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Our top choices for Winchester condo rentals
1. Cozy 2-bedroom condo with WiFi, AC in marvelous Lexington
Cozy 2-bedroom condo with WiFi, AC in marvelous LexingtonLexington
10.0 out of 10, Exceptional, (1 review)
"We were very much impressed with this condo. Felt safe. it was very quiet because a lot of people haven’t moved in yet and the outer construction is completed."
V K.
$247 nightly
The price is $286
Nov 9 - Nov 10
Total with taxes and fees
2. Graffiti Art Haus - Walk to Central Bank Arena
Graffiti Art Haus - Walk to Central Bank ArenaDowntown Lexington
10.0 out of 10, Exceptional, (59 reviews)
"Enjoyed the stay"
Todd S.
$180 nightly
The price is $191
Nov 16 - Nov 17
Total with taxes and fees
3. This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.Lexington
9.0 out of 10, Wonderful, (19 reviews)
"Great location and very clean. "
Andrew K.
$156 nightly
The price is $157
Nov 16 - Nov 17
Total with taxes and fees
4. War Admiral @ The HoM- KY Horse Park 11min, Ark 30min, Walk Downtown/GT College
War Admiral @ The HoM- KY Horse Park 11min, Ark 30min, Walk Downtown/GT CollegeGeorgetown
9.8 out of 10, Exceptional, (6 reviews)
"Very cute historical property, parking in back, fun location walking distance to shops and restaurants. "
Kiri B.
$217 nightly
The price is $239
Nov 10 - Nov 11
Total with taxes and fees
5. HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator
HUGE 3BR Penthouse King bed. Walk 2 RUPP elevatorDowntown Lexington
10.0 out of 10, Exceptional, (7 reviews)
"Great place to stay! Convenient to downtown and very clean. We had a great stay."
Heather C.
$440 nightly
The price is $508
Nov 7 - Nov 8
Total with taxes and fees
6. Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown College
Man O'War @ The HoM/KY Horse Park 11min/Ark 30min/Walk to Georgetown CollegeGeorgetown
10.0 out of 10, Exceptional, (8 reviews)
"Very nice place. It fit our needs for a quick stop in Georgetown. Communication with the host was excellent."
Rebecca M.
$264 nightly
The price is $291
Nov 10 - Nov 11
Total with taxes and fees
7. Secretariat @ The HoM- Ky Horse Park 11min, Ark 30min, Walk Downtown/GT College
Secretariat @ The HoM- Ky Horse Park 11min, Ark 30min, Walk Downtown/GT CollegeGeorgetown
9.6 out of 10, Exceptional, (8 reviews)
"The place was beautiful!! It was perfect to relax and unwind. "
Danielle B.
$264 nightly
The price is $291
Nov 10 - Nov 11
Total with taxes and fees
8. Sir Barton @ The HoM- KY Horse Park 11min, Ark 30min, Walk Downtown / GT College
Sir Barton @ The HoM- KY Horse Park 11min, Ark 30min, Walk Downtown / GT CollegeGeorgetown
9.6 out of 10, Exceptional, (4 reviews)
"Great spot close to KHP!"
Nicole B.
$217 nightly
The price is $239
Nov 10 - Nov 11
Total with taxes and fees
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.
Learn more about Winchester
Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.
Top reviews in Winchester
Holiday Inn Express Lexington East - Winchester by IHG
Holiday Inn Express Lexington East - Winchester by IHGWinchester
10/10 Excellent
The room was clean, quiet with a comfy bed. Breakfast had good choices. I loved that they decorated for Halloween. It made it feel more welcoming and homey.
Dennis
