Pleasureville Vacation Rentals

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In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in Pleasureville

Exterior
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
10.0 out of 10, Exceptional, (13)
"We had a remarkable time enjoying the entire property. Highly recommend! "
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Smart TV
Bourbon on Broadway
Bourbon on Broadway
2.0 star property
10.0 out of 10, Exceptional, (15)
" wanted to visit. Just a nice place to stay big enough for taking Really enjoyed it. "
$246 nightly
The price is $251
Nov 16 - Nov 17
Total with taxes and fees
Bourbon on Broadway
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
9.6 out of 10, Exceptional, (236)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Interior
Lakehouse Hot tub & pool near Ark Encounter
Lakehouse Hot tub & pool near Ark Encounter
10.0 out of 10, Exceptional, (150)
"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
Living area
The Bourbon Garage- walking distance to Buffalo Trace!
The Bourbon Garage- walking distance to Buffalo Trace!
10.0 out of 10, Exceptional, (4)
"Super convenient to buffalo trace. Comfortable space. Would recommend "
$186 nightly
The price is $219
Oct 22 - Oct 23
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
Outdoor spa tub
Peaceful getaway centrally located just min. from Madison and Belterra casino.
Peaceful getaway centrally located just min. from Madison and Belterra casino.
9.4 out of 10, Exceptional, (29)
"Very nice place!"
Peaceful getaway centrally located just min. from Madison and Belterra casino.
Exterior
2BD 2Bath, Ideally Located Cottage
2BD 2Bath, Ideally Located Cottage
9.8 out of 10, Exceptional, (42)
"Less than 10 minute drive to Buffalo Trace distillery! Backyard was great for our dog, and plenty of places to walk to for dinner and coffee!"
$298 nightly
The price is $351
Nov 16 - Nov 17
Total with taxes and fees
2BD 2Bath, Ideally Located Cottage
Exterior
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.
8.4 out of 10, Very Good, (37)
"Small but perfect for bourbon tour HQ"
$171 nightly
The price is $175
Nov 2 - Nov 3
Total with taxes and fees
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.
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
9.0 out of 10, Wonderful, (62)
"Excellent. Would absolutely stay here again."
$155 nightly
The price is $159
Nov 11 - Nov 12
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
9.8 out of 10, Exceptional, (147)
"Nice little home to stay in. Close to the places we wanted to visit. "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Fridge, microwave, oven, stovetop
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
$804 nightly
The price is $912
Oct 21 - Oct 22
Total with taxes and fees
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Fridge, microwave, oven, stovetop
Ann Street Retreat
Ann Street Retreat
9.6 out of 10, Exceptional, (8)
"Great house, recently updated and clean. Good location and able to walk to some restaurants."
$766 nightly
The price is $783
Oct 19 - Oct 20
Total with taxes and fees
Ann Street Retreat
Terrace/patio
Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail
Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail
2.0 star property
10.0 out of 10, Exceptional, (20)
"It was great… clean, cute, modern, comfortable and good location. "
$473 nightly
The price is $556
Oct 28 - Oct 29
Total with taxes and fees
Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail
Property grounds
Brand New Lakefront Cabin with hot tub close to Ark Encounter
Brand New Lakefront Cabin with hot tub close to Ark Encounter
9.8 out of 10, Exceptional, (42)
"Everything was absolutely beautiful.it was quiet, cozy and perfect for our honeymoon! The TV near the hot tub was amazing!"
Brand New Lakefront Cabin with hot tub close to Ark Encounter
Fridge, microwave, oven, stovetop
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
10.0 out of 10, Exceptional, (24)
"Great host, went out of his way to make our stay great. Would definitely stay again. "
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
Interior
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
9.8 out of 10, Exceptional, (30)
"This was the best place that we ever stayed . A lot of history in the place. Well worth the stave very close to Buffalo trace. The tasting room down stairs was a plus we tasted bourbon that could not find at other tasting room or bars. Thank for a great experience "
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Property grounds
Perfect Bourbon Trail Couple Getaway
Perfect Bourbon Trail Couple Getaway
10.0 out of 10, Exceptional, (26)
"Great property with a lot of warmth and charm."
Perfect Bourbon Trail Couple Getaway
Property grounds
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Interior
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
9.6 out of 10, Exceptional, (78)
"Very unique and eclectic space. Enjoyed our stay, Josh is a great host. "
$100 nightly
The price is $110
Oct 22 - Oct 23
Total with taxes and fees
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Terrace/patio
Stylish 4BR Getaway | Hot Tub • Fire Pit
Stylish 4BR Getaway | Hot Tub • Fire Pit
10.0 out of 10, Exceptional, (19)
"Great place to stay! The home was beautiful and it is so close to everything. Seamless experience and the hosts were informative. "
$393 nightly
The price is $432
Oct 19 - Oct 20
Total with taxes and fees
Stylish 4BR Getaway | Hot Tub • Fire Pit
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
"Located near the historical downtown of Frankfort. Beautiful spot. "
Terry-Ann 1-night trip
Posted 3 days ago
The Delegate

Find out more about Pleasureville

Everything you need to know about Pleasureville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasureville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasureville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasureville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasureville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasureville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasureville rentals

At Expedia, we put the best Pleasureville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasureville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasureville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasureville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Pleasureville?

Yes, we have vacation rentals close to the most popular sights in Pleasureville, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Pleasureville has to offer?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: This vacation home rental near Pleasureville is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Pleasureville?

Explore the area and family-friendly sights such as La Grange Railroad Museum & Learning Center, or get out into nature at a spot like Old Governor’s Mansion. In the larger area, you’ll find Guist Creek Lake State Park and Jeptha Creed Distillery.

What are vacation rentals like in Pleasureville?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Pleasureville. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.