Default HTG hotel image

Pleasureville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Pleasureville holiday rentals

Outdoor dining

1. Family & Pet Friendly, Fire Pit, Two Hot Tubs, Country Views, Theatre Room

Family & Pet Friendly, Fire Pit, Two Hot Tubs, Country Views, Theatre Room
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Thank you for a great visit! The house was in perfect condition and very clean. The hose thought of everything!"
United States
Kathy C.
The price is HK$3,133
HK$8,474 total
includes taxes & fees
16 Aug - 17 Aug
Family & Pet Friendly, Fire Pit, Two Hot Tubs, Country Views, Theatre Room
Exterior

2. 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
9.8 out of 10, Exceptional, (8 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The price is HK$3,249
HK$4,131 total
includes taxes & fees
17 Aug - 18 Aug
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Exterior

3. Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (17 reviews)
"Great location and very clean. Plenty of room to spread out and relax. Carrie is a Professional and thoughtful host!!"
United States
David S.
The price is HK$3,051
HK$6,129 total
includes taxes & fees
14 Aug - 15 Aug
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Property grounds

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

Sip on bourbon in the hot tub! +hiking & game shed
Frankfort
9.6 out of 10, Exceptional, (5 reviews)
"Family friendly"
United States
Michael I.
The price is HK$1,779
HK$3,620 total
includes taxes & fees
23 Aug - 24 Aug
Sip on bourbon in the hot tub! +hiking & game shed
Exterior

5. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (25 reviews)
"Easy arrival and departure. Great cabins in beautiful location. We enjoyed our stay and plan to stay here again in the future! "
United States
Anonymous traveller
The price is HK$2,197
HK$3,586 total
includes taxes & fees
10 Sept - 11 Sept
Two Bourbon Barrel Cabins
Interior

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

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (27 reviews)
"Great location for the derby only 30 min easy drive to Church hills downs. Place was very clean and easy checkin"
United States
kerrie D.
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Coffee/tea maker, fridge, microwave, oven

7. 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, (26 reviews)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is HK$1,314
HK$3,741 total
includes taxes & fees
16 Aug - 17 Aug
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Property grounds

8. Bourbon Barrel Cabin A. There are 2 Cabins A & B.

Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Frankfort
10.0 out of 10, Exceptional, (7 reviews)
"This cabin was very nice and convenient to visit the Kentucky bourbon trail."
United States
Heidi W.
The price is HK$1,098
HK$1,984 total
includes taxes & fees
10 Sept - 11 Sept
Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Terrace/patio

9. Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.8 out of 10, Exceptional, (8 reviews)
"Great place for a quiet getaway."
United States
john w.
The price is HK$1,139
HK$2,361 total
includes taxes & fees
13 Aug - 14 Aug
Scenic Highgrounds Modern Cabin - Chicory
Outdoor spa tub

10. Game Room Hot Tub Speakeasy FirePit Bourbon Trail

Game Room Hot Tub Speakeasy FirePit Bourbon Trail
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is HK$3,559
HK$4,519 total
includes taxes & fees
13 Aug - 14 Aug
Game Room Hot Tub Speakeasy FirePit Bourbon Trail
Coffee/tea maker, fridge, microwave, oven

11. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is HK$1,730
HK$3,498 total
includes taxes & fees
13 Aug - 14 Aug
Beautiful restored Victorian farmhouse
Private kitchen

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

13. 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, (106 reviews)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
The price is HK$549
HK$1,292 total
includes taxes & fees
10 Sept - 11 Sept
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Microwave, oven, stovetop

14. 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, (10 reviews)
"Very clean and communication with host was excellent. Would recommend to anyone. "
United States
Chuck F.
The price is HK$1,398
HK$2,772 total
includes taxes & fees
13 Aug - 14 Aug
Miss Reba's Love is a charming house with a warm Kentucky feel.
Coffee/tea maker, fridge, microwave, oven

15. 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.
The price is HK$989
HK$2,736 total
includes taxes & fees
25 Aug - 26 Aug
Quiet Downtown Maple Cottage Gem
TV

16. 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, (20 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 HK$745
HK$1,438 total
includes taxes & fees
16 Aug - 17 Aug
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Bar (on property)

17. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is HK$706
HK$1,394 total
includes taxes & fees
16 Aug - 17 Aug
Unique Downtown Studio with an Industrial Vibe
Exterior

18. Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room

Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room
Shelbyville
The price is HK$2,072
HK$6,164 total
includes taxes & fees
13 Aug - 14 Aug
Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room
Property grounds

19. The Stagg House on the Ky River

The Stagg House on the Ky River
Frankfort
10.0 out of 10, Exceptional, (24 reviews)
"Amazing stay, relaxing and cozy"
United States
Liz W.
The price is HK$1,766
HK$3,560 total
includes taxes & fees
16 Aug - 17 Aug
The Stagg House on the Ky River
Living area

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (27 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is HK$749
HK$1,896 total
includes taxes & fees
16 Aug - 17 Aug
The Bourbon Garage- walking distance to Buffalo Trace!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pleasureville Hotel Reviews

Baymont by Wyndham La Grange KY Southeast

Baymont by Wyndham La Grange KY Southeast

10/10 Excellent
"Nice"
Abubakar 1-night trip
Posted less than an hour ago
Baymont by Wyndham La Grange KY Southeast

Find out more about Pleasureville

Search for holiday rentals in Pleasureville on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasureville using one of the methods below:

  • View our selection of featured holiday rentals in Pleasureville
  • Use the map to find apartments and other holiday homes in the Pleasureville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pleasureville while they last

Look no further and take a look at our great range of rental properties in Pleasureville!

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?

Bourbon Trail River House: This holiday home rental outside of Pleasureville is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.