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Vacation Homes in Simpsonville

Quiet Area - Expressway Nearby - Families Welcome!

10.0 out of 10, Exceptional, (37)
"Great location for easy access to any area of town. Host were super helpful and accommodating to all our needs. Safe and convenient location. "
Quiet Area - Expressway Nearby - Families Welcome!

Charming Modern Retreat Near Downtown Jeffersonville & Bob Hedge Park

9.4 out of 10, Exceptional, (3)
"2 dads and their teens stayed a could night's for a sports competition across the boarder in Kentucky. The upstairs bedroom with it's own bathroom was a nice retreat and nothing was substandard. The hoopsters bar a block away was a gem too. I plan to contact the host about coming back."
Charming Modern Retreat Near Downtown Jeffersonville & Bob Hedge Park

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (70)
"The Host was very accommodating and easy to work with. They were quick to answer with any questions and the property had everything that was needed. Would highly recommend "
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Charming Private Bungalow with EV Charger Near Downtown Louisville

10.0 out of 10, Exceptional, (85)
"We had a great stay with our dog within walking distance to shops and restaurants and Old Forester Paristown Hall where we attended a concert. Space was cute and clean and well appointed for dog owners! Love the horse mural and pics throughout while the record display is perfect for my vinyl collecting husband "
Charming Private Bungalow with EV Charger Near Downtown Louisville

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

10.0 out of 10, Exceptional, (6)
"quiet would most definitely stay here again thank you for a comfortable stay has everything you need to stay. better then staying at a five star hotel thank again "
The price is SAR 357
SAR 551 total
includes taxes & fees
17 Jun - 18 Jun
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

9.8 out of 10, Exceptional, (51)
"The property was very nice. Everything we wanted to do was less than a 20min drive from the property. Everyone had a great time!"
The price is SAR 507
SAR 1,647 total
includes taxes & fees
8 Jul - 9 Jul
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

The price is SAR 1,084
SAR 2,743 total
includes taxes & fees
17 Jun - 18 Jun
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Cozy Home in GTown! Close to Churchill Downs! & KY EXPO CTR! Priv Parking!

10.0 out of 10, Exceptional, (60)
"Well maintained and comfortable. Great for 2."
The price is SAR 321
SAR 717 total
includes taxes & fees
17 Jun - 18 Jun
Cozy Home in GTown! Close to Churchill Downs! & KY EXPO CTR! Priv Parking!

Shelbyville Home - On to the Bourbon Trail!

7.6 out of 10, Good, (11)
"We absolutely loved staying here. I brought a group up to go to a conference in Louisville Kentucky. The amenities were very nice. Everything was clean and organized. And it’s a gorgeous area."
Shelbyville Home - On to the Bourbon Trail!

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (29)
"So close to the Louisville Convention Center. Could not have asked for a better place for a group to all stay together ! Excellent property choice."
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.6 out of 10, Exceptional, (8)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!

DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU

10.0 out of 10, Exceptional, (78)
"House is gorgeous. Proximity to downtown is great. Owners were very communicative and helpful. Can’t find anything bad to say at all. "
The price is SAR 841
SAR 1,787 total
includes taxes & fees
17 Jun - 18 Jun
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU

3 BR Downtown Sanctuary! Huge back yard

8.8 out of 10, Excellent, (32)
"House was very nice"
The price is SAR 417
SAR 917 total
includes taxes & fees
17 Jun - 18 Jun
3 BR Downtown Sanctuary! Huge back yard

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is SAR 188
SAR 523 total
includes taxes & fees
17 Jun - 18 Jun
4 rooms for rent

Cozy, historic, pet-friendly home!

9.8 out of 10, Exceptional, (23)
" Nice place to stay. We were close to the Tractor pulls. Would definitely stay again."
The price is SAR 828
SAR 1,344 total
includes taxes & fees
29 Jun - 30 Jun
Cozy, historic, pet-friendly home!

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

10.0 out of 10, Exceptional, (2)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Derby Paradise - Free parking/WIFI

8.2 out of 10, Very Good, (18)
"Great property! Could have been a little cleaner (bathroom) (pull out couch) and the front door could use a stronger lock along with the lock to the adjoining side of duplex or closet. overall would istay here again! "
Derby Paradise - Free parking/WIFI

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.6 out of 10, Exceptional, (21)
"We had a great stay. Good beds and nice layout. Wonderful house and area. Everyone was friendly with great service. "
The price is SAR 672
SAR 1,215 total
includes taxes & fees
17 Jul - 18 Jul
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10.0 out of 10, Exceptional, (145)
"Very nice and clean! Beautiful view of the river."
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

DerbyDeluxe: Sunny & Modern, Near Derby

10.0 out of 10, Exceptional, (25)
"The house was clean, comfortable and close to many places to eat. "
DerbyDeluxe: Sunny & Modern, Near Derby
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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