Simpsonville Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Simpsonville Vacation Homes

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, (158)
"Love this relaxing and well appointed rental. Great location that’s close to dining and located directly on the Ohio River. Amazing sunset views plus it’s always fun to watch the river traffic - barges, the Captains Quarters dinner boat, the Belle of Louisville and more. We are repeat guests and as usual, Rivers Edge did not disappoint."
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
The Parklands Hot Tub Retreat
9.4 out of 10, Exceptional, (13)
"Clean, easy check in, quiet. Enjoyed a weekend get away with family with the amenity of feeling like home. Great host and quick to respond to any and all questions and concerns. Would definitely book again."
The price is CA $219
CA $479 total
includes taxes & fees
Jun 26 - Jun 27
The Parklands Hot Tub Retreat
Ultra Modern in NuLu|Hot Tub|Fire Pit|King Bed
9.4 out of 10, Exceptional, (22)
"The house was perfect for our needs. Great for bourbon and friends. The hot tub was perfect. The whiskey glasses a nice touch. Even a chemex for fancy coffee (french press would be awesome too). Beds were comfy. Vibe if the backyard was perfect. Only disappointment is we didnt give ourselves time to enjoy the cornhole! We will be back!!!"
The price is CA $171
CA $590 total
includes taxes & fees
Jun 30 - Jul 1
Ultra Modern in NuLu|Hot Tub|Fire Pit|King Bed
Save an average of 15% on thousands of hotels when you're signed in
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
10.0 out of 10, Exceptional, (113)
"Our stay was great, we were on a long road trip and wanted a place away from the city and got exactly that. The owner was proactive in ensuring our stay was comfortable and pleasant. The only minor complaint we could report was that the place was a little buggy. As in there were ants invading the house and we also had to kill a number of spiders. I don't mind that so much as pest control is my profession, but other visitors might be put off enough by that kind of thing to make more of a fuss....
RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
Beautiful full renovation 3bed/2bath -Close to DT
7.2 out of 10, Good, (11)
"The check in process was super easy and the host was good! The area can seem a little off putting but we didn’t have any problems. And it was nice being a short drive from restaurants and bars. The towels were still in the dryer when we got there and not put away in a cabinet so we couldn’t find them at first but other than that everything was perfect! The house was clean and looked just like the photos. The beds were comfy, the decor was nice. We had 6 people for a birthday trip and there was...
Beautiful full renovation 3bed/2bath -Close to DT
DerbyGrove: Newly Renovated & Near Derby
9.8 out of 10, Exceptional, (13)
"The home was just as it was listed. Very comfortable and quiet. We stayed while our floors were being redone and are very happy with our decision. We’d stay again."
DerbyGrove: Newly Renovated & Near Derby
Private Parking! Walk to Local Restaurants, Bars, and Shops!!
10.0 out of 10, Exceptional, (44)
"This place is a nice, clean house. Close to just about everything. We really enjoyed our stay."
The price is CA $157
CA $341 total
includes taxes & fees
Jul 1 - Jul 2
Private Parking! Walk to Local Restaurants, Bars, and Shops!!
Cozy, historic, pet-friendly home!
10.0 out of 10, Exceptional, (7)
"The home was so beautifully decorated and had everything we needed for our stay. Our host was very helpful and responsive! Loved it."
The price is CA $335
CA $533 total
includes taxes & fees
Jul 1 - Jul 2
Cozy, historic, pet-friendly home!
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, (18)
"We all had a great time. My husband's three kids and their families joined us for his birthday. It was raining much of the time, so we didn't get to utilize the huge deck (and we only stayed one night). The house had plenty of room for all of us. It was nicely decorated and clean."
The price is CA $319
CA $763 total
includes taxes & fees
Jul 8 - Jul 9
6BD - Riverfront Home w/ Gorgeous Views
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, (69)
