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Compare 50 Cottages in Simpsonville with updated reviews, rates, and availability.

Horse Country Hideaway
Exterior
Horse Country Hideaway
9.4 out of 10, Exceptional, (3)
"This was a great place for us to go to and from the PGA Championship at Valhalla Golf Club in Louisville. It had everything we needed for a week long stay and was well laid out for such a small space. The host was also very accommodating when she had to make changes due to unforeseen circumstances on her end."
The price is AED 367
AED 813 total
includes taxes & fees
3 Oct - 4 Oct
Horse Country Hideaway
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Seating for 6 in this cozy living room with fire place & 42-inch SMART LCD TV
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (189)
"Our daughter and her family stayed for my husband's 75th birthday. The condo was well stocked, clean and very comfortable! I will definitely book with them again!!"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Spacious Prospect Cottage w/ Deck & Scenic Views
Prospect Vacation Rental | 3BR | 3BA | 2,894 Sq Ft | Step-Free Access
Spacious Prospect Cottage w/ Deck & Scenic Views
9.2 out of 10, Wonderful, (15)
"Nice hidden place"
Spacious Prospect Cottage w/ Deck & Scenic Views
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Taylorsville Vacation Rental | 2BR | 2BA | Stairs to Enter | 991 Sq Ft
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
9.6 out of 10, Exceptional, (5)
"Everything was nice. Quite neighborhood. We really enjoyed the stay and will return. "
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Our cozy living room
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
9.6 out of 10, Exceptional, (5)
"Enjoyed the house and it’s old wood floors . Very clean and proper house ."
The price is AED 536
AED 1,238 total
includes taxes & fees
23 Sep - 24 Sep
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Terrace/patio
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
3.0 star property
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Kentucky House: 22-acre Property on Bourbon Trail
Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.2 out of 10, Wonderful, (27)
"We came from Louisville to just get away for a couple of nights. Enjoyed our stay. We’ve stayed in this community 3 times before. Will likely be back again. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Beautiful restored Victorian farmhouse
Living area
Beautiful restored Victorian farmhouse
9.2 out of 10, Wonderful, (9)
"Just what it listed and the location was great to where we need it to be"
The price is AED 900
AED 1,745 total
includes taxes & fees
23 Sep - 24 Sep
Beautiful restored Victorian farmhouse
Family Wooded Retreat- Cottage 41
Living area
Family Wooded Retreat- Cottage 41
9.2 out of 10, Wonderful, (5)
"The house was clean, nicely supplied with, coffee, snacks, house supplies, and the property contact answered questions quickly as I had asked about arriving property later in the day. Please note for those with accessibility needs, the main bedroom with King bed is located on 2nd floor & has 2 sets of stairs with a landing in the middle. Also, main bedroom only has a jet tub & no shower. The resort very nice outside pool (Goes up to around 4.6" ft) which is a short distance from property via...
Family Wooded Retreat- Cottage 41
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
The NEW hot tub awaits you..
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
10.0 out of 10, Exceptional, (17)
"The Three Roses gave us just what we needed a fantastic girls trip!! This home was beautiful, so many details (air purifier/sound machine in each room, beautiful art on all the walls, the kitchen had everything we needed including cubed cocktail ice ready upon arrival, the beds/sheets were so comfortable ! We had a fantastic time and would love to come stay again!!!"
The price is AED 690
AED 2,137 total
includes taxes & fees
23 Sep - 24 Sep
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
Lake-View Kentucky Getaway w/ Resort Amenities!
Taylorsville Vacation Rental | 2BR | 2BA | 991 Sq Ft | Stairs Required
Lake-View Kentucky Getaway w/ Resort Amenities!
9.0 out of 10, Wonderful, (6)
"Had an awesome time at #38. Clean, plenty of room, nice location, easy to reach local distilleries and other attractions. We had a great time. Recommend."
Lake-View Kentucky Getaway w/ Resort Amenities!
