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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 123 Apartments in Winchester with updated reviews, rates, and availability.

Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
Terrace/patio

Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!

9.6 out of 10, Exceptional, (13)
"Gorgeous Fall foliage @ a quaint cabin close to everything "
Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
Hidden Gem Charming 2-bedroom apartment in delightful Lexington
Interior

Hidden Gem Charming 2-bedroom apartment in delightful Lexington

2.0 star property
Hidden Gem Charming 2-bedroom apartment in delightful Lexington
Lexington Apt. with parking & private entrance Preview listing
Exterior

Lexington Apt. with parking & private entrance Preview listing

10.0 out of 10, Exceptional, (125)
"This is a very clean and comfortable place to stay when visiting Lexington . "
The price is SAR 274
SAR 557 total
includes taxes & fees
12 May - 13 May
Lexington Apt. with parking & private entrance Preview listing
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Coffee/tea maker

Chic Main Street Retreat < 7 Mi to KY Horse Park!

10.0 out of 10, Exceptional, (56)
"This unit is my favorite and my preferred stay in Georgetown. Lots of stairs going up, just FYI, very close to great restaurants and Irish Pub. Georgetown is a wonderful small town and so close to Lexington. This unit is very close to grocery shopping and very walkable."
Chic Main Street Retreat < 7 Mi to KY Horse Park!
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior

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

9.0 out of 10, Wonderful, (18)
"Check in was easy. Small but perfect for me and my S/O. The bed broke while sleeping Night 2. Messaged the P.M. Took a little while but she finally messaged back. They sent someone out and it was fixed when we got back from dinner. Overall, 4.5/5 would stay again. Area is quiet residential and had wonderful neighbors. 5 blocks from everything you need. "
The price is SAR 318
SAR 801 total
includes taxes & fees
14 Apr - 15 Apr
This apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Quaint Apartment in Historic Georgetown!
Fridge, microwave, stovetop, coffee/tea maker

Quaint Apartment in Historic Georgetown!

9.8 out of 10, Exceptional, (42)
"We really enjoyed our stay. It is on the 2nd floor with a light of stairs to access the unit. It was definitely not an issue for us but could be for some people. If I'm in the Lexington area again I would definitely stay here. "
Quaint Apartment in Historic Georgetown!
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
Fridge, microwave, oven, stovetop

Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75

2.0 star property
9.6 out of 10, Exceptional, (5)
"Our children had an adventure planned with their cousins, so we came down for the day and needed a place to stay and this was perfect. Good beds for everyone and an easy check-in. The host reached out to make sure we had everything we needed and everything was perfect."
The price is SAR 488
SAR 1,035 total
includes taxes & fees
20 Apr - 21 Apr
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
Luxury on Main / South
Fridge, microwave, oven, stovetop

Luxury on Main / South

10.0 out of 10, Exceptional, (37)
"Always a experience. "
The price is SAR 357
SAR 683 total
includes taxes & fees
11 May - 12 May
Luxury on Main / South
Treetops Solar Sanctuary
Property grounds

Treetops Solar Sanctuary

10.0 out of 10, Exceptional, (71)
"Completely clean and nice. Friendly and accommodating host. Easy access and convenient to all we wanted. Highly recommend. "
The price is SAR 259
SAR 647 total
includes taxes & fees
5 May - 6 May
Treetops Solar Sanctuary
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! New building Urban Studio
Fridge, microwave, oven, stovetop

PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! New building Urban Studio

9.4 out of 10, Exceptional, (64)
"Host was very helpful and accom9dating. Great coffee shop and breackfast/brunch right across the street. I highly reccomend."
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! New building Urban Studio
Newly Renovated 2BR Apartment w/ Free Parking in Downtown
Property grounds

Newly Renovated 2BR Apartment w/ Free Parking in Downtown

10.0 out of 10, Exceptional, (32)
"Great spot for a trip to Lexington. Property is as advertised and would highly recommend. "
Newly Renovated 2BR Apartment w/ Free Parking in Downtown
Stylish Studio Apartment in Downtown Lexington
Iron/ironing board, WiFi

Stylish Studio Apartment in Downtown Lexington

2.0 out of 10, (1)
"The first night we stayed here, we got locked out of the house because the batteries for the automatic lock had died. We called the maintenance guy, but he was not able to get in as there was not a spare key where the owner said it was. The owner stopped answering his phone and essentially left us stranded. We ended up having to crawl through a window to get in. Additionally, the water pressure in the shower is no more than a trickle."
Stylish Studio Apartment in Downtown Lexington
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
Property grounds

