Apartments in Winchester for Rent

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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
$188 nightly
The price is $194
May 3 - May 4
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, (42 reviews)
"I had a great stay!"
United States
Cody C.
$122 nightly
The price is $134
Apr 29 - Apr 30
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, (87 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.
$202 nightly
The price is $220
Apr 29 - Apr 30
Total with taxes and fees
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
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 29 - Apr 30
Total with taxes and fees
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Fridge, microwave, oven, stovetop

Bluegrass Getaway

Bluegrass Getaway
Georgetown
10.0 out of 10, Exceptional, (18 reviews)
"The place was spotless, bed was comfortable 1 mile from Georgetown. Would stay again. "
United States
Chris B.
$255 nightly
The price is $281
May 10 - May 11
Total with taxes and fees
Bluegrass Getaway
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.
$165 nightly
The price is $182
Apr 29 - Apr 30
Total with taxes and fees
Luxury on Main / South
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
7.8 out of 10, Good, (12 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.
$208 nightly
The price is $210
Apr 30 - May 1
Total with taxes and fees
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
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
10.0 out of 10, Exceptional, (11 reviews)
"Everything was perfect, we had to make a change to the reservation and the host responded immediately and was very helpful in getting that taken care of. It is a great place and a fantastic location if you need to be near the university and downtown."
United States
James o.
$204 nightly
The price is $225
Apr 29 - Apr 30
Total with taxes and fees
1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
1 bedroom, iron/ironing board, WiFi, bed sheets

Westfield Blue

Westfield Blue
Richmond
9.8 out of 10, Exceptional, (6 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.
$124 nightly
The price is $137
Apr 29 - Apr 30
Total with taxes and fees
Westfield Blue
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
$147 nightly
The price is $162
May 23 - May 24
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 29 - Apr 30
Total with taxes and fees
Treetops Solar Sanctuary
Microwave, oven, stovetop

Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
9.6 out of 10, Exceptional, (5 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
Apr 29 - Apr 30
Total with taxes and fees
Modern Studio - Stylish Apartment in Downtown Lexington
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
May 10 - May 11
Total with taxes and fees
‘Edith’ Carriage House Getaway - Hamburg/I-75!
1 bedroom, iron/ironing board, WiFi, bed sheets

Green Oasis - Studio Apartment in Downtown Lexington

Green Oasis - Studio Apartment in Downtown Lexington
Lexington
10.0 out of 10, Exceptional, (1 review)
"Me and my girl had a very enjoyable time staying at the Green Oasis. The property was clean and just as listed on VRBO. The around back parking spots made for easy parking and unloading of any luggage or groceries we had."
United States
Noah C.
$187 nightly
The price is $217
Apr 29 - Apr 30
Total with taxes and fees
Green Oasis - Studio Apartment in Downtown Lexington
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (143 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
$140 nightly
The price is $162
May 2 - May 3
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
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 29 - Apr 30
Total with taxes and fees
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
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
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Super clean. "
United States
paula A.
$134 nightly
The price is $155
May 17 - May 18
Total with taxes and fees
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
Interior

Westfield Green

Westfield Green
Richmond
10.0 out of 10, Exceptional, (16 reviews)
"Very nice place. We will definitely stay again. "
United States
Sue C.
$186 nightly
The price is $205
Apr 30 - May 1
Total with taxes and fees
Westfield Green
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 $172
May 11 - May 12
Total with taxes and fees
Luxury On Main / East
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.
$228 nightly
The price is $251
May 11 - May 12
Total with taxes and fees
Springside Equine Getaway
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

The Manchester

The Manchester

10/10 Excellent
"Great hotel. Comfortable and chic. Suggest requesting rooms facing front of hotel. "
Olwen 1-night trip
Posted 8 hours ago
The Manchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
530
Accommodation
122 Apartments
Lowest Price
$133
Highest Price
$281

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 1018 lodging choices including 165 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: Modern Studio - Stylish Apartment in Downtown Lexington: Situated in Lexington, 17 mi/27.3 km from the heart of Winchester. Includes Smart TVs. Treetops Solar Sanctuary: Located 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 located in Lexington, 10.9 mi/17.6 km away. Historic Indigo House - Steps from Rupp Arena: 17.9 mi/28.9 km away in Lexington. Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington: Located in Lexington, 18 mi/29 km from Winchester. Includes Smart TVs. 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. 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 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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