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

Vacation Rentals 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 reviews
"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 reviews
"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
Save an average of 15% on thousands of hotels when you're signed in
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
Hancock House
3.0 star property
7.8 out of 10, Good, 168 reviews
"The room was beautiful!! The staff responded almost immediately when texted, and were extremely helpful. Overall the stay was amazing!! Would definitely stay again. "
The price is CA $127
CA $225 total
includes taxes & fees
Jul 8 - Jul 9
Hancock House
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, 178 reviews
"A+++"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
4 rooms for rent
The price is CA $67
CA $189 total
includes taxes & fees
Jul 2 - Jul 3
4 rooms for rent
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, 55 reviews
"For the wedding rehearsal party, instead of a restaurant, we decided to cater a large party for all the bride’s and groom’s close family and friends to meet night before the wedding. This propery was perfect! There is large grounds front and back with lawn furniture, a small fountain, e tables, and plenty of sitting spots to sit and visit. The house has large living room, sun room, dining room, and big kitchen for food prep with two sinks. We couldn’t figure out how to turn on the overhead...
The price is CA $955
CA $1,807 total
includes taxes & fees
Jul 15 - Jul 16
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Walk Everywhere !Downtown With A View
8.2 out of 10, Very good, 25 reviews
"The location of this VRBO was awesome - super walkable and close to the bridge that takes you over the river into Louisville. Communication with the host was very quick. The water heater went out three times and our host responded within minutes of us letting him know and he was able to send a maintenance crew out ASAP. Other than issues with the hot water - off set by our hosts quick response - the overall cleanliness of the property left room for improvement. Loved the area and our host...
The price is CA $123
CA $308 total
includes taxes & fees
Jul 16 - Jul 17
Walk Everywhere !Downtown With A View
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, 158 reviews
"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
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, 18 reviews
"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."
6BD - Riverfront Home w/ Gorgeous Views
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
9.8 out of 10, Exceptional, 191 reviews
"Wish we could have stayed longer!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, 25 reviews
"Great"
The price is CA $130
CA $346 total
includes taxes & fees
Jun 26 - Jun 27
Close to Everything in Louisville!!!
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, 23 reviews
"Great"
The price is CA $205
CA $256 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
9.8 out of 10, Exceptional, 36 reviews
"We've joined together for Thanksgiving for several years and this was by far the nicest place. My only complaint would be the ice maker didn't work. We hope to visit again!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, 69 reviews
"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
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, 122 reviews
"Adorable and very comfortable for our family."
The price is CA $150
CA $262 total
includes taxes & fees
Jul 1 - Jul 2
★ Victorian Louisville ★ Large 1200 sqft APT #1
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, 23 reviews
"The place was very nice and clean. Would definitely stay again"
The price is CA $82
CA $230 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.0 out of 10, Wonderful, 23 reviews
"Yearly my wife and I get away just to enjoy our time together. This is the second year in a row we stayed at this location and we are planning on next year already. The cabin is so relaxing and the host is outstanding in communicating with us before our arrival. This is the place to be. Thank you for an enjoyable time."
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, 29 reviews
"Really cool old place fully renovated, easy walk to some restaurants and distilleries. We also walked all the way down to Market St. restaurants and bars, which was fairly easy to do. Nice, quiet stay. Loved it!"
The price is CA $82
CA $222 total
includes taxes & fees
Jul 9 - Jul 10
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
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.

Simpsonville Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Simpsonville private vacation homes
Known landmarks
Talon Winery, Shelby County Community Theatre and Beckley Creek Park
International airport
Louisville, KY (SDF-Louisville Intl.)

Other types of properties in Simpsonville you may be interested in

Hampton Inn Simpsonville
2.5 star property
9.4 out of 10, Exceptional, 670 reviews
"Bed was too hard."
The price is CA $138
CA $154 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn Simpsonville
Microtel Inn by Wyndham Louisville East
2.0 star property
7.0 out of 10, Good, 1,001 reviews
"Goof"
The price is CA $92
CA $108 total
includes taxes & fees
Jul 1 - Jul 2
Microtel Inn by Wyndham Louisville East
Derby City Gaming & Hotel - A Churchill Downs Property
4.0 star property
9.2 out of 10, Wonderful, 484 reviews
"We had an excellent stay"
The price is CA $163
CA $191 total
includes taxes & fees
Jul 8 - Jul 9
Derby City Gaming & Hotel - A Churchill Downs Property
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.

Everything you need to know about Simpsonville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsonville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpsonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Simpsonville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpsonville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpsonville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpsonville vacation rentals we have selected for you start as low as CA $67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Simpsonville rentals

At Expedia, we put the best Simpsonville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Simpsonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpsonville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpsonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Simpsonville?

Yes, you can find vacation rentals near the most popular local attractions in Simpsonville, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Simpsonville?

6BD - Riverfront Home w/ Gorgeous Views: This vacation home rental outside of Simpsonville is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Simpsonville?

Choose from 6 Expedia vacation rentals in Simpsonville for a memorable vacation.

What’s there to see and do in Simpsonville?

While exploring the area, visit family-friendly sights like Louisville Zoo, or get outside and enjoy nature at E.P. Tom Sawyer State Park. The Outlet Shoppes of the Bluegrass and Whitney M. Young, Jr. Birthplace are other places to visit while you're in town.

What’s a vacation rental in Simpsonville like?

A vacation rental is a private property you can book for a few weeks or just a few days in Simpsonville. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.

Recent reviews of Simpsonville properties
Expedia verified reviews