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Pleasureville Vacation Rentals

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Check prices for these dates

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

Our top choices for Pleasureville vacation rentals

Exterior

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

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade,Pickle 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.
$445 nightly
The price is $495
Aug 12 - Aug 13
Total with taxes and fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade,Pickle Barn, Sleeps 12+
Exterior

2. 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.
$702 nightly
The price is $781
Aug 12 - Aug 13
Total with taxes and fees
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Property grounds

3. 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.
$454 nightly
The price is $461
Aug 16 - Aug 17
Total with taxes and fees
Sip on bourbon in the hot tub! +hiking & game shed
A heated pool

4. *NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS

*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
10.0 out of 10, Exceptional, (4 reviews)
"My family & I had a great time at the house. My grandkids loved the pool. It was a very enjoyable stay."
United States
LORI T.
$884 nightly
The price is $974
Aug 24 - Aug 25
Total with taxes and fees
*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Interior

5. 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, (26 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.
$475 nightly
The price is $529
Aug 16 - Aug 17
Total with taxes and fees
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Coffee/tea maker, fridge, microwave, oven

6. 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.
$420 nightly
The price is $477
Aug 11 - Aug 12
Total with taxes and fees
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Outdoor spa tub

7. 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.
$515 nightly
The price is $571
Aug 12 - Aug 13
Total with taxes and fees
Game Room Hot Tub Speakeasy FirePit Bourbon Trail
Exterior

8. 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 traveler
$406 nightly
The price is $460
Aug 12 - Aug 13
Total with taxes and fees
Two Bourbon Barrel Cabins
Coffee/tea maker, fridge, microwave, oven

9. 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.
$401 nightly
The price is $446
Aug 11 - Aug 12
Total with taxes and fees
Beautiful restored Victorian farmhouse
Microwave, oven, stovetop

10. 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.
$300 nightly
The price is $353
Aug 11 - Aug 12
Total with taxes and fees
Miss Reba's Love is a charming house with a warm Kentucky feel.
Coffee/tea maker, fridge, microwave, oven

11. 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.
$315 nightly
The price is $350
Aug 17 - Aug 18
Total with taxes and fees
Quiet Downtown Maple Cottage Gem
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.
$251 nightly
The price is $279
Aug 11 - Aug 12
Total with taxes and fees
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Terrace/patio

13. 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.
$279 nightly
The price is $301
Aug 11 - Aug 12
Total with taxes and fees
Scenic Highgrounds Modern Cabin - Chicory
Property grounds

14. 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
9.8 out of 10, Exceptional, (21 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
$223 nightly
The price is $253
Aug 12 - Aug 13
Total with taxes and fees
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Smart TV, books

15. Capital City Condo #4

Capital City Condo #4
Frankfort
9.0 out of 10, Wonderful, (56 reviews)
"Great location, very friendly owner. Easy check in and check out. "
United States
Michael G.
$140 nightly
The price is $165
Aug 13 - Aug 14
Total with taxes and fees
Capital City Condo #4
Interior

16. H-DERBY, Keeneland, Bourbon or Family Gathering!

H-DERBY, Keeneland, Bourbon or Family Gathering!
Frankfort
9.8 out of 10, Exceptional, (80 reviews)
"Another great trip to the Bourbon Trail with the guys. Great house in a perfect location."
United States
Jason M.
$634 nightly
The price is $719
Aug 11 - Aug 12
Total with taxes and fees
H-DERBY, Keeneland, Bourbon or Family Gathering!
Exterior

17. 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
$759 nightly
The price is $786
Aug 13 - Aug 14
Total with taxes and fees
Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room
Terrace/patio

18. Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
$856 nightly
The price is $944
Aug 15 - Aug 16
Total with taxes and fees
Pendleton, KY Farm in Oldham Co
TV

19. 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.
$165 nightly
The price is $183
Aug 16 - Aug 17
Total with taxes and fees
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Bar (on property)

20. 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.
$160 nightly
The price is $178
Aug 11 - Aug 12
Total with taxes and fees
Unique Downtown Studio with an Industrial Vibe
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

Bluegrass Inn

Bluegrass Inn

10/10 Excellent
"was just a one night stay worked out great to rest up for a long day of whiskey shopping"
Mark 1-night trip
Posted less than an hour ago
Bluegrass Inn

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 $174 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.

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?

Bourbon Trail River House: This vacation home rental near Pleasureville is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 larger area, you’ll find Gallrein Farms and Guist Creek Lake State Park.

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.