Apartments in Winchester for Rent

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Winchester apartments

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
$151 nightly
The price is $156
Apr 7 - Apr 8
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
Apr 8 - Apr 9
Total with taxes and fees
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
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.
$114 nightly
The price is $133
Apr 19 - Apr 20
Total with taxes and fees
‘Edith’ Carriage House Getaway - Hamburg/I-75!
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)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
$140 nightly
The price is $162
Apr 7 - Apr 8
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
Fridge, microwave, oven, stovetop

Bluegrass Getaway

Bluegrass Getaway
Georgetown
10.0 out of 10, Exceptional, (17 reviews)
"The place was spotless, bed was comfortable 1 mile from Georgetown. Would stay again. "
United States
Chris B.
$254 nightly
The price is $280
Apr 7 - Apr 8
Total with taxes and fees
Bluegrass Getaway
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, (86 reviews)
"Really comfortable, clean place to stay, and the location is very convenient. I really like the secure entry system used, and the host is extremely responsive. Great VRBO experience."
United States
Peggy C.
$204 nightly
The price is $222
Apr 13 - Apr 14
Total with taxes and fees
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
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.
$134 nightly
The price is $148
Apr 9 - Apr 10
Total with taxes and fees
Westfield Blue
TV, offices

The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment

The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Richmond
7.6 out of 10, Good, (11 reviews)
"Great location. Walking distance to downtown Richmond. A little rough around the edges but overall good stay for our family of 4. "
United States
Josh B.
$203 nightly
The price is $205
Apr 7 - Apr 8
Total with taxes and fees
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Apartment (0 Bedroom) | Interior

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
3.5 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
$247 nightly
The price is $275
Apr 7 - Apr 8
Total with taxes and fees
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Smart TV, fireplace

Luxury on Main / South

Luxury on Main / South
Richmond
10.0 out of 10, Exceptional, (49 reviews)
"Well maintained units, best kept secret...Love this location and unit, will be my go to location"
United States
Michael W.
$156 nightly
The price is $171
Apr 7 - Apr 8
Total with taxes and fees
Luxury on Main / South
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
$134 nightly
The price is $148
Apr 7 - Apr 8
Total with taxes and fees
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Exterior detail

Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (87 reviews)
"Great location with kindest host! "
United States
Tiffany S.
$143 nightly
The price is $166
Apr 7 - Apr 8
Total with taxes and fees
Treetops Solar Sanctuary
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, (10 reviews)
"We enjoyed our stay. Location was amazing for our trip!"
United States
Deanna E.
$208 nightly
The price is $229
Apr 12 - Apr 13
Total with taxes and fees
1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
Microwave, oven, stovetop

Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
9.4 out of 10, Exceptional, (3 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
$158 nightly
The price is $183
Apr 7 - Apr 8
Total with taxes and fees
Modern Studio - Stylish Apartment in Downtown Lexington
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
Lexington
9.8 out of 10, Exceptional, (24 reviews)
"The manager was responsive to all questions; property was well-maintained inside and out!"
United States
Sharron D.
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
Interior

Charming studio apartment in Richmond, just minutes away from EKU

Charming studio apartment in Richmond, just minutes away from EKU
Richmond
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
Apr 7 - Apr 8
Total with taxes and fees
Charming studio apartment in Richmond, just minutes away from EKU
Microwave, oven, stovetop

Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC

Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Richmond
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
Apr 7 - Apr 8
Total with taxes and fees
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Interior

Westfield Green

Westfield Green
Richmond
10.0 out of 10, Exceptional, (15 reviews)
"Very nice place. We will definitely stay again. "
United States
Sue C.
$187 nightly
The price is $206
Apr 7 - Apr 8
Total with taxes and fees
Westfield Green
1 bedroom, iron/ironing board, free WiFi, bed sheets

Springside Equine Getaway

Springside Equine Getaway
Georgetown
10.0 out of 10, Exceptional, (17 reviews)
"Jonathon provided excellent communication and a beautiful place to stay! We have been lucky enough to stay at two of his properties and both are definitely 5 stars. I highly recommend either of his properties. You will not be disappointed. "
United States
Kelly D.
$226 nightly
The price is $249
Apr 7 - Apr 8
Total with taxes and fees
Springside Equine Getaway
Dining

Luxury On Main / East

Luxury On Main / East
Richmond
10.0 out of 10, Exceptional, (6 reviews)
"Great renovation on an older building. "
United States
Tim S.
$156 nightly
The price is $171
Apr 7 - Apr 8
Total with taxes and fees
Luxury On Main / East
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

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"Yes"
brian 1-night trip
Posted 2 hours ago
DoubleTree Suites by Hilton Hotel Lexington

Find out more about Winchester

Winchester Apartments information

Number of reviews
475
Accommodation
122 Apartments
Lowest Price
$133
Highest Price
$280

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 1013 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: Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington: Located in Lexington, 18 mi/29 km from the heart of Winchester. Includes Smart TVs. Access to onsite laundry facilities is available on site. Treetops Solar Sanctuary: Located 16.7 mi/26.9 km away in Lexington. Free WiFi, private balconies, and sofa beds are included. Private One Bedroom Apartment in Downtown Lexington near Rupp Arena: Located in Lexington, 18.3 mi/29.4 km away. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Modern Studio - Stylish Apartment in Downtown Lexington: 17 mi/27.3 km away in Lexington. Amenities include Smart TVs. 'Ralph' Comfortable Downtown/UK Apartment: It's situated in Lexington, 17.7 mi/28.4 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. Winchester Traveling Trail and Lykins 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 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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