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Kentucky Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Top Cities in Kentucky

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Vacation HomesVacation Homes

Louisville

Louisville

Our top choices for Kentucky vacation homes

A modern dining area with a marble table, black chairs, and a vase of flowers. There is a ceiling fan and recessed lighting.

1. Charming 2-bedroom house on our farm with beautiful sunsets

Charming 2-bedroom house on our farm with beautiful sunsets
Stamping Ground
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful and responsive hosts! Such a beautiful and relaxing property! Will be back! "
United States
Mary S.
The price is CA $168
CA $316 total
includes taxes & fees
Oct 4 - Oct 5
Charming 2-bedroom house on our farm with beautiful sunsets
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining table set with white plates and glasses.

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.4 out of 10, Exceptional, (52 reviews)
"Perfect location for all the hiking trails and amazing coffee shop downtown!"
United States
Ami
The price is CA $126
CA $299 total
includes taxes & fees
Oct 8 - Oct 9
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
A spacious living area with a stone wall, wooden ceiling beams, a large chandelier, and a dining area with a stone countertop and bar stools.

3. 7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats

7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats
Cadiz
9.8 out of 10, Exceptional, (92 reviews)
"This is a beautiful home with tons of room inside and out. When we weren’t outside, my family loved to hang out in the game room. The host was great to work with. I highly recommend this property for your next trip to Lake Barkley."
United States
Ginger W.
7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats
A kitchen with wooden cabinets, a black refrigerator, and a coffee machine. There is a dining table with chairs and a chandelier.

4. "Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Frankfort
9.8 out of 10, Exceptional, (195 reviews)
"Wonderful stay would recommend highly"
United States
Angie W.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

5. Charming home in the heart of the city!

Charming home in the heart of the city!
Irish Hill
9.8 out of 10, Exceptional, (35 reviews)
"Great location, close to Bardstown Rd and hundreds of excellent restaurants. The back patio was a welcomed place to enjoy coffee in the mornings!!"
United States
Richard K.
Charming home in the heart of the city!
A modern living room with a brown leather sofa, a wooden floor, and a black spiral staircase.

6. Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
The price is CA $159
CA $340 total
includes taxes & fees
Sep 28 - Sep 29
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
A kitchen with wooden cabinets, a dining area with a table and chairs, a chandelier, and a cross on the wall.

7. Country's Edge #2 Near the Ark Encounter!

Country's Edge #2 Near the Ark Encounter!
Berry
10.0 out of 10, Exceptional, (182 reviews)
"The property was very clean and our host was very helpful."
United States
Laura B.
Country's Edge #2 Near the Ark Encounter!
A modern kitchen with a wooden island, white cabinets, and a stainless steel refrigerator.

8. Magical Fairytale Stay in Nulu Historic District

Magical Fairytale Stay in Nulu Historic District
East Market District
9.4 out of 10, Exceptional, (16 reviews)
"Beautifully decorated and functional space. Close to NULU and convenient to everything."
United States
Mark L.
The price is CA $140
CA $430 total
includes taxes & fees
Oct 4 - Oct 5
Magical Fairytale Stay in Nulu Historic District
A modern kitchen with granite countertops, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

9. Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (67 reviews)
"Great house and convenient to park. Lots of space to relax and was quiet."
United States
Theodore
The price is CA $154
CA $248 total
includes taxes & fees
Oct 12 - Oct 13
Peaceful 2-bedroom home near Mammoth Cave.
A dining area with a wooden table, chairs, a piano, and a kitchen in the background.

10. Pet Friendly Small House in the Heart of Paducah

Pet Friendly Small House in the Heart of Paducah
Paducah
9.6 out of 10, Exceptional, (105 reviews)
"Great little house. Great decor! Close to some really great restaurant's and a fabulous park.....We (dogs included) really enjoyed our stay."
United States
Jennifer F.
The price is CA $178
CA $314 total
includes taxes & fees
Sep 28 - Sep 29
Pet Friendly Small House in the Heart of Paducah
A modern living room with a sofa, coffee table, and dining area with chairs.

11. Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio

Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio
Stanton
10.0 out of 10, Exceptional, (27 reviews)
"It was perfect! Clean, cozy, private"
United States
sue w.
Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio
A swimming pool with lounge chairs, a hot tub, and a covered patio area.

