Holiday Rentals in Simpsonville

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Our top choices for Simpsonville holiday rentals

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is €115
includes taxes & fees
21 Jan - 22 Jan
The Bellwether Hotel

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is €162
includes taxes & fees
29 Jan - 30 Jan
Stellar Suites

Holiday Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is €256
includes taxes & fees
10 Feb - 11 Feb
Putt Putt House by Louisville Walking Bridge
10.0 out of 10, Exceptional, (11 reviews)
"Clean, comfortable and convenient for our self guided bourbon trail tour. We would definitely stay there again. "
United States
Roger S.
The price is €321
includes taxes & fees
20 Jan - 21 Jan
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is €161
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is €146
includes taxes & fees
19 Jan - 20 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Aparthotel in Downtown Louisville

Hancock House
3.0 star property
8.2 out of 10, Very good, (247 reviews)
"Great stay!"
United States
Tim
Hancock House
9.4 out of 10, Exceptional, (20 reviews)
"Great place good accommodation "
United States
Ryan D.
The price is €268
includes taxes & fees
16 Jan - 17 Jan
Angels Envy 29 - A relaxing place by the lake!
9.8 out of 10, Exceptional, (51 reviews)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
The price is €273
includes taxes & fees
16 Jan - 17 Jan
Kentucky Sunrise 18- Greet the Sun As it Rises
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
The price is €197
includes taxes & fees
20 Jan - 21 Jan
The Burnt Barrel | New HotTub & Grill | Backyard!
10.0 out of 10, Exceptional, (104 reviews)
"Very nice. Perfect cottage for the 4 of us as we did the bourbon trail. Toni Is a great hostess. "
United States
Leland J.
The price is €248
includes taxes & fees
20 Jan - 21 Jan
Cozy KY Escape with Hot Tub near the Bourbon Trail
10.0 out of 10, Exceptional, (19 reviews)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is €385
includes taxes & fees
19 Jan - 20 Jan
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
10.0 out of 10, Exceptional, (31 reviews)
"Cool place , great location . I would definitely book it again."
United States
james f.
The price is €187
includes taxes & fees
9 Feb - 10 Feb
Unique Downtown Studio with an Industrial Vibe

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is €143
includes taxes & fees
20 Jan - 21 Jan
The Duke Hotel
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is €130
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is €390
includes taxes & fees
19 Jan - 20 Jan
Beautiful restored Victorian farmhouse

Holiday Home in Jeffersonville

Entire Home with Indoor Spa & Pool
9.8 out of 10, Exceptional, (24 reviews)
"Great pool and great neighboorhood."
United States
Anonymous traveller
Entire Home with Indoor Spa & Pool
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is €230
includes taxes & fees
27 Jan - 28 Jan
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Holiday Home in Rockcreek Lexington Road

St. Matthews Retreat | Relaxing Home w/ Backyard!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic service. The home was beautiful and if in town again we would definitely stay there again. Nice area great access to amenities. "
United States
T J.
The price is €316
includes taxes & fees
19 Jan - 20 Jan
St. Matthews Retreat | Relaxing Home w/ Backyard!
10.0 out of 10, Exceptional, (49 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is €208
includes taxes & fees
20 Jan - 21 Jan
Carriage House, 7 minutes from downtown Louisville
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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Top Simpsonville Hotel Reviews

Find out more about Simpsonville

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 €115 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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: 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. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Simpsonville?

Choose from 8 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 IceLand Sports Complex, or get outside and enjoy nature at Beckley Creek 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.