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Compare 648 Vacation Homes in Simpsonville with updated reviews, rates, and availability.

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (12)
"There are a few issues with the listing and the property. Very happy overall with our stay. However, second bathroom door does not latch. No heat register in the second bathroom which makes it very cold. Master bedroom door does not latch. Grounds were not kept up very well. Extensions cords laying across the back sidewalk. Yard is NOT fenced in like the description indicates. We loved the location and the overall layout of the house, just needs some attention. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Home Sweet Hayden - 4 beds/3 Full Bath in East End

10.0 out of 10, Exceptional, (33)
"Wonderful property. We will definitely be staying there again."
Home Sweet Hayden - 4 beds/3 Full Bath in East End

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (81)
"We could not have found a more perfect location and home for our family Christmas trip! This home is wonderful and Tammie was so easy to work with and so responsive to any questions we had. And a very convienent location for our family to meet. Very quiet and so many amenities. We hope to beable to come here again in the future. We had lots of room and the kitchen allowed us to make our usual very large Christmas Eve dinner. I highly recommend this home !!!!!!!!"
The price is SAR 750
SAR 1,895 total
includes taxes & fees
28 Jan - 29 Jan
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

New! Kings on Restaurant Row! HotTub!Close to NuLu

8.8 out of 10, Excellent, (16)
"Great location, really enjoyed visiting Louisville."
New! Kings on Restaurant Row! HotTub!Close to NuLu

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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is SAR 371
SAR 810 total
includes taxes & fees
28 Jan - 29 Jan
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Preston Retreat - Convenient Germantown Location

The price is SAR 300
SAR 874 total
includes taxes & fees
28 Jan - 29 Jan
Preston Retreat - Convenient Germantown Location

Peaceful Contemporary Close to Everything

10.0 out of 10, Exceptional, (39)
"We had a great stay at this beautiful house. Everything was nice and clean. Just what we were looking for. "
Peaceful Contemporary Close to Everything

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.6 out of 10, Exceptional, (19)
"Well price, unique and entertaining space."
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (26)
"The property was in a convenient location for our stay. We went to the Louisville Mega Caverns, the Ohio River Falls, the Kentucky Derby Museum, Derby Downs Casino. We had 6 adults and the place was roomy for us all"
The price is SAR 401
SAR 898 total
includes taxes & fees
28 Jan - 29 Jan
3 BR Downtown Sanctuary! Huge back yard

THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

10.0 out of 10, Exceptional, (71)
"The stay was exactly what I was looking for with my group. Owner/manager was very prompt in communicating and generous by giving us a late checkout. Would stay again"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (143)
"Great stay. Very convenient "
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

10.0 out of 10, Exceptional, (77)
"Well stocked full kitchen, comfortable bed, covered parking. Nice size for two. Say “hi” to Mike for us if you stay!"
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.

10.0 out of 10, Exceptional, (1)
"Our stay at the Bourbon Bungalow was a fantastic experience for our group of three families! The property is in a peaceful, rural spot across from Guist Creek Lake, offering a relaxing atmosphere and perfect access to the Bourbon Trail.The house is incredibly spacious and thoughtfully designed. Each of the four bedrooms is themed after a local distillery, adding a unique, fun touch. The Woodford and Buffalo Trace rooms, both with king beds and en-suite baths, were hits for the adults. The...
The price is SAR 656
SAR 1,765 total
includes taxes & fees
28 Jan - 29 Jan
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.

River City Retreat

9.8 out of 10, Exceptional, (8)
"We felt comfortable in this home"
River City Retreat

Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

10.0 out of 10, Exceptional, (2)
"I was really impressed with this beautifully restored historic property. It was very clean and included some very welcoming touches. I want to come back this summer and enjoy both decks. A wonderful spot to enjoy downtown Jeff when it’s really hoppin."
The price is SAR 356
SAR 1,064 total
includes taxes & fees
28 Jan - 29 Jan
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is SAR 2,434
SAR 4,715 total
includes taxes & fees
28 Jan - 29 Jan
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (51)
"It was exactly what we needed. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

Updated 3 Bedroom Centrally Located Near Downtown

9.2 out of 10, Wonderful, (28)
"The house was nicely remodeled and had lots of room for our family.The house was clean and the beds were comfy.The NBA video game and the available board games got a lot of use. The location is good, and close to go downtown and surrounding area.Would definitely stay again."
The price is SAR 386
SAR 1,254 total
includes taxes & fees
17 Feb - 18 Feb
Updated 3 Bedroom Centrally Located Near Downtown

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

10.0 out of 10, Exceptional, (125)
"The house is a wonderful place to stay. It is centrally located in the city which makes it easy to get around. In addition to a really nice kitchen, there are gathering areas which accommodate a large group very well. The pool had already been closed but looks like it would be great fun in the summer. I've already recommended it to several of my friends. "
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (185)
"A great place in a great location. The unit is off of a charming courtyard. Walkable to coffee shops and restaurants. The unit was well maintained and the owner was very helpful "
Historic District Townhouse in City's BEST Location
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

3.0 star property
8.0 out of 10, Very Good, (199)
"The property was great. "
The price is SAR 303
SAR 569 total
includes taxes & fees
4 Feb - 5 Feb
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (90)
"Outstanding!"
The price is SAR 457
SAR 727 total
includes taxes & fees
10 Feb - 11 Feb
Stellar Suites

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is SAR 2,434
SAR 4,715 total
includes taxes & fees
28 Jan - 29 Jan
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
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.