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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Winchester

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Exterior

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

9.4 out of 10, Exceptional, (21)
"We had a great time staying here. Barely noticed the highway noise. "
The price is AED 502
AED 937 total
includes taxes & fees
23 Jul - 24 Jul
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

9.6 out of 10, Exceptional, (72)
"We had a great stay. Perfect for multigenerational families."
The price is AED 569
AED 1,414 total
includes taxes & fees
16 Jul - 17 Jul
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Location, Location, Location
Exterior

Location, Location, Location

9.2 out of 10, Wonderful, (53)
"Would definitely stay again!"
The price is AED 404
AED 783 total
includes taxes & fees
16 Jul - 17 Jul
Location, Location, Location
Hot Tub | Great Location | Patio | Grill | Ping Pong
Exterior

Hot Tub | Great Location | Patio | Grill | Ping Pong

10.0 out of 10, Exceptional, (61)
"We had a great stay for a wedding weekend in Lexington. Centrally located, clean and comfortable. The owners were great communicators and the house was perfect."
Hot Tub | Great Location | Patio | Grill | Ping Pong
Luxurious 3 BR Distillery District Townhouse - Eight Belles
Fridge, microwave, oven, stovetop

Luxurious 3 BR Distillery District Townhouse - Eight Belles

10.0 out of 10, Exceptional, (14)
"Perfect location for us to enjoy with friends who have never been to Lexington before! Keeneland, bourbon trail and our accommodations did not disappoint! The whole process was seamless thanks to our amazing host! "
Luxurious 3 BR Distillery District Townhouse - Eight Belles
Southern Charm- Spacious Townhome Close to UK
Dining

Southern Charm- Spacious Townhome Close to UK

10.0 out of 10, Exceptional, (34)
"The townhouse was very clean and organized. Jennifer provided all of the basic supplies needed and her communication was excellent!"
Southern Charm- Spacious Townhome Close to UK
Minutes to Keeneland/Airport/UK & more!
Fridge, microwave, oven, stovetop

Minutes to Keeneland/Airport/UK & more!

10.0 out of 10, Exceptional, (14)
"This is a great property! We were so close to the things we wanted to see and do. Was such a nice house and would definitely stay again!!"
Minutes to Keeneland/Airport/UK & more!
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Fridge, oven, stovetop, dishwasher

Hot Tub | Close to Downtown | Game Room | Fire Pit |

10.0 out of 10, Exceptional, (62)
"Overall good stay. Plenty of room for families."
The price is AED 797
AED 2,340 total
includes taxes & fees
23 Jul - 24 Jul
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Candlelight Cabin Red River Gorge
Outdoor spa tub

Candlelight Cabin Red River Gorge

10.0 out of 10, Exceptional, (21)
"Wonderfully cozy."
Candlelight Cabin Red River Gorge
Luxurious 1-bedroom with Free Parking
Exterior

Luxurious 1-bedroom with Free Parking

9.8 out of 10, Exceptional, (38)
"Nicely upgraded unit, relaxing and comfortable. Close to everything!"
The price is AED 327
AED 917 total
includes taxes & fees
20 Jul - 21 Jul
Luxurious 1-bedroom with Free Parking
This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (54)
"Super location, amenities, very clean, fenced yard for our dog was a definite bonus. Would rent again for sure!"
The price is AED 422
AED 801 total
includes taxes & fees
16 Jul - 17 Jul
This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Property grounds

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

9.6 out of 10, Exceptional, (17)
"Great location to walk to shopping/dining and easy drive to the horse park. It was a great stay!"
The price is AED 774
AED 1,650 total
includes taxes & fees
27 Jul - 28 Jul
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Horse Show on Sherman
Interior

Horse Show on Sherman

9.8 out of 10, Exceptional, (89)
"Eccentric, cool decor with great host communication and very convenient location! "
The price is AED 364
AED 767 total
includes taxes & fees
20 Jul - 21 Jul
Horse Show on Sherman
Charming Home Near UK Campus! Perfect for Family Visits!
Fridge, microwave, oven, stovetop

Charming Home Near UK Campus! Perfect for Family Visits!

10.0 out of 10, Exceptional, (21)
"I work out of town and stay in Verbos and air b n b every week and this place by far was the nicest place I have stayed out also the customer service was amazing!!!"
The price is AED 441
AED 1,113 total
includes taxes & fees
19 Jul - 20 Jul
Charming Home Near UK Campus! Perfect for Family Visits!
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Fridge, microwave, oven, stovetop

Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

10.0 out of 10, Exceptional, (24)
"It was very nice and clean and very comfortable! "
The price is AED 735
AED 1,486 total
includes taxes & fees
20 Jul - 21 Jul
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Updated Home | Downtown | Luxe Beds | Ping Pong
Fridge, microwave, oven, stovetop

Updated Home | Downtown | Luxe Beds | Ping Pong

9.8 out of 10, Exceptional, (53)
"Love the house. Relaxing stay. Conducive to visiting with family. "
Updated Home | Downtown | Luxe Beds | Ping Pong
Enriched with history & tradition is where you will find Lexington's Carriage House
Exterior detail

Enriched with history & tradition is where you will find Lexington's Carriage House

9.4 out of 10, Exceptional, (24)
"Great Location - Really Nice Property Would definitely rent it again. "
The price is AED 705
AED 1,159 total
includes taxes & fees
16 Jul - 17 Jul
Enriched with history & tradition is where you will find Lexington's Carriage House
Bluegrass Crossing, close to all the attractions in Central Kentucky
Fridge, microwave, oven, stovetop

Bluegrass Crossing, close to all the attractions in Central Kentucky

8.8 out of 10, Excellent, (8)
"This was a great property and was well suited for everyone to be together and chat and watch a game on tv. Our group lived the games provided!"
Bluegrass Crossing, close to all the attractions in Central Kentucky
Few and Proud
Property grounds

Few and Proud

10.0 out of 10, Exceptional, (11)
"Great place to stay and close to a lot of restaurants/downtown"
Few and Proud
Mid-Century 3 BR In Heart of Downtown Lex
Terrace/patio

Mid-Century 3 BR In Heart of Downtown Lex

9.8 out of 10, Exceptional, (31)
"Excellent accommodations, close to Rupp Arena and plenty of choices for dining made for an excellent game day experience."
Mid-Century 3 BR In Heart of Downtown Lex
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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