Pleasureville Holiday Rentals

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Holiday Rentals in Pleasureville

Holiday Home in Frankfort

9.8 out of 10, Exceptional, (156)
"Loved the location and the host was phenomenal!"
United States
Lauren D.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Holiday Home in Corinth

10.0 out of 10, Exceptional, (152)
"Host is wonderful to work with. We and our children enjoyed the long weekend and are already looking to book next year. Between the lake view, pool and hot tub we had a very relaxing weekend full of water and games. "
United States
Elizabeth S.
Lakehouse Hot tub & pool near Ark Encounter

Cabin in Bagdad

9.6 out of 10, Exceptional, (239)
"Great place to stay, quiet, beautiful scenery and plenty of games and things to do. "
United States
Leah G.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (21)
"Nice property, well kept, easy check in/out."
United States
Kathleen V.
The price is NZ$523
includes taxes & fees
18 Dec - 19 Dec
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (15)
"Great place for a family vacation. Owners were very responsive. "
United States
Angela N.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Apartment in Frankfort

10.0 out of 10, Exceptional, (8)
"Super convenient to buffalo trace. Comfortable space. Would recommend "
United States
Brandy
The price is NZ$430
includes taxes & fees
7 Dec - 8 Dec
The Bourbon Garage- walking distance to Buffalo Trace!

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (31)
"This place was amazing! Best place we’ve stayed at on our annual bourbon trip!"
United States
Ted T.
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

Holiday Home in Frankfort

9.0 out of 10, Wonderful, (68)
"Great stay! "
United States
Armando G.
The price is NZ$274
includes taxes & fees
11 Dec - 12 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Cabin in Corinth

9.8 out of 10, Exceptional, (45)
"It was amazing coming back again soon "
United States
Linda M.
Brand New Lakefront Cabin with hot tub close to Ark Encounter

Holiday Home in Frankfort

9.6 out of 10, Exceptional, (14)
"This was perfect for our week in Frankfort"
United States
Dan G.
The price is NZ$463
includes taxes & fees
7 Dec - 8 Dec
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

Holiday Home in Lawrenceburg

10.0 out of 10, Exceptional, (72)
"This was an incredible property to stay at, probably the best I've stayed at. Very smooth and easy check-in and check-out and responsive hosts."
United States
Kyle R.
Luxury 6BR w Spa+Sauna+Theater+GameRoom+FirePit

Cabin in Owenton

9.4 out of 10, Exceptional, (12)
"Great place. Our 2nd time staying. We will return soon."
United States
Misty N Tj
Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail

Holiday Home in Frankfort

2.0 star property
10.0 out of 10, Exceptional, (9)
"Wonderful place very accommodating, clean, beautifully decorated and would definitely return Thanks for great communication with the friendly hosts!!"
United States
Debbie S.
The price is NZ$716
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 3-bedroom house downtown Frankfort/ king beds

Holiday Home in Shelbyville

9.4 out of 10, Exceptional, (40)
"Good accommodations. Has everything needed for a comfortable stay. Good central location for Louisville and Lexington excursions."
United States
Tom F.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (12)
"Very nice stay, location was fantastic for fireworks and very close to Buffalo Trace and the downtown bars and restaurants, highly recommended!"
United States
Josh P.
Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!

Cabin in Louisville

10.0 out of 10, Exceptional, (147)
"Great place to stay and an even better host. Tim was great from start to finish. Making us feel like we were at home the whole time. Highly recommend this place. It is definitely in our rotation of places to stay moving forward. "
United States
Derek H.
1847 Log Home with modern comfort. Near Louisville & Bourbon Trail

Holiday Home in Lawrenceburg

10.0 out of 10, Exceptional, (22)
"Convenient location for the purpose of our stay."
United States
Scott S.
The price is NZ$703
includes taxes & fees
8 Dec - 9 Dec
Bourbon Trail Getaway | Hot Tub • Fire Pit

Holiday Home in Frankfort

8.2 out of 10, Very good, (40)
"Small but perfect for bourbon tour HQ"
United States
Corey I.
The price is NZ$305
includes taxes & fees
8 Dec - 9 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Holiday Home in Williamstown

9.6 out of 10, Exceptional, (34)
"This house has a lot of living area. This allowed for different smaller groups to congregate in various rooms without a lot of noise. We really enjoyed our time here. "
United States
Deb H.
The price is NZ$1,589
includes taxes & fees
7 Dec - 8 Dec
Country Lodge for 18, With Pool and Pond, Near Ark

Cabin in Shelbyville

10.0 out of 10, Exceptional, (3)
"Great place to stay. Highly recommend"
United States
Jackson D.
The price is NZ$2,287
includes taxes & fees
7 Dec - 8 Dec
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
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

Find out more about Pleasureville

Everything you need to know about Pleasureville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasureville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasureville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasureville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasureville holiday rentals we have selected for you start as low as NZ$274 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasureville rentals

At Expedia, we put the best Pleasureville holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Pleasureville?

Yes, there are holiday rentals close to the most popular sights in Pleasureville, or you can select a more secluded option if you're looking for a relaxing stay.

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

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail: This holiday home rental outside of Pleasureville is located on a river, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Ohio River Valley. In the wider area, you’ll find Gallrein Farms and Jeptha Creed Distillery.

What are holiday rentals like in Pleasureville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasureville. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip.