Pleasureville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Pleasureville Vacation Homes

Our top choices for Pleasureville vacation homes

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

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

8.8 out of 10, Excellent, (56)
"The property was nice and felt cozy the entire stay"
The price is CA $83
CA $220 total
includes taxes & fees
Aug 24 - Aug 25
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Carriage on Petticoat
Terrace/patio

Carriage on Petticoat

2.0 star property
10.0 out of 10, Exceptional, (22)
"Nice place, good host and great location. I would stay here again."
The price is CA $208
CA $476 total
includes taxes & fees
Sep 2 - Sep 3
Carriage on Petticoat
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
TV

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

8.6 out of 10, Excellent, (33)
"We’ve enjoyed our stay. Great people to work with. "
The price is CA $104
CA $241 total
includes taxes & fees
Aug 25 - Aug 26
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Peaceful Retreat on the Bourbon Trail
Interior

Peaceful Retreat on the Bourbon Trail

9.6 out of 10, Exceptional, (5)
The price is CA $200
CA $378 total
includes taxes & fees
Aug 23 - Aug 24
Peaceful Retreat on the Bourbon Trail
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Property grounds

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Interior

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

9.8 out of 10, Exceptional, (8)
"Great location, clean and nicely furnished home, close to everything."
The price is CA $154
CA $386 total
includes taxes & fees
Aug 24 - Aug 25
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
3 bedrooms, travel crib, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (29)
"This location was great. House worked for us for the week we were in KY for the bourbon trail. Any issue we had while we were there the property owner corrected. "
The price is CA $136
CA $298 total
includes taxes & fees
Aug 26 - Aug 27
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Bourbon and Horse Racing
Dining

Bourbon and Horse Racing

10.0 out of 10, Exceptional, (23)
"Location was ideal for our weekend of visiting the local bourbon distilleries "
The price is CA $243
CA $489 total
includes taxes & fees
Aug 23 - Aug 24
Bourbon and Horse Racing
HOT TUB ~Bourbon Duplex ~ 5mins to Buffalo Trace / Walking distance to downtown
Property grounds

HOT TUB ~Bourbon Duplex ~ 5mins to Buffalo Trace / Walking distance to downtown

10.0 out of 10, Exceptional, (2)
"Good property. Well appointed with plenty of room and beds. Enjoyed the outside area."
The price is CA $357
CA $1,048 total
includes taxes & fees
Aug 24 - Aug 25
HOT TUB ~Bourbon Duplex ~ 5mins to Buffalo Trace / Walking distance to downtown
Charming 3-bedroom house downtown Frankfort/ king beds
3 bedrooms, desk, iron/ironing board, travel crib

Charming 3-bedroom house downtown Frankfort/ king beds

2.0 star property
10.0 out of 10, Exceptional, (6)
"Loved this house and its location. We were in town for a funeral, but would definitely stay here again! Beautiful house with so much character!"
The price is CA $210
CA $544 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom house downtown Frankfort/ king beds
Lakehouse Hot tub & pool near Ark Encounter
Interior

Lakehouse Hot tub & pool near Ark Encounter

10.0 out of 10, Exceptional, (147)
"We had the absolute best time at the lake house, was so close to so many things and the view here is amazing. Can't wait to come back "
Lakehouse Hot tub & pool near Ark Encounter
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Property grounds

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Terrace/patio

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

9.8 out of 10, Exceptional, (142)
"The property was exactly as described—clean, comfortable, and in a nice location. The host was responsive and made everything easy. Would definitely stay here again!"
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views
Fridge, microwave, oven, stovetop

Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

9.6 out of 10, Exceptional, (5)
"Very nice place to stay in bourbon country! "
The price is CA $129
CA $518 total
includes taxes & fees
Aug 25 - Aug 26
Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views
Encounter the Bluegrass & relax comfortably
Interior

Encounter the Bluegrass & relax comfortably

9.8 out of 10, Exceptional, (17)
"A beautiful home in a beautiful neighborhood with very friendly neighbors. Location to downtown Frankfort and surroundings is perfect. We weee very comfortable in this home and enjoyed our time there "
Encounter the Bluegrass & relax comfortably
Bourbon Trail, Buffalo Trace, Downtown Frankfort
Exterior

Bourbon Trail, Buffalo Trace, Downtown Frankfort

10.0 out of 10, Exceptional, (42)
"The location and size of house was great! Our host answered all our questions and it was a seamless visit!"
The price is CA $266
CA $650 total
includes taxes & fees
Aug 24 - Aug 25
Bourbon Trail, Buffalo Trace, Downtown Frankfort
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Fridge, microwave, oven, stovetop

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (13)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is CA $243
CA $615 total
includes taxes & fees
Aug 25 - Aug 26
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Enriched with history & tradition is where you will find Capitol Walk
Fridge, microwave, oven, stovetop

Enriched with history & tradition is where you will find Capitol Walk

2.0 star property
9.4 out of 10, Exceptional, (15)
"Great place!"
The price is CA $153
CA $302 total
includes taxes & fees
Aug 26 - Aug 27
Enriched with history & tradition is where you will find Capitol Walk
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
Microwave, oven, dishwasher, coffee/tea maker

Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

10.0 out of 10, Exceptional, (28)
"Great experience with (3) couples in town for a wedding. Would recommend and would stay again."
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
2BD 2Bath, Ideally Located Cottage
Exterior

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (34)
"Everything was perfect!"
The price is CA $146
CA $458 total
includes taxes & fees
Aug 26 - Aug 27
2BD 2Bath, Ideally Located Cottage
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

The Delegate

The Delegate

10/10 Excellent
"Beautiful brand new hotel and restaurant!"
Jon 1-night trip
Posted 2 days ago
The Delegate