12. 💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!
Lawrenceburg
10.0 out of 10, Exceptional, (11 reviews)
"Our stay at Bourbon trails exceeded every expectation we had. From the moment we arrived, we were absolutely blown away. The property is even more breathtaking in person than the photos suggest, and every detail has clearly been designed with comfort, entertainment, and creating unforgettable memories in mind.There truly is something for everyone. The private heated pool was fantastic, the lake with the kayaks and paddleboards was beautiful and peaceful, and the illuminated fountain at night...
United States
Frumie A.
💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!
A covered patio with a piano, a hot tub, and outdoor furniture.

13. The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home

The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home
Cub Run
9.8 out of 10, Exceptional, (72 reviews)
"The bunkhouse was incredibly clean and tidy, we all had an amazing stay and even ended up booking and extra night! The horses were fun to watch and next time we will definitely try and go out on a trail ride. Highly recommend, host was lovely and welcoming and we felt at home here so much so that it was really hard to leave!"
United States
Misty F.
The price is CA $216
CA $321 total
includes taxes & fees
Oct 6 - Oct 7
The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home
A sunroom with a stone wall, large windows, a chandelier, and a sectional sofa.

14. Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Cherokee Seneca
10.0 out of 10, Exceptional, (159 reviews)
"Gorgeous well appointed home. Perfect for large group. Highly recommend!!"
United States
Natalie L.
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
A house with stone and siding exterior, a front porch, and potted plants.

15. Charming Highlands Carriage House 2 beds/2bath NO POOL

Charming Highlands Carriage House 2 beds/2bath NO POOL
Belknap
10.0 out of 10, Exceptional, (121 reviews)
"Great location! The place was very clean and the owners were very friendly. "
United States
Kerry K.
Charming Highlands Carriage House 2 beds/2bath NO POOL
A living room with a fireplace, leather armchairs, a coffee table, and a painting on the wall.

16. New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
9.8 out of 10, Exceptional, (47 reviews)
"Great stay and great host"
United States
Chayil B.
The price is CA $126
CA $337 total
includes taxes & fees
Oct 25 - Oct 26
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
A modern living room with a sofa, coffee table, and a TV. A kitchen with appliances and a dining area is visible in the background.

17. The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands
Germantown
10.0 out of 10, Exceptional, (64 reviews)
"Amazing place to stay"
United States
Chris M.
The price is CA $139
CA $322 total
includes taxes & fees
Oct 4 - Oct 5
The Caldwell - Germantown Highlands
A lakeside outdoor seating area with wooden chairs and a fire pit, surrounded by trees and a view of the lake.

18. Bourbon Trail River House

Bourbon Trail River House
Frankfort
9.6 out of 10, Exceptional, (61 reviews)
"The property was very nice and very clean. Would definitely stay again!"
United States
Gracelynn C.
Bourbon Trail River House
A house with a blue exterior, white trim, and a number 828 on the front.

19. The Chestnut - Nulu

The Chestnut - Nulu
Phoenix Hill
9.6 out of 10, Exceptional, (55 reviews)
"Great little property in a perfect location. We really enjoyed our stay."
United States
Creta B.
The price is CA $126
CA $305 total
includes taxes & fees
Sep 30 - Oct 1
The Chestnut - Nulu
A covered deck with outdoor seating and a view of a lake.

20. Lakefront home near Mammoth Cave

Lakefront home near Mammoth Cave
Mammoth Cave
9.6 out of 10, Exceptional, (224 reviews)
"Beautiful location, fully stocked, and a lot of room for my family. I would love to stay there again!"
United States
carol h.
Lakefront home near Mammoth Cave
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 Kentucky Hotel Reviews

Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

10/10 Excellent
"We had a corner room with a great view from the big windows. The location was very safe and convenient to the sites we were seeing. The Louisville Slugger Factory tour, the Mohammad Ali museum and the whiskey distillery tours. A cute easy to navigate city. And we loved the Derby museum and Churchill Downs tour."
Carol 2-night trip
Posted 14 hours ago
Holiday Inn Express & Suites Louisville Downtown by IHG

Find out more about Kentucky

Kentucky Vacation Homes information

Number of reviews
1,489
Accommodation
3301 Vacation Homes
Lowest Price
CA $248
Highest Price
CA $430

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