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Holiday Homes in Pleasureville

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Our top choices for Pleasureville holiday homes

1. Kentucky Bourbon Trail: Hot Tub & Game Room

Kentucky Bourbon Trail: Hot Tub & Game Room
Bagdad
10.0 out of 10, Exceptional, (26 reviews)
"Such a beautiful, peaceful area and the cutest home! It was perfect for our large group and Iris was an incredible host. We definitely want to visit again!"
United States
Hannah G.
The price is €477
includes taxes & fees
11 Nov - 12 Nov
Kentucky Bourbon Trail: Hot Tub & Game Room

2. The Shelby House | Historic Charm, Modern Comfort

The Shelby House | Historic Charm, Modern Comfort
Shelbyville
The Shelby House | Historic Charm, Modern Comfort

3. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
Quiet Downtown Maple Cottage Gem

4. Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
United States
Daniel H.
The price is €239
includes taxes & fees
12 Nov - 13 Nov
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

5. Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (12 reviews)
"Excellent stay and a beautiful property. Perfect for our needs no complaints."
United States
Anthony T.
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

6. Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (51 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is €276
includes taxes & fees
11 Dec - 12 Dec
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

7. Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views

Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
Waddy
Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views

8. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"The host was super helpful and friendly! We had everything that was advertised. The House was cozy and fun for a group of friends. Wonderful stay!"
United States
Breanna N.
The price is €606
includes taxes & fees
11 Dec - 12 Dec
the bourbon barrel escape HotTub Game Room pets ok

9. Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful and spacious! The host has thought of absolutely everything. We had a wonderfully relaxing time and the beds are SUPER comfortable! It's a perfect blend of being "out in the country" and close enough to civilization that you don't feel isolated."
United States
Sabrina P.
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

10. University Stay | Sleeps 10 | Game Room + Firepit + Grill

University Stay | Sleeps 10 | Game Room + Firepit + Grill
Frankfort
The price is €236
includes taxes & fees
11 Nov - 12 Nov
University Stay | Sleeps 10 | Game Room + Firepit + Grill

11. *NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS

*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
9.8 out of 10, Exceptional, (11 reviews)
"My family & I had a great time at the house. My grandkids loved the pool. It was a very enjoyable stay."
United States
LORI T.
*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.8 out of 10, Excellent, (78 reviews)
"The house is clean and cute. Beds are very comfortable. Bathroom is tight and the wifi didn't work. The outside could use some work. Trees need to be trimmed, window screens were broken, etc. Conveniently located around everything and very much enjoyed our stay."
United States
Nick K.
The price is €135
includes taxes & fees
16 Nov - 17 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

13. Spacious Bourbon retreat near Downtown Louisville!

Spacious Bourbon retreat near Downtown Louisville!
Simpsonville
Spacious Bourbon retreat near Downtown Louisville!

14. This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Frankfort
8.4 out of 10, Very good, (13 reviews)
"We had the best time! Second time staying at this location - first time was on the first floor. A great location and very welcoming! We'll be back!"
United States
Melissa R.
The price is €164
includes taxes & fees
11 Nov - 12 Nov
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

15. Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Frankfort
9.8 out of 10, Exceptional, (29 reviews)
"This was perfect for our week in Frankfort"
United States
Dan G.
The price is €232
includes taxes & fees
15 Nov - 16 Nov
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

16. Miss Reba's Love is a charming house with a warm Kentucky feel.

Miss Reba's Love is a charming house with a warm Kentucky feel.
Frankfort
10.0 out of 10, Exceptional, (12 reviews)
"The place was perfect for the 6 of us!! Close to the distilleries as a bonus!"
United States
Erik S.
The price is €248
includes taxes & fees
22 Nov - 23 Nov
Miss Reba's Love is a charming house with a warm Kentucky feel.

17. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Shelbyville
10.0 out of 10, Exceptional, (25 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is €568
includes taxes & fees
15 Nov - 16 Nov
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

18. Bourbon trail - conveniently located 8 min to buffalo trace

Bourbon trail - conveniently located 8 min to buffalo trace
Frankfort
8.8 out of 10, Excellent, (5 reviews)
"Cozy home, very inviting place. The place was well maintained and clean. "
United States
Ethiel R.
The price is €333
includes taxes & fees
16 Nov - 17 Nov
Bourbon trail - conveniently located 8 min to buffalo trace

19. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (66 reviews)
"Great stay!"
United States
Beth S.
The price is €242
includes taxes & fees
15 Nov - 16 Nov
Bourbon Trail Lakehouse

20. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
9.8 out of 10, Exceptional, (56 reviews)
"Beautifully renovated and has everything you need. Would stay here again if we return to the area."
United States
Nancy C.
The price is €280
includes taxes & fees
15 Nov - 16 Nov
Bourbon and Horse Racing
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 Pleasureville Hotel Reviews

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Pleasureville Holiday Homes information

Number of reviews
418
Accommodation
208 Holiday Homes
Lowest Price
€135
Highest Price
€606