexington

10.0 out of 10, Exceptional, (2)
"Worked well for a short term stay."
United States
Tom L.
The price is SAR 259
SAR 714 total
includes taxes & fees
1 Dec - 2 Dec
Stay Central in Style - UK/DT/Keeneland/Rupp
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.
The price is SAR 191
SAR 527 total
includes taxes & fees
7 Dec - 8 Dec
'Fred' - Walk to UK/Downtown!
Fridge, microwave, oven, stovetop
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Apartment in Downtown Lexington

2.0 star property
9.4 out of 10, Exceptional, (13)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
United States
Londyn
The price is SAR 431
SAR 840 total
includes taxes & fees
1 Dec - 2 Dec
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
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

Hilton Lexington/Downtown

Hilton Lexington/Downtown

10/10 Excellent
"Great location! "
MARIA 1-night trip
Posted 3 days ago
Hilton Lexington/Downtown

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.