Vacation Homes in Kentucky

Compare and save

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Kentucky

Compare 2510 Vacation Homes in Kentucky with updated reviews, rates, and availability.

Golf Simulator | Hot Tub | Game Room | Pool Table

10.0 out of 10, Exceptional, (37)
"The house was as advertised. Clean and spacious with a lot of activities."
Golf Simulator | Hot Tub | Game Room | Pool Table

Luxurious 1-bedroom with Free Parking

9.8 out of 10, Exceptional, (24)
"We were visiting family in Lexington and this was a perfect central location in the chevy chase area. We were impressed, it is amazing. Alexander replaced the k-cup since previous guest broke the handle. It arrived on the doorstep moments before we did. He was very actively involved in our stay. We enjoyed walking around the UK campus and seeing all that had changed in downtown since we moved. This property is an A+ for anyone who wants a homey feel to their vacation. "
The price is AED 253
AED 810 total
includes taxes & fees
7 Jan - 8 January 2025
Luxurious 1-bedroom with Free Parking

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (81)
"Property was great! Exactly as advertised and communication was fast and effective. We had everything we needed to cook a full Thanksgiving dinner. Highly recommend this property to be right in the middle of the bourbon trail!"
The price is AED 496
AED 627 total
includes taxes & fees
5 Jan - 6 January 2025
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (183)
"This was a great stay and the property was so well-managed! Super easy to check in, everything was in great condition. Comfortable beds, and pretty much anything you need in the kitchen. The property was spotless. They provide white noise machines to mask outdoor noises, since it's on a commercial strip, but we didn't need them. Just note that you do need to climb stairs to get to the bedrooms. Deirdre was super-responsive to questions. Highly recommend."
Historic District Townhouse in City's BEST Location

LOG Cabin, 5 miles from town, but very country setting

9.6 out of 10, Exceptional, (84)
"Veru nice ..clean .. in a quite area .. overall good. "
LOG Cabin, 5 miles from town, but very country setting

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (48)
"Close to the Expo for the livestock show stay. House was clean. Beds were comfortably. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

Fully Renovated | Finished Basement | Luxury Beds | Games

10.0 out of 10, Exceptional, (50)
"Very clean and spacious! "
Fully Renovated | Finished Basement | Luxury Beds | Games

"King's Quarters" Modern Urban Stay - Downtown LEX

10.0 out of 10, Exceptional, (13)
"We were in Kentucky for a family wedding. Eight of us total and the house was big enough for us all to spread out without tripping over each other! The bedrooms were spacious with great beds. We loved relaxing in front of the fireplace each evening while watching television. They had a great list of nearby trips - including several restaurants that we within walking distance. The list also included gluten free options which was especially helpful. The location made it super easy to get around...
The price is AED 883
AED 1,745 total
includes taxes & fees
26 Dec - 27 Dec
"King's Quarters" Modern Urban Stay - Downtown LEX

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (137)
"Stayed for a few nights with family over Thanksgiving. Communication with James was outstanding. The house is exactly as pictured, which means it is interesting and beautiful, combining modern comforts with original beauty. Neighborhood could not have been better - quiet but with extremely easy walking access to a ton of stuff. Highly recommend!"
The price is AED 687
AED 1,441 total
includes taxes & fees
30 Dec - 31 Dec
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

*POOL* Fenced Yard, Pets, ARK Encounter, Airport

10.0 out of 10, Exceptional, (18)
"What a perfect trip to stay and feed my family. I grew up here and have considered moving back. This was a perfect place to spend time with family and think about moving back."
*POOL* Fenced Yard, Pets, ARK Encounter, Airport

Near Highways and a 20 Min Drive to Louisville's Main Attractions

10.0 out of 10, Exceptional, (33)
"The house was a great location for doing a lot of the distilleries. With my big group we had no problems with places to sleep and hang out. A+++"
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Newly Renovated Studio! Ideal location for walking to restaurants & shops

9.8 out of 10, Exceptional, (23)
"Place was very clean and cozy. Easy to get in and out and owner was very responsive. "
Newly Renovated Studio! Ideal location for walking to restaurants & shops

Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

9.8 out of 10, Exceptional, (26)
"Property was clean and had amenities we needed. Great place to stay as a starting point to other points of interest. Needed to be careful where you went in some surrounding neighborhoods."
The price is AED 279
AED 999 total
includes taxes & fees
5 Jan - 6 January 2025
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (11)
"There are a few issues with the listing and the property. Very happy overall with our stay. However, second bathroom door does not latch. No heat register in the second bathroom which makes it very cold. Master bedroom door does not latch. Grounds were not kept up very well. Extensions cords laying across the back sidewalk. Yard is NOT fenced in like the description indicates. We loved the location and the overall layout of the house, just needs some attention. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Gracious Getaway 4 Bed 3 Bath

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay! The location was great, the property was exactly as it was listed, and it was super clean. Highly recommend! "
The price is AED 404
AED 1,151 total
includes taxes & fees
5 Jan - 6 January 2025
Gracious Getaway 4 Bed 3 Bath

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

9.8 out of 10, Exceptional, (32)
"Awesome stay, the house is super clean and cozy, we had a wonderful stay and highly recommend it"
The price is AED 422
AED 648 total
includes taxes & fees
8 Jan - 9 January 2025
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

The price is AED 264
AED 555 total
includes taxes & fees
23 Dec - 24 Dec
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

8.8 out of 10, Excellent, (3)
"Charming house in a quite small town. Close to attractions and stores. Great host that respond quickly and treat their guest great. "
The price is AED 220
AED 654 total
includes taxes & fees
26 Dec - 27 Dec
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Derby Cigar & Bourbon Lounge Group Stays in charming Louisville

The price is AED 694
AED 2,004 total
includes taxes & fees
26 Dec - 27 Dec
Derby Cigar & Bourbon Lounge Group Stays in charming Louisville

Lunar Haven – Gorgeous 5 BDR Just 25 Min from Ark Encounter!

10.0 out of 10, Exceptional, (3)
Lunar Haven – Gorgeous 5 BDR Just 25 Min from Ark Encounter!
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.
Don't see what you're looking for?
See all available properties in Kentucky
Save an average of 15% on thousands of hotels when you're signed in