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Pleasureville Holiday Rentals

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Our top choices for Pleasureville holiday rentals

1. The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
10.0 out of 10, Exceptional, (11 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The price is AU$811
includes taxes & fees
3 Nov - 4 Nov
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

2. 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 AU$941
includes taxes & fees
1 Nov - 2 Nov
Kentucky Bourbon Trail: Hot Tub & Game Room

3. Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (26 reviews)
"The place was gorgeous, beautifully set up and easy to get to. We were disappointed that we were unable to enjoy the outdoors due to the level of humidity. We recommend this place and we hope to stay here again for our future visits."
United States
Terry-Ann
The price is AU$359
includes taxes & fees
1 Nov - 2 Nov
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

4. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (16 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is AU$617
includes taxes & fees
12 Nov - 13 Nov
Beautiful restored Victorian farmhouse

5. 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, (29 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.
The price is AU$672
includes taxes & fees
1 Nov - 2 Nov
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

6. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
9.8 out of 10, Exceptional, (29 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
Two Bourbon Barrel Cabins

7. Sip on bourbon in the hot tub! +hiking & game shed

Sip on bourbon in the hot tub! +hiking & game shed
Frankfort
9.4 out of 10, Exceptional, (6 reviews)
"Family friendly"
United States
Michael I.
The price is AU$623
includes taxes & fees
8 Nov - 9 Nov
Sip on bourbon in the hot tub! +hiking & game shed

8. 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 AU$869
includes taxes & fees
8 Nov - 9 Nov
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

9. Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AU$263
includes taxes & fees
1 Nov - 2 Nov
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

10. 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, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is AU$397
includes taxes & fees
2 Nov - 3 Nov
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

11. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
The price is AU$255
includes taxes & fees
2 Nov - 3 Nov
Unique Downtown Studio with an Industrial Vibe

12. 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 AU$391
includes taxes & fees
4 Nov - 5 Nov
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

13. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (38 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is AU$377
includes taxes & fees
2 Nov - 3 Nov
The Bourbon Garage- walking distance to Buffalo Trace!

14. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (10 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
The price is AU$833
includes taxes & fees
30 Oct - 31 Oct
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

15. 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.
The price is AU$626
includes taxes & fees
8 Nov - 9 Nov
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

16. Off to the Races Retreat - Hidden Clues Inside

Off to the Races Retreat - Hidden Clues Inside
Frankfort
10.0 out of 10, Exceptional, (14 reviews)
"Great property and location!"
United States
Kenzi J.
The price is AU$334
includes taxes & fees
1 Nov - 2 Nov
Off to the Races Retreat - Hidden Clues Inside

17. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is AU$237
includes taxes & fees
1 Nov - 2 Nov
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

18. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is AU$237
includes taxes & fees
1 Nov - 2 Nov
Capital City Condo #8

19. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is AU$237
includes taxes & fees
1 Nov - 2 Nov
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

20. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is AU$237
includes taxes & fees
1 Nov - 2 Nov
Capital City Condo #10
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 favourite 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 depend 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 AU$154 per night. Entering your travel dates in the search wizard might find you 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?

Charming 2-bedroom house on our farm with beautiful sunsets: This holiday home rental outside of Pleasureville is located in a rural location, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Bulleit Distilling Co. 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.