Holiday Rentals in Simpsonville

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Holiday 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, (72)
"I have enjoyed my stays at Stellar Suites. "
The price is €182
includes taxes & fees
22 Jul - 23 Jul
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 €218
includes taxes & fees
1 Jul - 2 Jul
The Bellwether Hotel
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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)
"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 €182
includes taxes & fees
30 Jun - 1 Jul
Hancock House
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (178)
"A+++"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
4 rooms for rent
The price is €133
includes taxes & fees
2 Jul - 3 Jul
4 rooms for rent
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (55)
"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 €1,267
includes taxes & fees
15 Jul - 16 Jul
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)
"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 €216
includes taxes & fees
16 Jul - 17 Jul
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)
"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)
"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, (192)
"Very nice"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is €255
includes taxes & fees
30 Jun - 1 Jul
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)
"Great"
The price is €180
includes taxes & fees
9 Jul - 10 Jul
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)
"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
9.8 out of 10, Exceptional, (70)
"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)
"Lovely property. If you like historic homes, this is the spot for you. Very spacious, high ceilings, beautiful floors. Nice spot out back for morning coffee al fresco. Great location, close to downtown. All you need!"
The price is €183
includes taxes & fees
1 Jul - 2 Jul
★ Victorian Louisville ★ Large 1200 sqft APT #1
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, (24)
"The place was very nice and clean. Would definitely stay again"
The price is €183
includes taxes & fees
6 Jul - 7 Jul
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.0 out of 10, Wonderful, (23)
"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, (30)
"This was an amazing loft right in the middle of so many things. We walked to restaurants, bars and breweries! So clean and excellent communication with the host. I would highly recommend!!"
The price is €151
includes taxes & fees
9 Jul - 10 Jul
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
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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 types of properties in Simpsonville you may be interested in

Hampton Inn Simpsonville
2.5 star property
9.4 out of 10, Exceptional, (670)
"Bed was too hard."
The price is €105
includes taxes & fees
28 Jul - 29 Jul
Hampton Inn Simpsonville
Microtel Inn by Wyndham Louisville East
2.0 star property
7.0 out of 10, Good, (1006)
"Goof"
The price is €74
includes taxes & fees
1 Jul - 2 Jul
Microtel Inn by Wyndham Louisville East
Derby City Gaming & Hotel - A Churchill Downs Property
4.0 star property
9.2 out of 10, Wonderful, (493)
"Loved it! Helpful staff, clean, felt very safe! "
The price is €120
includes taxes & fees
1 Jul - 2 Jul
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Simpsonville holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpsonville holiday rentals we have selected for you start as low as €133 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 holiday 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 holiday.

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 holiday rental in Simpsonville?

Yes, there are holiday rentals close to the most popular sights in Simpsonville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Simpsonville has to offer?

6BD - Riverfront Home w/ Gorgeous Views: This holiday home rental outside of Simpsonville is located on a river, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Simpsonville?

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

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 holiday rental in Simpsonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Simpsonville. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.

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