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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 59 Cottages in Simpsonville with updated reviews, rates, and availability.

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Exterior detail

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41

10.0 out of 10, Exceptional, (3)
"The house fit our needs perfectly! Plenty of accessories for cooking and relaxing. The hot tub was perfect at the end of the day. Close to all the distilleries and the Lake!"
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Interior

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (23)
"The location is perfect for horse races and distillery tours. With it being located in between Lexington and Louisville, it was perfect for day trips to places of interest. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Spacious Prospect Cottage w/ Deck & Scenic Views
Interior

Spacious Prospect Cottage w/ Deck & Scenic Views

9.2 out of 10, Wonderful, (17)
"Place just worked for us"
Spacious Prospect Cottage w/ Deck & Scenic Views
Boating, bourbon and high speed internet, oh my!
Smart TV, fireplace, DVD player

Boating, bourbon and high speed internet, oh my!

10.0 out of 10, Exceptional, (15)
"Overall, the stay was absolutely perfect! The hosts were very prompt in responses, and were extremely accommodating. The house was in a great location, very clean, and well stocked. I would absolutely use this location again."
Boating, bourbon and high speed internet, oh my!
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Outdoor dining

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

3.0 star property
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Beautiful restored Victorian farmhouse
Fridge, microwave, oven, stovetop

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (11)
"This property was just as described. Communication with the host was excellent. We’ll stay here again!"
The price is AED 900
AED 1,753 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful restored Victorian farmhouse
Best View of Taylorville Lake My Perfect Place
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Best View of Taylorville Lake My Perfect Place

9.4 out of 10, Exceptional, (59)
"We thoroughly enjoyed our stay in this cottage but there was"
Best View of Taylorville Lake My Perfect Place
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
Exterior

Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake

10.0 out of 10, Exceptional, (5)
"Warm and inviting home with all needed amenities. Denise was available and very responsive whenever I reached out to her. Would definitely stay again if in the area."
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Outdoor dining

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (35)
"These cottages are the perfect getaway! They are always so clean and comfy! Thank you, Jared for the constant communication about the hot tub! We were so glad it was ready to go!"
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Peaceful Cottage Minutes from Lake Access
Aerial view

Peaceful Cottage Minutes from Lake Access

10.0 out of 10, Exceptional, (4)
"The beautiful area with a beautiful view added to the comfiest beds And most thoughtful of touches making this visit a delight for our family."
Peaceful Cottage Minutes from Lake Access
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Fridge, microwave, oven, stovetop

Bourbon Country Cottage <br>Newly renovated in the country with amazing views

10.0 out of 10, Exceptional, (50)
"Great place with nice access to several distilleries around 30 minutes away. I would recommend staying and would again if I make it back to the area."
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
22-acre Home on Bourbon Trail w/ Sunroom!
House (3 Bedrooms) | Interior

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Fridge, microwave, oven, stovetop

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

9.8 out of 10, Exceptional, (7)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
The price is AED 477
AED 1,152 total
includes taxes & fees
3 Jun - 4 Jun
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Cozy Home in Louisville: Near Bardstown Road!
House (3 Bedrooms) | Interior

Cozy Home in Louisville: Near Bardstown Road!

3.0 star property
Cozy Home in Louisville: Near Bardstown Road!
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Outdoor dining

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

9.8 out of 10, Exceptional, (6)
"Everything was nice. Quite neighborhood. We really enjoyed the stay and will return. "
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Taylorsville Lake Cottage Rental w/ Hot Tub!
3 bedrooms, iron/ironing board, internet, bed sheets

Taylorsville Lake Cottage Rental w/ Hot Tub!

9.4 out of 10, Exceptional, (13)
"This is a nice central location for bourbon trail fun!"
Taylorsville Lake Cottage Rental w/ Hot Tub!
Pond-view Cabin Near Louisville on Racehorse Farm!
Interior

Pond-view Cabin Near Louisville on Racehorse Farm!

3.0 star property
Pond-view Cabin Near Louisville on Racehorse Farm!
Cozy Resort-Style Escape on Taylorsville Lake!
Outdoor dining

Cozy Resort-Style Escape on Taylorsville Lake!

9.0 out of 10, Wonderful, (4)
"The house was nice. The TV in the living room wasn’t user friendly. I emailed to the email address provided and never received a response requesting help. I emailed multiple times with other questions after we booked this house and never received a reply, very poor communication. "
Cozy Resort-Style Escape on Taylorsville Lake!
The Gathering Place 51 - Charming 3-BR cottage on Bourbon Trail - WiFi & hot tub
Private kitchen

The Gathering Place 51 - Charming 3-BR cottage on Bourbon Trail - WiFi & hot tub

The Gathering Place 51 - Charming 3-BR cottage on Bourbon Trail - WiFi & hot tub
Shelbyville Home - On to the Bourbon Trail!
Interior

Shelbyville Home - On to the Bourbon Trail!

3.0 star property
6.0 out of 10, (1)
Shelbyville Home - On to the Bourbon Trail!
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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