Simpsonville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in Simpsonville

Stellar Suites
Signature Suite, 1 Queen Bed, Non Smoking | 2 bedrooms, premium bedding, down comforters, memory foam beds

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (104)
"Great spot a must stay"
The price is ￥16,991
￥27,477 total
includes taxes & fees
Sep 29 - Sep 30
Stellar Suites
InTown Suites Extended Stay Louisville KY - Preston Hwy
Fridge, microwave, stovetop, freezer

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
6.8 out of 10, (17)
"Staff has been great "
InTown Suites Extended Stay Louisville KY - Preston Hwy
Hancock House
Executive Room | View from room

Hancock House

3.0 star property
8.2 out of 10, Very Good, (241)
"Worked great for our family. Would stay again. "
Hancock House
The Bellwether Hotel
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels

The Bellwether Hotel

2.0 star property
8.2 out of 10, Very Good, (17)
"The boutique Bellwether Hotel is so beautiful and a step back in time. The art deco design, the second floor lounge, and the rooms all beautifully decorated and comfortable. Walk to restaurants, grocery, bars and antique shops. "
The price is ￥21,606
￥25,079 total
includes taxes & fees
Sep 23 - Sep 24
The Bellwether Hotel
Newly renovated 4BR CozySuites
House | Private kitchen | Fridge, microwave, oven, stovetop

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites
CozySuites at Nulu
Seasonal outdoor pool

CozySuites at Nulu

4.0 star property
8.2 out of 10, Very Good, (21)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is ￥10,095
￥28,088 total
includes taxes & fees
Sep 8 - Sep 9
CozySuites at Nulu
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

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

9.8 out of 10, Exceptional, (71)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is ￥103,774
￥196,098 total
includes taxes & fees
Sep 22 - Sep 23
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Exterior

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

8.8 out of 10, Excellent, (8)
"Had a great time "
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Wanderlust - Hot tub / fire pit - Location!
Outdoor spa tub

Wanderlust - Hot tub / fire pit - Location!

9.8 out of 10, Exceptional, (7)
"4 guys in our group. We all had big comfy beds and enjoyed the hot tub and fire pit outside. Would recommend!"
Wanderlust - Hot tub / fire pit - Location!
Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
2 bedrooms, free WiFi, bed sheets

Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

9.8 out of 10, Exceptional, (34)
"A rustic cabin situated in a quiet rural setting with all the essentials provided for a restful getaway. Clean and well maintained, with a super simple check-in process. "
Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Exterior

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

9.6 out of 10, Exceptional, (229)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Close to Everything in Louisville!!!
Exterior detail

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (33)
"House provided a clean environment and space for three adults and two small dogs. It was central location to get to other stops in Louisville. Enclosed back yard provided spot for dogs. Neighbors were nice. Everything we needed was provided. "
The price is ￥17,073
￥42,219 total
includes taxes & fees
Sep 13 - Sep 14
Close to Everything in Louisville!!!
4 rooms for rent
Interior

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is ￥7,423
￥20,678 total
includes taxes & fees
Sep 4 - Sep 5
4 rooms for rent
Gallant Fox - NuLu/Downtown
Fridge, microwave, oven, stovetop

Gallant Fox - NuLu/Downtown

10.0 out of 10, Exceptional, (23)
"This was a beautiful place and close to great restaurants downtown. Would definitely recommend!"
The price is ￥16,702
￥46,784 total
includes taxes & fees
Sep 8 - Sep 9
Gallant Fox - NuLu/Downtown
Big Chill! 5br 2ba Walkable- Hot tub!
Terrace/patio

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.0 out of 10, Wonderful, (12)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Outdoor dining

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (179)
"Way beyond our expectations. We loved our stay!"
The price is ￥26,723
￥54,109 total
includes taxes & fees
Sep 8 - Sep 9
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (14)
"We absolutely loved staying here while in town visiting family. This place is spacious and beautifully decorated with lots of amenities. We would definitely stay here again. "
The price is ￥10,756
￥24,545 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Outdoor pool

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

10.0 out of 10, Exceptional, (95)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Louisville's Best Area, Walk to All!
Exterior

Louisville's Best Area, Walk to All!

9.8 out of 10, Exceptional, (177)
"A beautiful, well maintained and clean home. The owners were responsive, friendly and helpful. I would absolutely stay here again."
Louisville's Best Area, Walk to All!
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
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

Find out more about Simpsonville

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:

  • View our selection of featured holiday rentals in Simpsonville
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Look no further and take a look at our great range of rental properties in Simpsonville!

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?

Newly renovated 4BR CozySuites: This vacation home rental outside Simpsonville offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.