Simpsonville Holiday Rentals

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Holiday Rentals in Simpsonville

Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
Stellar Suites
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, 70 reviews
"I have enjoyed my stays at Stellar Suites. "
The price is HK$952
HK$1,513 total
includes taxes & fees
6 Jul - 7 Jul
Stellar Suites
Kentucky House: 22-acre Property on Bourbon Trail
Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
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The Bellwether Hotel
Private kitchen
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 HK$1,022
HK$1,733 total
includes taxes & fees
1 Jul - 2 Jul
The Bellwether Hotel
Hancock House
Living area
Hancock House
3.0 star property
7.8 out of 10, Good, 166 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 HK$929
HK$1,518 total
includes taxes & fees
16 Jun - 17 Jun
Hancock House
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Property grounds
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
Living area
4 rooms for rent
The price is HK$383
HK$1,079 total
includes taxes & fees
2 Jul - 3 Jul
4 rooms for rent
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Fridge, microwave, oven, stovetop
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 HK$5,458
HK$10,333 total
includes taxes & fees
17 Jun - 18 Jun
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
Property grounds
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, 156 reviews
"We really enjoyed sitting on deck eating our meals taking in all that the river has to offer. Inside was very pleasant also with full views of the river. The only glitch was losing electricity due to a storm of course over which no one had control. James was very helpful under the circumstances by bringing us flashlights and some battery operated lights. He even offered to move us to another location but we liked it so much there that we chose to stay."
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Close to Everything in Louisville!!!
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, 25 reviews
"Great"
The price is HK$742
HK$2,012 total
includes taxes & fees
17 Jun - 18 Jun
Close to Everything in Louisville!!!
★ Victorian Louisville ★ Large 1200 sqft APT #1
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, 119 reviews
"It was as advertised, I would stay again and recommend to others."
The price is HK$859
HK$1,496 total
includes taxes & fees
25 Jun - 26 Jun
★ Victorian Louisville ★ Large 1200 sqft APT #1
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
Exterior
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
Captain's Cabin Bed & Breakfast: Historic & Romantic
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
9.8 out of 10, Exceptional, 116 reviews
"Amazing location. Wonderful hosts. Definetly will be going back."
The price is HK$1,944
HK$3,045 total
includes taxes & fees
9 Jul - 10 Jul
Captain's Cabin Bed & Breakfast: Historic & Romantic
6BD - Riverfront Home w/ Gorgeous Views
Outdoor dining
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, 17 reviews
"Our family goes to the National Farm Machinery Show and Tractor Pulls every year. We have stayed 2 years in this house on the river, it has a beautiful view, the house is very nice and host very easy to work with."
The price is HK$1,968
HK$4,554 total
includes taxes & fees
8 Jul - 9 Jul
6BD - Riverfront Home w/ Gorgeous Views
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Fridge, microwave, oven, stovetop
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 HK$508
HK$1,360 total
includes taxes & fees
18 Jun - 19 Jun
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
Property grounds
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, 22 reviews
"Great place. Thanks!"
The price is HK$1,172
HK$1,464 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Fridge, microwave, oven, stovetop
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, 68 reviews
"Had a wonderful stay! Tammie is amazing! She was very knowledgeable of the area and very attentive to all of our needs! If we ever visit Louisville in the future we will for sure stay again!"
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Family/Pet-Friendly Riverside Home w/Amazing Views
Property grounds
Family/Pet-Friendly Riverside Home w/Amazing Views
9.8 out of 10, Exceptional, 11 reviews
"Great view"
Family/Pet-Friendly Riverside Home w/Amazing Views
Walk Everywhere !Downtown With A View
Fridge, microwave, oven, stovetop
Walk Everywhere !Downtown With A View
8.2 out of 10, Very good, 24 reviews
"The property is charming. The shower is a challenge, but fine once you get the hang of it. There are no night tables in the bedrooms so make sure you have long power cords for phone chargers, cpap machines, etc. The neighborhood is great. Highly recommend Geraldine’s for breakfast, just 2 blocks away"
The price is HK$703
HK$1,737 total
includes taxes & fees
18 Jun - 19 Jun
Walk Everywhere !Downtown With A View
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Smart TV, books
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, 28 reviews
"This was exactly as pictured- so cozy and so close to town. It was a great place to stay with a few friends!"
The price is HK$508
HK$1,315 total
includes taxes & fees
20 Jun - 21 Jun
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.

Other types of properties in Simpsonville you may be interested in

Microtel Inn by Wyndham Louisville East
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Microtel Inn by Wyndham Louisville East
2.0 star property
7.0 out of 10, Good, 1,011 reviews
"Very impressed overall. First time staying at a Microtel Inn. Amazing value for the money. If you need something basic, this is your place."
The price is HK$458
HK$539 total
includes taxes & fees
25 Jun - 26 Jun
Microtel Inn by Wyndham Louisville East
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
Interior
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
3.5 star property
7.6 out of 10, Good, 1,004 reviews
"Bed was amazing slept very well very clean and even though Construction was being done very Quiet.... A1 was wonderful "
The price is HK$804
HK$946 total
includes taxes & fees
17 Jun - 18 Jun
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
Derby City Gaming & Hotel - A Churchill Downs Property
Premium bedding, in-room safe, desk, laptop workspace
Derby City Gaming & Hotel - A Churchill Downs Property
4.0 star property
9.2 out of 10, Wonderful, 460 reviews
"Great place to stay"
The price is HK$851
HK$1,001 total
includes taxes & fees
16 Jun - 17 Jun
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.

Search for holiday rentals in Simpsonville on Expedia! You can easily find your home rentals, villas, holiday apartments in Simpsonville using one of the methods below:

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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?

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville: This holiday home rental outside of Simpsonville is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

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 Yew Dell Botanical Gardens. 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.

Recent reviews of Simpsonville properties
Expedia verified reviews

Microtel Inn by Wyndham Louisville East

Microtel Inn by Wyndham Louisville East

5/5 Excellent
"Very impressed overall. First time staying at a Microtel Inn. Amazing value for the money. If you need something basic, this is your place."
A verified traveller stayed at Microtel Inn by Wyndham Louisville East
Posted 9 hours ago
Microtel Inn by Wyndham Louisville East