Apartments in Winchester for Rent

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Our top choices for Winchester apartments

10.0 out of 10, Exceptional, (41 reviews)
"I had a great stay!"
United States
Cody C.
$122 nightly
The price is $134
Mar 12 - Mar 13
Total with taxes and fees
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
9.0 out of 10, Wonderful, (28 reviews)
"2nd time staying here. So cute. Love walking to the main street for shopping and dining. We have rentals in Richmond and love to use this apartment as a home base."
United States
Shannan B.
$170 nightly
The price is $172
Mar 12 - Mar 13
Total with taxes and fees
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
$152 nightly
The price is $157
Mar 15 - Mar 16
Total with taxes and fees
The Loft at Kettlestone with Hot Tub in the RRG

Apartment in Georgetown

Bluegrass Getaway
10.0 out of 10, Exceptional, (17 reviews)
"The Bluegrass Getaway was a wonderful place to stay! The owners put a lot of detail in their rental.It was spotless - well equipped- very quiet neighborhood.Would definitely stay here again."
United States
Brenda G.
$247 nightly
The price is $272
Mar 12 - Mar 13
Total with taxes and fees
Bluegrass Getaway
9.8 out of 10, Exceptional, (86 reviews)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
$200 nightly
The price is $217
Mar 15 - Mar 16
Total with taxes and fees
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
3.5 star property
6.0 out of 10, (1 review)
"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
$236 nightly
The price is $262
Mar 12 - Mar 13
Total with taxes and fees
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Apartment in Richmond

Luxury on Main / South
10.0 out of 10, Exceptional, (47 reviews)
"Well maintained units, best kept secret...Love this location and unit, will be my go to location"
United States
Michael W.
$152 nightly
The price is $168
Mar 18 - Mar 19
Total with taxes and fees
Luxury on Main / South
10.0 out of 10, Exceptional, (2 reviews)
"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
$168 nightly
The price is $195
Mar 12 - Mar 13
Total with taxes and fees
Modern Studio - Stylish Apartment in Downtown Lexington

Apartment in Richmond

Westfield Blue
9.6 out of 10, Exceptional, (5 reviews)
"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.
$127 nightly
The price is $140
Mar 13 - Mar 14
Total with taxes and fees
Westfield Blue
9.8 out of 10, Exceptional, (107 reviews)
"Everything was good during our stay. Host was very responsive to questions or concerns. "
United States
Norman R.
$177 nightly
The price is $206
Mar 12 - Mar 13
Total with taxes and fees
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay. Location was amazing for our trip!"
United States
Deanna E.
$207 nightly
The price is $228
Mar 16 - Mar 17
Total with taxes and fees
1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
9.0 out of 10, Wonderful, (2 reviews)
"Had a pleasant stay ! Thanks "
United States
brenda s.
$114 nightly
The price is $133
Mar 22 - Mar 23
Total with taxes and fees
‘Edith’ Carriage House Getaway - Hamburg/I-75!
10.0 out of 10, Exceptional, (141 reviews)
"This place was very comfortable and convenient to everything on the southside of Lexington. The apartment was clean and well furnished in every capacity. Quiet neighborhood and easy to find."
United States
Edward G.
$140 nightly
The price is $162
Mar 16 - Mar 17
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing

Apartment in Chevy Chase

Treetops Solar Sanctuary
10.0 out of 10, Exceptional, (85 reviews)
"Great location with kindest host! "
United States
Tiffany S.
$153 nightly
The price is $178
Mar 15 - Mar 16
Total with taxes and fees
Treetops Solar Sanctuary
9.4 out of 10, Exceptional, (3 reviews)
"It was the best hotel I have ever stayed in. Must say it’s the best Richmond hotel "
United States
Ujwal T.
$123 nightly
The price is $136
Mar 12 - Mar 13
Total with taxes and fees
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC

Apartment in Georgetown

Springside Equine Getaway
10.0 out of 10, Exceptional, (17 reviews)
"Host was awesome and super responsive. Had a blast and would recommend to anyone. "
United States
Beverly B.
$232 nightly
The price is $256
Mar 12 - Mar 13
Total with taxes and fees
Springside Equine Getaway

Apartment in Richmond

Luxury on Main / West
9.6 out of 10, Exceptional, (54 reviews)
"If you’re coming in the Richmond area. Add this place on your calendar. The host is amazing, made the experience a 10/10"
United States
Innocent M.
$184 nightly
The price is $203
Mar 29 - Mar 30
Total with taxes and fees
Luxury on Main / West
10.0 out of 10, Exceptional, (1 review)
"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
Mar 12 - Mar 13
Total with taxes and fees
Seabiscuit Loft - Studio Stay in Downtown Lexington
10.0 out of 10, Exceptional, (1 review)
"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
Mar 15 - Mar 16
Total with taxes and fees
Charming studio apartment in Richmond, just minutes away from EKU
10.0 out of 10, Exceptional, (53 reviews)
"Great Stay "
United States
Anthony
$350 nightly
The price is $406
Mar 12 - Mar 13
Total with taxes and fees
Lafferty House-Walk to UofK, Woodland Pk, Dn Town, near Bourbon Trl, Horse Farms
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

Find out more about Winchester

Winchester Apartments information

Number of reviews
669
Accommodation
129 Apartments
Lowest Price
$133
Highest Price
$406

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 978 lodging choices including 166 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 favorite apartments in the area to choose from: Private One Bedroom Apartment in Downtown Lexington near Rupp Arena: Located in Lexington, 18.3 mi/29.4 km from the heart of Winchester. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington: Located 18 mi/29 km away in Lexington. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. 'Ralph' Comfortable Downtown/UK Apartment: It's located in Lexington, 17.7 mi/28.4 km away. Treetops Solar Sanctuary: 16.7 mi/26.9 km away in Lexington. Free WiFi, private balconies, and sofa beds are included. 'Edith' Carriage House Getaway - Hamburg/I-75!: It's situated in Lexington, 10.9 mi/17.6 km from Winchester.
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 Southwind 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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