Simpsonville Vacation Rentals

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Vacation Rentals in Simpsonville

Sleeps 26, Hot Tub, Sauna, Privacy on 5 acres

2.0 star property
Simpsonville
Sleeps 26, Hot Tub, Sauna, Privacy on 5 acres

The Bellwether Hotel

3.5 star property
Tyler Park
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
$110 nightly
The price is $128
Dec 9 - Dec 10
Total with taxes and fees
The Bellwether Hotel

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
$154 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
Stellar Suites

Hancock House

3.0 star property
Downtown Louisville
8.2 out of 10, Very Good, (245)
"Worked great for our family. Would stay again. "
United States
Manda
$150 nightly
The price is $175
Dec 9 - Dec 10
Total with taxes and fees
Hancock House

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

Louisville
9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
$1,060 nightly
The price is $1,230
Dec 4 - Dec 5
Total with taxes and fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

The Duke Hotel

2.0 star property
Downtown Louisville
$140 nightly
The price is $162
Dec 4 - Dec 5
Total with taxes and fees
The Duke Hotel

CozySuites at Nulu

4.0 star property
Downtown Louisville
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
$173 nightly
The price is $201
Dec 7 - Dec 8
Total with taxes and fees
CozySuites at Nulu

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

Bagdad
9.6 out of 10, Exceptional, (239)
"Great place to stay, quiet, beautiful scenery and plenty of games and things to do. "
United States
Leah G.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
$220 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Close to Everything in Louisville!!!

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (40)
"The property was great for a best friend trip to bourbon trail. Very easily accessible and super close to downtown. We lived our stay here. "
United States
Cody M.
$195 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
The Caldwell - Germantown Highlands

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Jeffersontown
9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
$639 nightly
The price is $742
Dec 8 - Dec 9
Total with taxes and fees
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (86)
"Was a good place to stay. Check-in was easy. The kitchen was nice enough. "
United States
Anonymous traveler
Spectacular waterfront house!

Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub

Bloomfield
$856 nightly
The price is $944
Dec 8 - Dec 9
Total with taxes and fees
Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub

Preston Retreat - Convenient Germantown Location

Merriwether
5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
$213 nightly
The price is $217
Dec 7 - Dec 8
Total with taxes and fees
Preston Retreat - Convenient Germantown Location

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (104)
"The apartment was very cute and close to a lot of activities! It was also clean and comfortable. The hosts were very responsive to all my questions. Great place!"
United States
Kristi E.
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 clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Louisville
9.8 out of 10, Exceptional, (18)
"Nice place to stay"
United States
Terry M.
$138 nightly
The price is $160
Dec 7 - Dec 8
Total with taxes and fees
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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

Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands

Louisville
10.0 out of 10, Exceptional, (10)
"My family of four (boys 9 and 11) were in town for a week to visit family. Great stay, clean place, wonderfully helpful and responsive owner. "
United States
Matthew B.
$226 nightly
The price is $263
Dec 8 - Dec 9
Total with taxes and fees
Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands

Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

Louisville
10.0 out of 10, Exceptional, (26)
"Great host, went out of his way to make our stay great. Would definitely stay again. "
United States
Lawrence R.
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
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 vacation rentals

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

Simpsonville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Simpsonville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simpsonville rentals

At Expedia, we put the best Simpsonville vacation 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 vacation.

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 vacation rental in Simpsonville?

Yes, you can find vacation rentals near the most popular local attractions in Simpsonville, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Simpsonville?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This vacation home rental outside of Simpsonville is located on a river and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Simpsonville?

Choose from 8 Expedia vacation rentals in Simpsonville for a memorable vacation.

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 vacation rental in Simpsonville like?

A vacation rental is a private property you can book for a few weeks or just a few days in Simpsonville. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.