Simpsonville Holiday Rentals

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Holiday Rentals in Simpsonville

The Bellwether Hotel

3.5 star property
Tyler Park
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is AU$185
includes taxes & fees
30 Nov - 1 Dec
The Bellwether Hotel

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (113)
"Clean and great location "
United States
Greg
The price is AU$252
includes taxes & fees
18 Dec - 19 Dec
Stellar Suites

Hancock House

3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (245)
"Great stay!"
United States
Tim
Hancock House

CozySuites at Nulu

4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26)
"The property was very nice however one of the bedrooms reeped of pet urine. I contacted them several times. They promised to send a handy man by but never did. We stayed 4 days. We could not use the second bedroom due to the order. They have not responded as of todax."
United States
Felicia
The price is AU$328
includes taxes & fees
18 Nov - 19 Nov
CozySuites at Nulu

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (85)
"We had a great time and loved the view of the river! "
United States
Michael B.
Spectacular waterfront house!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Louisville
9.8 out of 10, Exceptional, (76)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
United States
Alec E.
The price is AU$1,902
includes taxes & fees
18 Nov - 19 Nov
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bagdad
9.6 out of 10, Exceptional, (239)
"This house was perfect for a ladies getaway.."
United States
Lisa B.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Shelbyville
9.4 out of 10, Exceptional, (39)
"Good accommodations. Has everything needed for a comfortable stay. Good central location for Louisville and Lexington excursions."
United States
Tom F.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (36)
"Very clean and nice place close to the exposition center would stay there again."
United States
jaggers959
The price is AU$394
includes taxes & fees
24 Nov - 25 Nov
Close to Everything in Louisville!!!

Cozy Bourbon Loft in Louisville’s East Market District

Downtown Louisville
9.4 out of 10, Exceptional, (19)
"Great little spot. Easy walking distance to a lot of attractions. The coffee shop next door is awesome as well."
United States
Kyle P.
The price is AU$284
includes taxes & fees
18 Nov - 19 Nov
Cozy Bourbon Loft in Louisville’s East Market District

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (102)
"Great location and perfect for our needs. Our toddler loved the pictures of the horses. The shared courtyard is really cute. "
United States
MICHELLE M.
Charming Private Bungalow with EV Charger Near Downtown Louisville

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was well maintained and great location as our home base for trips to Louisville and Bardstown."
United States
John S.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Alfesco - Walkable Highlands Guesthouse

Deer Park
8.6 out of 10, Excellent, (10)
"Check in and all communication with Matt was flawless. The accommodations were perfect for our weekend stay. Very clean, bright and quiet."
United States
Maria G.
The price is AU$233
includes taxes & fees
18 Nov - 19 Nov
Alfesco - Walkable Highlands Guesthouse

New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Schnitzelburg
8.8 out of 10, Excellent, (12)
"Great place to stay. Clean place and the hot tub was relaxing."
United States
Tony S.
New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Avondale Melbourne Heights
9.8 out of 10, Exceptional, (14)
"Family Christmas"
United States
James K.
Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Newly renovated 4BR CozySuites

4.0 star property
Smoketown Jackson
10.0 out of 10, Exceptional, (1)
"Excellent "
United States
Naguib
Newly renovated 4BR CozySuites

The Gallery Loft - Walk & Dine!

Clifton
9.8 out of 10, Exceptional, (56)
"Great location! Fun place. "
United States
Mike G.
The Gallery Loft - Walk & Dine!

Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

Tyler Park
10.0 out of 10, Exceptional, (18)
"This place was perfect for our group. We had 6 couples stay and it was such a great location. It is close to so many things to do and the grocery store is right behind the house. Would definitely stay here again."
United States
Darren D.
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (38)
"Great property and location. Scott was great to deal with and very responsive. "
Canada
Mieka W.
The price is AU$298
includes taxes & fees
23 Nov - 24 Nov
The Caldwell - Germantown Highlands

Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!

Prospect
10.0 out of 10, Exceptional, (6)
"Amazing views of the Ohio River and unique design with a lot of character. It was the perfect amount of communal space and privacy for our family of four.Only negatives were some deferred maintenance (leaking fridge, missing remotes, dirty air filter and some outdoor lights out)"
United States
David A.
The price is AU$647
includes taxes & fees
18 Nov - 19 Nov
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!
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, 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 favourite 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 depend 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 AU$185 per night. Entering your travel dates in the search wizard might find you 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?

Large Eclectic 4-bed Newly Renovated House Plenty Street Parking by Shelby Park: This holiday home rental outside of Simpsonville has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.