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Compare 625 Vacation Homes in Simpsonville with updated reviews, rates, and availability.

Louisville's Best Area, Walk to All!
Interior

Louisville's Best Area, Walk to All!

9.8 out of 10, Exceptional, (160)
"Great location, clean property, and awesome communication with the host. Would highly recommend!"
The price is SAR 394
SAR 872 total
includes taxes & fees
25 Nov - 26 Nov
Louisville's Best Area, Walk to All!
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Exterior

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

9.8 out of 10, Exceptional, (59)
"Full of cobwebs and dust. Lack of pots and pans, the few there were dirty like burned food in it. Rooms nice. Yard superb Parking very nice"
The price is SAR 2,624
SAR 4,968 total
includes taxes & fees
9 Dec - 10 Dec
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Exterior

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (171)
"Excellent views of the river and downtown Louisville. We will return!!!"
The price is SAR 518
SAR 1,425 total
includes taxes & fees
24 Nov - 25 Nov
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Brand New Downtown Luxury Home
Living area

Brand New Downtown Luxury Home

10.0 out of 10, Exceptional, (9)
"This house was the perfect home base for our large group trip to Louisville! The location was very convenient - we were a few miles away from all the action on Whiskey Row, with tons of bars and restaurants right down the street. Despite being in the heart of downtown, the house itself was surprisingly spacious and comfortable. Plenty of room for everyone to spread out and relax, and the common areas were great for hanging out and playing games. We would definitely recommend this VRBO to...
Brand New Downtown Luxury Home
Bourbon Suites -Foodies -Bourbon -2 Living Rooms
1st Floor Living Room, 55" Smart TV

Bourbon Suites -Foodies -Bourbon -2 Living Rooms

10.0 out of 10, Exceptional, (52)
"We enjoyed 8 tours on the bourbon trail. "
The price is SAR 1,183
SAR 2,655 total
includes taxes & fees
25 Nov - 26 Nov
Bourbon Suites -Foodies -Bourbon -2 Living Rooms
Huge and Contemporary Norton Commons House!
Corridor

Huge and Contemporary Norton Commons House!

9.8 out of 10, Exceptional, (33)
"The property is in a very nice neighborhood with plenty of nearby businesses. A well built home. When I had questions or issues the response was in minutes, and was taken care of. "
The price is SAR 1,314
SAR 2,488 total
includes taxes & fees
25 Nov - 26 Nov
Huge and Contemporary Norton Commons House!
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Original stained glass windows adorn your expansive living area!

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

10.0 out of 10, Exceptional, (136)
"We were only in the home one night but everything was clean and comfortable. Great location, in walking distance to restaurants. Easy check in and fast communication from the host. Would stay there again."
The price is SAR 702
SAR 1,473 total
includes taxes & fees
24 Dec - 25 Dec
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Close to Churchill/Expo, Foodie, Spacious
Jacuzzi Hot Tub with Backyard Porch & Fire Pit

Close to Churchill/Expo, Foodie, Spacious

9.8 out of 10, Exceptional, (65)
"This is the second time we’ve stayed here. The 5 good sized bedrooms and 5 bathrooms all with showers is so great! My bed was super comfortable, both the mattress and the sheets. Everything in the house is super intentional. Everything we needed without extra clutter. The decor is very nice as well. We hope to be back! "
The price is SAR 1,168
SAR 2,885 total
includes taxes & fees
25 Nov - 26 Nov
Close to Churchill/Expo, Foodie, Spacious
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

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

9.6 out of 10, Exceptional, (17)
"Group of 8 in town for Bourbon Trail tours. Plenty of room for everyone. Large kitchen and living area for everyone to gather. Beds were comfortable and could not hear noise from other bedrooms. Could hear the train, but came prepared with ear plugs, thanks to other reviews. Not a huge deal, but a little inconvenient...not enough towels. One bath towel per person, no hand towels, less than one wash cloth per person, no towels for hot tub, and no kitchen towels or dish cloths. "
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit
Exterior

Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit

10.0 out of 10, Exceptional, (47)
"This our third time staying here. It never gets old, treat yourself to a top notch Vrbo such as this one you will not regret it."
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit
Germantown - Perfect for Groups

Germantown - Perfect for Groups

10.0 out of 10, Exceptional, (9)
"This house was perfect for our family of 4. Everyone had their own room and comfy bed. We had space to chill and relax. The house is quaint and quirky and full of charm. And this Germantown area is awesome. We got to walk to bars, restaurants and a couple cute shops. Even walked to Logan Street Market. Going to Waverly Hills and the Mega Caverns were maybe 20-25 minutes away. Super easy by car. PS.. Don’t let the outside of this house/area fool you. We felt safe and secure even when we got...
Germantown - Perfect for Groups
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
Interior detail

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

9.8 out of 10, Exceptional, (47)
"Close to the Expo for the livestock show stay. House was clean. Beds were comfortably. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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

9.6 out of 10, Exceptional, (62)
"We loved this cute and inviting home on a quiet street. The super private backyard with hot tub, patio, and sauna was like a private retreat. The large dining rm /living rm /kitchen was a great community space for our family gathering."
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
Interior

***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

10.0 out of 10, Exceptional, (49)
"House was beatiful with plenty of room. James was awesome and reponded "
The price is SAR 631
SAR 1,800 total
includes taxes & fees
23 Dec - 24 Dec
***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Living area

The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby

10.0 out of 10, Exceptional, (13)
"The house was very clean and quiet, with a huge TV in the common room. A short drive to Bardstown and other stops on the bourbon trail."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Best Location!!! - Huge Historic Charm - 3BR-3BTH
Pink Lady Room

Best Location!!! - Huge Historic Charm - 3BR-3BTH

9.4 out of 10, Exceptional, (82)
"Enjoyable place to stay. Highly recommend. "
Best Location!!! - Huge Historic Charm - 3BR-3BTH
Amazing and Spacious 5BR Home!
potodd

Amazing and Spacious 5BR Home!

9.0 out of 10, Wonderful, (2)
"Even though it was not under the control of the property owner, it would have been nice to be given a heads up about the road work and the road being closed beforehand. The house was great and worked perfectly for our needs. Thank you."
The price is SAR 334
SAR 1,476 total
includes taxes & fees
24 Nov - 25 Nov
Amazing and Spacious 5BR Home!
3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
Room

3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.

8.0 out of 10, Very Good, (2)
"The location on the river was so pretty. The owner was kind and responsive in all communication. Being able to bring our pets made the trip stress free for us. "
3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
Modern New 3bd/3.5ba Close To Everything!
Exterior

Modern New 3bd/3.5ba Close To Everything!

10.0 out of 10, Exceptional, (33)
"We brought our entire family 8 of us so our granddaughter could meet her great papa. Its a great place to stay with a lot of things to do and see within walking distance."
Modern New 3bd/3.5ba Close To Everything!
Derby Paradise - Free parking/WIFI
Exterior

Derby Paradise - Free parking/WIFI

8.0 out of 10, Very Good, (9)
"The duplex served it's purpose. We were there for 2.5 weeks for a basketball tournament. It is actually a one bedroom and pull-out sofa, which is the only issue we really had. Neighborhood was quiet which is always a good thing."
Derby Paradise - Free parking/WIFI
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

Stellar Suites
Front of property

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (87)
"Great location! Excellent dining options nearby!"
The price is SAR 476
SAR 748 total
includes taxes & fees
9 Dec - 10 Dec
Stellar Suites
The Bellwether Hotel
Front of property

The Bellwether Hotel

2.5 star property
7.4 out of 10, Good, (8)
"Love the convenience of checking in, location, and rooms and property were gorgeous! "
The price is SAR 462
SAR 799 total
includes taxes & fees
8 Dec - 9 Dec
The Bellwether Hotel
22-acre Home on Bourbon Trail w/ Sunroom!
Game room

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!
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.