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

9.8 out of 10, Exceptional, (89)
"Good place. Beds a little hard for older people"
The price is SAR 450
SAR 869 total
includes taxes & fees
11 May - 12 May
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Private kitchen

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

7.8 out of 10, Good, (6)
"Beautiful remodeled older house into apartments. I love this place. Second time I stayed there!! Only issue is that it's hard to work the dead bolt on entry door. Great hosts. Great accomodations!"
The price is SAR 379
SAR 775 total
includes taxes & fees
6 May - 7 May
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Springside Equine Getaway
Smart TV, books

Springside Equine Getaway

10.0 out of 10, Exceptional, (9)
"Great way to spend a night close to my college daughter at Georgetown College. Great location and walking distance to the college and downtown!"
The price is SAR 488
SAR 840 total
includes taxes & fees
13 Apr - 14 Apr
Springside Equine Getaway
Location location location-#15015318-1
Exterior

Location location location-#15015318-1

10.0 out of 10, Exceptional, (26)
"The property was warm and convenient to everything around town . It was super clean, warm, and spacious for us. It had all of the amenities that we needed. The beds were very comfortable. "
Location location location-#15015318-1
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Fridge, microwave, oven, stovetop

Comfy Upstairs 2 bed/1 bath near EKU in Richmond

10.0 out of 10, Exceptional, (28)
"Great space, great location. Very clean."
The price is SAR 319
SAR 538 total
includes taxes & fees
17 Apr - 18 Apr
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Luxury On Main / East
Private kitchen

Luxury On Main / East

10.0 out of 10, Exceptional, (1)
"I truly enjoyed my stay in this beautiful apartment. "
The price is SAR 357
SAR 683 total
includes taxes & fees
11 May - 12 May
Luxury On Main / East
Peaceful Location in walking distance to the University & Hospitals
Microwave, oven, stovetop, coffee/tea maker

Peaceful Location in walking distance to the University & Hospitals

9.0 out of 10, Wonderful, (2)
"The apartment was clean and ready, easy to find, and an 8 minute drive to where I was working on campus at University of Kentucky. Great price."
Peaceful Location in walking distance to the University & Hospitals
Luxury on Main / West
Fridge, microwave, oven, stovetop

Luxury on Main / West

9.6 out of 10, Exceptional, (47)
"My son relocated to Richmond for a job so we make frequent trips to visit. I love staying here and booked my next stay before I checked out! Great value for such wonderful accommodations. "
The price is SAR 357
SAR 683 total
includes taxes & fees
11 May - 12 May
Luxury on Main / West
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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Other property types in Winchester

Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1524)
"This is a no-frills lodge perfect for hikers or climbers. Free Continental breakfast is provided, but know that when it says it ends at 10 that there will be nothing left out at 10 (plan accordingly). The rooms could stand to be updated, but they were very clean and served their purpose for us hikers! Beautiful scenery and easy access trail to the natural bridge! If you are looking for a clean place to lay your head for a night or two then this is a good fit. "
The price is SAR 454
SAR 501 total
includes taxes & fees
17 Apr - 18 Apr
Natural Bridge State Resort Park
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (65)
"Beautiful cabin w/an amazing view and bonus hot tub!"
The price is SAR 387
SAR 801 total
includes taxes & fees
20 Apr - 21 Apr
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Outdoor spa tub

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (140)
"Cozy, clean and comfortable cabin!"
The price is SAR 426
SAR 881 total
includes taxes & fees
16 Apr - 17 Apr
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
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.

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 948 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 more popular apartments in the area: 2nd Story Historic Downtown 2BR with Modern Amenities: Includes free WiFi and sofa beds. Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!: Located 30.3 mi/48.8 km away in Stanton. Amenities include private patios. Access to a hot tub is available on site. Treetops Solar Sanctuary: It’s situated in Lexington, 16.7 mi/26.9 km away. Includes free WiFi, private balconies, and sofa beds. Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75: 18 mi/29 km away in Richmond. Private patios, fireplaces, and Smart TVs are included. Chic Main Street Retreat < 7 Mi to KY Horse Park!: It’s located in Georgetown, 25.6 mi/41.2 km from Winchester. Includes laundry facilities.
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 Cassell Creek Golf Course.
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.