Holiday Rentals in Simpsonville

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Holiday Rentals in Simpsonville

Apartment in Shelbyville

10.0 out of 10, Exceptional, (19)
"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 €176
includes taxes & fees
30 Nov - 1 Dec
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Apartment in Shelbyville

9.8 out of 10, Exceptional, (30)
"Had a great stay, not to far from Louisville. "
Canada
Janet E.
The price is €171
includes taxes & fees
30 Nov - 1 Dec
Unique Downtown Studio with an Industrial Vibe

Aparthotel in Tyler Park

3.5 star property
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is €113
includes taxes & fees
30 Nov - 1 Dec
The Bellwether Hotel

Apartment in Deer Park

8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
The price is €135
includes taxes & fees
3 Dec - 4 Dec
Alfesco - Walkable Highlands Guesthouse

Apartment in Jeffersonville

9.8 out of 10, Exceptional, (28)
"Very cute, cozy apartment which was just perfect for our stay. Very easy to find, with easy check in and check out. I would definitely stay here again. Tyler was very helpful with great suggestions on places to go. Thank you, Tyler!"
United States
Jill M.
The price is €101
includes taxes & fees
30 Nov - 1 Dec
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Apartment in Louisville

9.8 out of 10, Exceptional, (18)
"Nice place to stay"
United States
Terry M.
The price is €147
includes taxes & fees
1 Dec - 2 Dec
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Holiday Home in Taylorsville

9.8 out of 10, Exceptional, (51)
"Great place - everything and more!Suzanne was super helpful!"
United States
leslie Z.
The price is €263
includes taxes & fees
1 Dec - 2 Dec
Kentucky Sunrise 18- Greet the Sun As it Rises

Holiday Home in Taylorsville

9.4 out of 10, Exceptional, (20)
"Great place good accommodation "
United States
Ryan D.
The price is €257
includes taxes & fees
1 Dec - 2 Dec
Angels Envy 29 - A relaxing place by the lake!

Cabin in Waddy

10.0 out of 10, Exceptional, (8)
"Great location, close to Frankfort, Louisville and Lexington. Theater room was amazing! "
United States
Nicole D.
The price is €1,863
includes taxes & fees
30 Nov - 1 Dec
Luxury lodge in the heart of the Bluegrass

Apartment in Jeffersonville

10.0 out of 10, Exceptional, (2)
"A wonderful place in a wonderful location. Walking distance to almost everything. Host was extremely helpful and made our stay unforgettable. The unit itself is very nice with easy access in and out. Lots of parking in the back. I would definitely recommend. "
United States
Drew J.
The price is €110
includes taxes & fees
2 Dec - 3 Dec
Secretariat Twin Spires Suite!

Holiday Home in Rockcreek Lexington Road

9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
The price is €372
includes taxes & fees
30 Nov - 1 Dec
5BR Very Spacious Home! Perfect for Family!

Aparthotel in Downtown Louisville

4.0 star property
8.2 out of 10, Very good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is €173
includes taxes & fees
30 Nov - 1 Dec
CozySuites at Nulu

Holiday Home in Pendleton

9.8 out of 10, Exceptional, (61)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
The price is €209
includes taxes & fees
13 Dec - 14 Dec
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Holiday Home in Schnitzelburg

10.0 out of 10, Exceptional, (22)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
Southern Family Charmer - Perfect Space & Location with style and comfort!

Holiday Home in Germantown

10.0 out of 10, Exceptional, (69)
"The place was very clean and organized. Furniture, floors, and appliances are all of good quality. I enjoyed my stay and would definitely book again "
United States
Victor H.
Close to Expo Ctr, UofL, Walk to bars, shops!

Holiday Home in Poplar Level

9.6 out of 10, Exceptional, (18)
"It was great experience. The hosts were very attentive to our needs and communicate timely. I would stay there again. Thank you."
United States
Emebeth D.
Private Home Close to Zoo, U of L, Churchill Downs

Holiday Home in Jeffersonville

9.0 out of 10, Wonderful, (20)
"This was a great place for us to stay for an event at the expedition center. Close to the highway for quick access to the city. "
United States
Chad L.
The price is €280
includes taxes & fees
2 Dec - 3 Dec
Stylish Jeffersonville Home - Mins from Louisville

Holiday Home in louisville

10.0 out of 10, Exceptional, (46)
"Lovely and calming cottage --stunning landscape."
United States
Kathy K.
The price is €213
includes taxes & fees
30 Nov - 1 Dec
Carriage House, 7 minutes from downtown Louisville

Holiday Home in Jeffersonville

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
Putt Putt House by Louisville Walking Bridge

Aparthotel in Downtown Louisville

2.0 star property
The price is €98
includes taxes & fees
30 Nov - 1 Dec
The Duke 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.
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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 €98 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.