A brick clock tower with two clocks, surrounded by dense foliage.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Simpsonville cabin rentals

A stone building with a window and a door, surrounded by greenery and flowers.

1. Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful cabin with beautiful views!"
United States
Frida G.
The price is CA $249
CA $377 total
includes taxes & fees
Nov 8 - Nov 9
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
A log cabin with a covered porch, large windows, and a well-maintained front yard.

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

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, 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 CA $629
CA $761 total
includes taxes & fees
Nov 9 - Nov 10
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
A rustic cabin with a stone chimney, wooden porch, and a garden with flowers and a wooden fence.

3. Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance
Louisville
9.8 out of 10, Exceptional, (159 reviews)
"Unique cabin in the woods. Tammy and Jan were attentive hosts. Breakfast in the morning was delicious. Would definitely stay here again"
United States
Suzanne H.
The price is CA $372
CA $553 total
includes taxes & fees
Nov 8 - Nov 9
Captain's Cabin Bed & Breakfast: Bourbon Trail. History & Romance
A rustic log cabin with a stone foundation, a porch with railings, and a gravel driveway.

4. 5 Acre Estate w/ Pond, Hot Tub, Fire Pit & Theater

5 Acre Estate w/ Pond, Hot Tub, Fire Pit & Theater
Louisville
The price is CA $645
CA $1,427 total
includes taxes & fees
Nov 18 - Nov 19
5 Acre Estate w/ Pond, Hot Tub, Fire Pit & Theater
A rustic log cabin with a porch, surrounded by a gravel driveway and grassy areas, set against a backdrop of trees and a sunset sky.

5. Hot Tub, Pond, Theater & Fire Pit on 5-acres

Hot Tub, Pond, Theater & Fire Pit on 5-acres
Louisville
The price is CA $498
CA $1,249 total
includes taxes & fees
Dec 2 - Dec 3
Hot Tub, Pond, Theater & Fire Pit on 5-acres
A wooden porch with chairs, surrounded by lush greenery.

6. On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace

On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Waddy
9.0 out of 10, Wonderful, (7 reviews)
"Some friends and I were in town for a bourbon tour and a Keeneland visit. The property is gorgeous, and centrally located between Lexington and Louisville, The house is immaculate and perfect for a trip like this. The host is excellent, and every detail of the property was thought of. Our stay was over and above anything we imagined. Thank You!! "
United States
Timothy S.
The price is CA $332
CA $1,053 total
includes taxes & fees
Nov 9 - Nov 10
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
A modern house with a stone chimney, large windows, and a well-maintained lawn.

7. 62-Acre Kentucky Retreat! 3 Ensuite Bedrooms, Hot Tub, Pool Table & Firepit

62-Acre Kentucky Retreat! 3 Ensuite Bedrooms, Hot Tub, Pool Table & Firepit
Mount Washington
The price is CA $366
CA $781 total
includes taxes & fees
Dec 7 - Dec 8
62-Acre Kentucky Retreat! 3 Ensuite Bedrooms, Hot Tub, Pool Table & Firepit
A log cabin with a stone chimney, multiple windows, and a porch with outdoor seating.

8. Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9 reviews)
"Great property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveller
The price is CA $1,030
CA $1,911 total
includes taxes & fees
Nov 9 - Nov 10
Luxury lodge in the heart of the Bluegrass
A log cabin with a covered porch and a garage, surrounded by a well-maintained lawn and dense trees.

9. Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
Shelbyville
10.0 out of 10, Exceptional, (13 reviews)
"Nice stay"
United States
Jackie S.
The price is CA $1,351
CA $2,268 total
includes taxes & fees
Dec 7 - Dec 8
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
A wooden cabin with a sloped roof, large windows, and a porch with outdoor seating.

10. 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 CA $334
CA $596 total
includes taxes & fees
Nov 8 - Nov 9
Sip on bourbon in the hot tub! +hiking & game shed
A wooden cabin with a porch, an American flag, and a sign that reads "Active Heroes The Justin Fitch Cabin".

