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Compare 821 Vacation Homes in Simpsonville with updated reviews, rates, and availability.

Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!
Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!
9.6 out of 10, Exceptional, (25)

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
9.4 out of 10, Exceptional, (18)
The price is AED 621
AED 1,140 total
includes taxes & fees
18 May - 19 May

Enchanting, energizing, and enjoyable!
Enchanting, energizing, and enjoyable!
10.0 out of 10, Exceptional, (77)

Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky
10.0 out of 10, Exceptional, (1)
The price is AED 1,186
AED 2,668 total
includes taxes & fees
12 May - 13 May

Spacious and Beautiful home near downtown Louisville, Kentucky.
Spacious and Beautiful home near downtown Louisville, Kentucky.
10.0 out of 10, Exceptional, (3)
The price is AED 547
AED 1,154 total
includes taxes & fees
11 May - 12 May

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
9.8 out of 10, Exceptional, (65)
The price is AED 2,567
AED 4,860 total
includes taxes & fees
12 May - 13 May

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
10.0 out of 10, Exceptional, (89)

Historic District Townhouse in City's BEST Location
Historic District Townhouse in City's BEST Location
9.8 out of 10, Exceptional, (192)
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

Hancock House
Hancock House
8.0 out of 10, Very Good, (232)
The price is AED 364
AED 764 total
includes taxes & fees
13 May - 14 May

Stellar Suites
Stellar Suites
9.6 out of 10, Exceptional, (93)
The price is AED 393
AED 649 total
includes taxes & fees
26 May - 27 May

The Bellwether Hotel
The Bellwether Hotel
8.4 out of 10, Very Good, (13)
The price is AED 505
AED 586 total
includes taxes & fees
11 May - 12 May
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.
Recent reviews of Simpsonville hotels
Recent reviews of Simpsonville hotels

Derby City Gaming & Hotel - A Churchill Downs Property
5/5 Excellent
Great hotel!
"This was the first time I stayed at this property and I was very impressed. Location was great, customer service was great, rooms were beautiful. Would definitely stay here again."
A verified traveler stayed at Derby City Gaming & Hotel - A Churchill Downs Property
Posted 16 hours ago