Peaceful Cottage Minutes from Lake Access
Aerial view
Peaceful Cottage Minutes from Lake Access
10.0 out of 10, Exceptional, (3)
"Very comfortable and clean, loved the pool at the facility."
Peaceful Cottage Minutes from Lake Access
Boating, bourbon and high speed internet, oh my!
Exterior
Boating, bourbon and high speed internet, oh my!
10.0 out of 10, Exceptional, (11)
"This cottage was perfect to relax and spend time with my daughter, son-in -law and brand new granddaughter. The cottage was clean and oh so charming. Thanks for a relaxing stay."
Boating, bourbon and high speed internet, oh my!
Taylorsville Cottage w/ Hot Tub & Lake Access!
Taylorsville Vacation Rental | 2BR | 2BA | Stairs to Enter | 991 Sq Ft
Taylorsville Cottage w/ Hot Tub & Lake Access!
9.2 out of 10, Wonderful, (10)
"Very disappointed in the upkeep of the home. There is no pride of ownership. Worn and pealing deck. Caps missing from deck posts. Chunk of siding has a hole in it. Worn and pealing interior wood floors. Mismatched furniture and wood tops on several nightstands and tables are pealing. Family room overhead light did not work. Mismatched bulbs in overhead kitchen. Bedroom Curtains held back with rubberbands which had to be removed to close for privacy. This place feels unloved and it shows.For the...
Taylorsville Cottage w/ Hot Tub & Lake Access!
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Look for our sign and you will know you are Bourbon Country Cottage!
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
10.0 out of 10, Exceptional, (46)
"Great spot to enjoy all the Kentucky bourbon in the area. James was great communicating the entire time and took great care of things during our trip. Definitely would go back!"
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Pet-Friendly Louisville Escape ~ 15 Mi to Downtown
Louisville Vacation Rental | 2BR | 1BA | 1,450 Sq Ft | 2 Steps Required to Enter
Pet-Friendly Louisville Escape ~ 15 Mi to Downtown
Pet-Friendly Louisville Escape ~ 15 Mi to Downtown
Cozy Resort-Style Escape on Taylorsville Lake!
Taylorsville Vacation Rental | 3BR | 3BA | 991 Sq Ft | Stairs Required
Cozy Resort-Style Escape on Taylorsville Lake!
9.4 out of 10, Exceptional, (3)
"This property exceeded all of my expectations. It was a great getaway with everything we needed for a few days away in bourbon country. I would absolutely return again!"
Cozy Resort-Style Escape on Taylorsville Lake!
Taylorsville Lake Cottage Rental w/ Hot Tub!
Taylorsville Vacation Rental | 3BR | 3BA | 991 Sq Ft | Stairs Required
Taylorsville Lake Cottage Rental w/ Hot Tub!
9.4 out of 10, Exceptional, (11)
"thank you so much it was very comfortable"
Taylorsville Lake Cottage Rental w/ Hot Tub!
Contemporary Cottage with 2 HUGE COVERED PORCHES!
Welcome to 307 Maple Ave. Pewee Valley, Ky. 40056. Fully Furnished rental.
Contemporary Cottage with 2 HUGE COVERED PORCHES!
Contemporary Cottage with 2 HUGE COVERED PORCHES!
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See all available properties in Simpsonville
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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Other property types in Simpsonville

Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
7.4 out of 10, Good, (3)
"This house was perfect for our vacation! The pool and hot tub were amazing and in great condition. We really enjoyed the space. The host was incredible and communicated well with us. We hope to be back!"
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Hancock House
Exterior
Hancock House
3.0 star property
8.0 out of 10, Very Good, (179)
"I enjoyed the layout which was spacious. Closeness to Market St. was a plus. "
The price is AED 268
AED 311 total
includes taxes & fees
7 Oct - 8 Oct
Hancock House
Stellar Suites
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (83)
"My room was amazing with all the amenities for an extended stay. If I make it bake to Louisville I will for sure stay there again."
The price is AED 450
AED 715 total
includes taxes & fees
7 Oct - 8 Oct
Stellar Suites
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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