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Pleasureville Vacation Rentals

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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 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.
The price is AED 1,708
AED 2,175 total
includes taxes & fees
24 Aug - 25 Aug
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.
The price is AED 1,428
AED 2,869 total
includes taxes & fees
23 Aug - 24 Aug
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.
The price is AED 833
AED 1,670 total
includes taxes & fees
16 Aug - 17 Aug
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.
*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.
The price is AED 936
AED 2,011 total
includes taxes & fees
23 Aug - 24 Aug
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.
The price is AED 615
AED 1,714 total
includes taxes & fees
11 Aug - 12 Aug
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.
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
The price is AED 1,028
AED 1,671 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 810
AED 1,637 total
includes taxes & fees
18 Aug - 19 Aug
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.
The price is AED 655
AED 1,284 total
includes taxes & fees
22 Aug - 23 Aug
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.
The price is AED 463
AED 1,289 total
includes taxes & fees
17 Aug - 18 Aug
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.
The price is AED 437
AED 1,010 total
includes taxes & fees
11 Aug - 12 Aug
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.
The price is AED 533
AED 1,093 total
includes taxes & fees
11 Aug - 12 Aug
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.
The price is AED 514
AED 929 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 257
AED 605 total
includes taxes & fees
22 Aug - 23 Aug
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, (79 reviews)
"Another great trip to the Bourbon Trail with the guys. Great house in a perfect location."
United States
Jason M.
The price is AED 1,653
AED 2,858 total
includes taxes & fees
7 Sep - 8 Sep
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
The price is AED 1,018
AED 2,943 total
includes taxes & fees
23 Aug - 24 Aug
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.
The price is AED 1,650
AED 3,422 total
includes taxes & fees
15 Aug - 16 Aug
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.
The price is AED 349
AED 673 total
includes taxes & fees
18 Aug - 19 Aug
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.
The price is AED 331
AED 653 total
includes taxes & fees
11 Aug - 12 Aug
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

Best Western Parkside Inn

Best Western Parkside Inn

10/10 Excellent
"Nice pool"
jeff 2-night trip
Posted 13 hours ago
Best Western Parkside Inn

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.