"We had the best time exploring Louisville, distilleries, and just spending summer afternoon evenings at the property! The host was wonderful and so easy to contact!"
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Family/Pet-Friendly Riverside Home w/Amazing Views
9.8 out of 10, Exceptional, (11)
"Great view"
Family/Pet-Friendly Riverside Home w/Amazing Views
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
9.6 out of 10, Exceptional, (50)
"We stayed for 3 nights - house was clean and as advertised. Nice quiet neighborhood, nice backyard, we enjoyed sitting and watching birds and BBQing in the yard. Good location, easy to and from airport, and Louisville, waterfront park and pedestrian bridge were nice and close. House was clean, kitchen had what we needed. Would recommend to anyone needing a place to stay in this area."
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
10.0 out of 10, Exceptional, (127)
"Booked the Highlands Hideaway for a Bourbon trip with my sons & brother. Property location was great, easy access to Whiskey Row, and quick access to highways leading to the more rurally located distilleries. Just a few blocks away from many restaurants, craft breweries and shops. Highly recommend this property."
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU
10.0 out of 10, Exceptional, (61)
"The house was great to stay and was plenty big for us. Close enough for us to the downtown area and other areas. Matt and Melissa are great and were able to give us a lot of recommendations for places to go and things to do. Would highly recommend staying here for anyone looking to stay in the area."
The price is CA $335
CA $696 total
includes taxes & fees
Jun 26 - Jun 27
DERBY CITY SPEAKEASY 3-story 4-bedroom Historic Mansion 2 mi to Whiskey Row-NULU
Jefferson Vacation Rental: 7 Mi to Louisville!
9.0 out of 10, Wonderful, (2)
Jefferson Vacation Rental: 7 Mi to Louisville!
3 BR Downtown Sanctuary! Huge back yard
8.4 out of 10, Very good, (11)
"The house was everything that was expected. It was just a few minutes into downtown Louisville"
The price is CA $146
CA $345 total
includes taxes & fees
Jul 9 - Jul 10
3 BR Downtown Sanctuary! Huge back yard
Carriage House, 7 minutes from downtown Louisville
10.0 out of 10, Exceptional, (18)
"Quaint and quiet. Loved the cottage!"
The price is CA $205
CA $360 total
includes taxes & fees
Jun 29 - Jun 30
Carriage House, 7 minutes from downtown Louisville
New Modern Townhome, sleeps 6! Mod Farm 1217
10.0 out of 10, Exceptional, (1)
"Good location for a stay on the Bourbon Trail. Good location, quiet neighborhood, worked perfect for our trip."
The price is CA $164
CA $424 total
includes taxes & fees
Jul 2 - Jul 3
New Modern Townhome, sleeps 6! Mod Farm 1217
Charming Home Near Downtown Louisville
10.0 out of 10, Exceptional, (44)
"What a wonderful place to stay for our week in Louisville. It is really close to many of the tourist destinations. The house was beautiful and had all the necessities that is needed for your stay. Check in was simple and seamless. We definitely recommend this house for anyone looking!"
Charming Home Near Downtown Louisville
The Havilah House! Country living with amazing views!
10.0 out of 10, Exceptional, (30)
"I met my 8 girlfriends from college in central Kentucky. The Havilah House was the perfect location for keeneland and bourbon tours and halfway between the bluegrass and Louisville airports. The house is comfortable and well stocked. The host was very responsive and answered our questions quickly. I would highly recommend it."
The Havilah House! Country living with amazing views!
Don't see what you're looking for?
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.

Other property types in Simpsonville

Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (71)
"I have enjoyed my stays at Stellar Suites. "
The price is CA $168
CA $267 total
includes taxes & fees
Jul 22 - Jul 23
Stellar Suites
The Bellwether Hotel
2.5 star property
8.0 out of 10, Very good, (4)
"Absolutely stunning! We stayed in the Golden Hour Suite, so much thought has gone into the design, we loved it. "
The price is CA $183
CA $309 total
includes taxes & fees
Jul 3 - Jul 4
The Bellwether Hotel
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.

Simpsonville Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price