Apartments in Winchester for Rent

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Winchester apartments

2 bedrooms, desk, free WiFi, bed sheets

The Perch - NEW / Downtown!

The Perch - NEW / Downtown!
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"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
Mar 9 - Mar 10
Total with taxes and fees
The Perch - NEW / Downtown!
Outdoor spa tub

The Loft at Kettlestone with Hot Tub in the RRG

The Loft at Kettlestone with Hot Tub in the RRG
Powell County
$142 nightly
The price is $146
Feb 25 - Feb 26
Total with taxes and fees
The Loft at Kettlestone with Hot Tub in the RRG
Smart TV, stereo

Comfy Upstairs 2 bed/1 bath near EKU in Richmond

Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Richmond
10.0 out of 10, Exceptional, (41 reviews)
"I had a great stay!"
United States
Cody C.
$122 nightly
The price is $134
Feb 24 - Feb 25
Total with taxes and fees
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Fridge, microwave, oven, stovetop

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Richmond
9.8 out of 10, Exceptional, (85 reviews)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
$190 nightly
The price is $207
Feb 24 - Feb 25
Total with taxes and fees
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Smart TV, fireplace

Luxury on Main / South

Luxury on Main / South
Richmond
10.0 out of 10, Exceptional, (44 reviews)
"Well maintained units, best kept secret...Love this location and unit, will be my go to location"
United States
Michael W.
$141 nightly
The price is $155
Feb 24 - Feb 25
Total with taxes and fees
Luxury on Main / South
Fridge, coffee/tea maker, cookware/dishes/utensils

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Richmond
9.0 out of 10, Wonderful, (28 reviews)
"very easy to communicate with!! also very helpful when we had questions and quick to respond to any messages. everything was very clean! "
United States
Sam W.
$179 nightly
The price is $181
Feb 24 - Feb 25
Total with taxes and fees
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Fridge, microwave, oven, stovetop

Bluegrass Getaway

Bluegrass Getaway
Georgetown
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.
$256 nightly
The price is $282
Feb 24 - Feb 25
Total with taxes and fees
Bluegrass Getaway
Smart TV, fireplace

Luxury on Main / West

Luxury on Main / West
Richmond
9.6 out of 10, Exceptional, (53 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.
$152 nightly
The price is $168
Feb 24 - Feb 25
Total with taxes and fees
Luxury on Main / West
Microwave, oven, stovetop

Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
10.0 out of 10, Exceptional, (1 review)
"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
$152 nightly
The price is $176
Feb 24 - Feb 25
Total with taxes and fees
Modern Studio - Stylish Apartment in Downtown Lexington
Interior

Solar Sanctuary

Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (10 reviews)
"Perfect for a weekend with 3 of us. Quaint neighborhood and very clean place. Has everything u need for a short weekend trip. "
United States
Jeff K.
$133 nightly
The price is $154
Mar 2 - Mar 3
Total with taxes and fees
Solar Sanctuary
Private kitchen

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
$122 nightly
The price is $134
Feb 24 - Feb 25
Total with taxes and fees
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (141 reviews)
"Basement apartment of the house of an amazing hostess in Ms Joyce. Very comfortable accommodations. We enjoyed our time while we were in Lexington to watch our son play football for Tennessee."
United States
Brad G.
$140 nightly
The price is $162
Feb 26 - Feb 27
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
Private kitchen

‘Edith’ Carriage House Getaway - Hamburg/I-75!

‘Edith’ Carriage House Getaway - Hamburg/I-75!
Lexington
9.0 out of 10, Wonderful, (2 reviews)
"Had a pleasant stay ! Thanks "
United States
brenda s.
$117 nightly
The price is $136
Mar 2 - Mar 3
Total with taxes and fees
‘Edith’ Carriage House Getaway - Hamburg/I-75!
1 bedroom, iron/ironing board, WiFi, bed sheets

Westfield Blue

Westfield Blue
Richmond
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.
$137 nightly
The price is $152
Feb 25 - Feb 26
Total with taxes and fees
Westfield Blue
Exterior

1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75

1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
Richmond
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay. Location was amazing for our trip!"
United States
Deanna E.
$220 nightly
The price is $243
Mar 1 - Mar 2
Total with taxes and fees
1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
Apartment (0 Bedroom) | Interior

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
3.0 star property
Frenchburg
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
Feb 25 - Feb 26
Total with taxes and fees
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
2 bedrooms, free WiFi, bed sheets

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Downtown Lexington
9.4 out of 10, Exceptional, (13 reviews)
"Everything was great. The location was wonderful. The apartment had everything we needed."
United States
Melissa H.
$215 nightly
The price is $218
Feb 24 - Feb 25
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
Downtown Lexington
9.8 out of 10, Exceptional, (106 reviews)
"Close to Rupp Arena. Great place to stay."
United States
Matthew C.
$177 nightly
The price is $206
Feb 24 - Feb 25
Total with taxes and fees
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
Dining

Luxury On Main / East

Luxury On Main / East
Richmond
10.0 out of 10, Exceptional, (5 reviews)
"I truly enjoyed my stay in this beautiful apartment. "
United States
Robert T.
$141 nightly
The price is $155
Feb 24 - Feb 25
Total with taxes and fees
Luxury On Main / East
Outdoor dining

Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington

Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
Downtown Lexington
10.0 out of 10, Exceptional, (20 reviews)
"The manager was responsive to all questions; property was well-maintained inside and out!"
United States
Sharron D.
$135 nightly
The price is $156
Mar 2 - Mar 3
Total with taxes and fees
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Every stay there has been great "
Christina 1-night trip
Posted 12 hours ago
Hyatt Regency Lexington

Find out more about Winchester

Winchester Apartments information

Number of reviews
557
Accommodation
129 Apartments
Lowest Price
$134
Highest Price
$282

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 167 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: 'Fred' - Walk to UK/Downtown!: Situated in Lexington, 17.6 mi/28.3 km from the heart of Winchester. Includes fireplaces. 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. 'Edith' Carriage House Getaway - Hamburg/I-75!: It's located in Lexington, 10.9 mi/17.6 km away. Treetops Solar Sanctuary: 16.7 mi/26.9 km away in Lexington. Free WiFi, private balconies, and sofa beds are included. The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment: Located in Richmond, 17.6 mi/28.3 km from Winchester. Includes free WiFi and private patios. Access to onsite laundry facilities is available 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 Winchester Opera House and Clark County Courthouse.
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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