11. Justin Fitch Cabin - Active Heroes

Justin Fitch Cabin - Active Heroes
Bullitt County
10.0 out of 10, Exceptional, (2 reviews)
"graet place, the only thing that would have put it over the top would have been a hot tub :) lots of hiking at Berstein forest was amazing too."
United States
Kathleen M.
The price is CA $307
CA $337 total
includes taxes & fees
Nov 9 - Nov 10
Justin Fitch Cabin - Active Heroes
A log cabin with a porch, American flag, and a stone chimney.

12. Family Holiday Cabin in Kentucky w/ Hot Tub!

Family Holiday Cabin in Kentucky w/ Hot Tub!
Bloomfield
10.0 out of 10, Exceptional, (18 reviews)
"This was a perfect place for us as we went bourbon tasting around Bardstown and Frankfort. Two adult couples fit comfortably, and the amenities with the hot tub etc... was great"
United States
Matt F.
The price is CA $268
CA $821 total
includes taxes & fees
Nov 8 - Nov 9
Family Holiday Cabin in Kentucky w/ Hot Tub!
A wooden cabin with a porch, an American flag, and a sign reading "Active Heroes The Charlie Long Cabin".

13. Charlie Long Cabin - Active Heroes

Charlie Long Cabin - Active Heroes
Bullitt County
10.0 out of 10, Exceptional, (6 reviews)
"Place was perfect for our stay. Great location. Clean and well equipped cabin. Very comfortable! We had an issue with our travel schedule and host was great to work with. Very responsive. Would absolutely stay here again!"
United States
Robert
The price is CA $349
CA $384 total
includes taxes & fees
Nov 9 - Nov 10
Charlie Long Cabin - Active Heroes
The drive to the cabin is actually this picturesque.

14. 6 Private Acres! HotTub~Theater | Gamerm | Arcade

6 Private Acres! HotTub~Theater | Gamerm | Arcade
Frankfort
10.0 out of 10, Exceptional, (3 reviews)
"The host and property were excellent! Well equipped, great location, lots for everyone of all ages to relax. Quick drive over to Keeneland and other horse and bourbon country fun as well."
United States
John H.
The price is CA $871
CA $1,066 total
includes taxes & fees
Nov 10 - Nov 11
6 Private Acres! HotTub~Theater | Gamerm | Arcade
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 Simpsonville Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

10/10 Excellent
"I would make a suggestion that you have a mini fridge for leftover food from eating downstairs or complimentary waters maybe in room. Besides that the room and hotel is lovely!"
Dawn M 1-night trip
Posted 12 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Find out more about Simpsonville

Simpsonville Cabin Rentals information

Number of reviews
250
Accommodation
38 Cabin Rentals
Lowest Price
CA $337
Highest Price
CA $2,268

Frequently asked questions

What are the best cabins near Simpsonville?
Spend time in the great outdoors without giving up home comforts at one of our 114 cabins in and around Simpsonville. Whether you have relaxation or adventure on your to-do list, A Cozy Cottage Near The Heart Of All Louisville Attractions offers both. Alternatively, spend your vacation at Sonshine Cabin A Great Place To Enjoy The Holidays With Family Or Friends and nestle yourself among postcard-worthy surroundings.
Are there cheap cabins in Simpsonville?
Whether you'd like to stay a hop and a skip from the water or up a mountain, we have an impressive selection of cheap cabins in Simpsonville to suit your budget and taste. Priced from CA $337 to CA $2,268 per night, your perfect cabin is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Simpsonville?
If you need a fix of fresh air and stunning views, spend some time out in a Simpsonville mountain cabin. Get your head in the clouds at 1800's Restored Log Cabin On 26 Private Rolling Wooded Acres With Sunset Views. This visitor favourite has all the ingredients for an unforgettable escape, including cycling and a porch. Alternatively, experience mountain living at Relaxation, Peace And Tranquility Await You At High Ridge Cabins. It features nearby hunting activities, a microwave oven and more.
What are the best river cabins near Simpsonville?
Spend your waking hours enjoying the water and your evenings listening to it surging past at a river cabin near Simpsonville. Our top suggestion — Unique Stay In A 1907 Log Cabin On The Kentucky River. This riverside escape offers outdoor furniture and pet-friendly facilities. Alternatively, make a reservation at Relaxation, Peace And Tranquility Await You At High Ridge Cabins. In addition to its gorgeous location, highlights here include a firepit and a toaster.
What are the best cabins with pools near Simpsonville?
Staying in a cabin rental with a pool adds a level of excitement to your vacation. If you're seeking one near Simpsonville, Enchanted Forest Luxury Cabin has conveniences like a swimming pool and a firepit to make your poolside escape even better. A Cozy Cottage Near The Heart Of All Louisville Attractions is another standout and features a swimming pool and a firepit.
What are some great Simpsonville cabins?
When you want to spend time away in nature but don't feel like wrestling with tent poles and tarpaulins, a cabin is the ideal solution. Book a stay at Historically Registered 1847 Cabin. This visitor favourite comes with a firepit, a fireplace and more. You can also experience comfort and outdoor adventure rolled into one at A Cozy Cottage Near The Heart Of All Louisville Attractions. A jetted bathtub and a swimming pool are among its amenities.
What are the best weekend cabin rentals in Simpsonville?
Whether you're planning a quick escape with your beloved or your besties, we'll help you find the ideal weekend cabin getaway. One of our favourites? Enchanted Forest Luxury Cabin. Featuring a swimming pool and a firepit, you'll adore the natural surroundings here. Rustic Container Cabin On Beautiful Farm is another popular place where you can hit pause. Book a few nights at this escape which offers on-site watersports and a patio.
What are the best cabin prices in Simpsonville?
If you'd prefer to save a few bucks on your stay, Expedia has some awesome offers on Simpsonville cabins that won't put a hole in your wallet. How does CA $337 a night sound to you?
Can I find log cabins in Simpsonville?
If you're longing for a more laid-back pace, you'll discover it at one of our log cabins in Simpsonville. For instance, 1800's Restored Log Cabin On 26 Private Rolling Wooded Acres With Sunset Views. Spend your days here horse riding and fishing and then return home to its creature comforts. Time also seems to slow down at Three Pines Historic Log Cabin - About 20 Minutes From Ark Encounter. When you're ready to explore beyond your front step, hiking and quad biking opportunities are close by.
What are the highest-rated cabins in Simpsonville?
Expedia travellers just keep coming back to A Cozy Cottage Near The Heart Of All Louisville Attractions. This hot spot comes with plenty of handy amenities like a swimming pool and a firepit. It's not difficult to figure out why Captain's Cabin Bed And Breakfast: Historic And Romantic is also popular with travellers. Conveniences like on-site watersports and a patio will help make your vacation the best one yet.
Why should I book a cabin in Simpsonville?
Affordability, natural surroundings, rustic charm — there are countless reasons to book a Simpsonville cabin. Leave behind the clamour of the concrete jungle and hear the sounds of birds and nature instead. There's adventure galore on your doorstep too. Whether you're travelling with family, friends or your honey, you'll discover the perfect rental cabin on Expedia.
What are the top nature cabins in Simpsonville?
Stay a few nights at Unique Stay In A 1907 Log Cabin On The Kentucky River and you'll be in the heart of Mother Nature. Amenities like a fireplace and a kitchen help make this river cabin in Simpsonville a top option. Relaxation, Peace And Tranquility Await You At High Ridge Cabins is another place where you can get away from the city and spend lazy days by the water. Conveniences here include a firepit and a kitchen.
What are some of the best cabins near Churchill Downs in Simpsonville?
Captain's Cabin Bed And Breakfast: Historic And Romantic is a top pick in Churchill Downs. Ample comforts, a picturesque backdrop and activities such as hiking and nearby motor boating make it the ideal escape. Historically Registered 1847 Cabin is another retreat where adventure and nature combine. Spend your break here and add nearby golfing and cycling to your itinerary.

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