Simpsonville Holiday Rentals

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Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Simpsonville

The Bellwether Hotel
Private kitchen

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (15)
"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 HK$915
HK$1,063 total
includes taxes & fees
10 Aug - 11 Aug
The Bellwether Hotel
Stellar Suites
2 bedrooms, premium bedding, down duvets, memory-foam beds

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (99)
"Great spot a must stay"
The price is HK$802
HK$1,341 total
includes taxes & fees
28 Jul - 29 Jul
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
6.2 out of 10, (10)
"Close to walk to"
InTown Suites Extended Stay Louisville KY - Preston Hwy
Newly renovated 4BR CozySuites
Private kitchen

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites
Hancock House
View from room

Hancock House

3.0 star property
8.0 out of 10, Very good, (237)
"Excellent location, great parking, well equipped apartment with a comfortable bed. I’d highly recommend to anyone wanting to explore Louisville, and will definitely stay again!"
Hancock House
CozySuites at Nulu
Seasonal outdoor pool

CozySuites at Nulu

4.0 star property
8.0 out of 10, Very good, (20)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is HK$589
HK$1,549 total
includes taxes & fees
21 Jul - 22 Jul
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, (68)
"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 HK$4,938
HK$9,659 total
includes taxes & fees
14 Jul - 15 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Big Chill! 5br 2ba Walkable- Hot tub!
Terrace/patio

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

2.0 star property
9.4 out of 10, Exceptional, (9)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
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 HK$392
HK$1,093 total
includes taxes & fees
14 Jul - 15 Jul
4 rooms for rent
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Microwave, oven, stovetop, dishwasher

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.4 out of 10, Exceptional, (9)
"Super cute"
The price is HK$569
HK$1,298 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Tree-Lined Carriage Home - Stay in Serenity!
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Outdoor dining

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is HK$2,163
HK$5,569 total
includes taxes & fees
12 Aug - 13 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Outdoor spa tub

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (215)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
The Caldwell - Germantown Highlands
Fridge, microwave, oven, stovetop

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (21)
"Very pleasant stay in a beautifully appointed,immaculate home. Definitely will book again!"
The price is HK$620
HK$1,585 total
includes taxes & fees
30 Jul - 31 Jul
The Caldwell - Germantown Highlands
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, (227)
"This house was perfect for a ladies getaway.."
The price is HK$3,250
HK$5,321 total
includes taxes & fees
13 Aug - 14 Aug
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
3 BR Downtown Sanctuary! Huge back yard
TV, offices

3 BR Downtown Sanctuary! Huge back yard

8.8 out of 10, Excellent, (33)
"House was very nice"
The price is HK$871
HK$1,953 total
includes taxes & fees
21 Jul - 22 Jul
3 BR Downtown Sanctuary! Huge back yard
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails
Outdoor spa tub

Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

9.6 out of 10, Exceptional, (45)
"Lovely quiet spot. We enjoyed our time here."
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails
New! Walkable, Classic Design - Sleeps 4!
1 bedroom, WiFi, bed sheets

New! Walkable, Classic Design - Sleeps 4!

9.6 out of 10, Exceptional, (8)
"Cool spot to relax and felt very upscale."
New! Walkable, Classic Design - Sleeps 4!
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Terrace/patio

Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

9.8 out of 10, Exceptional, (54)
"The property was very nice. Everything we wanted to do was less than a 20min drive from the property. Everyone had a great time!"
The price is HK$848
HK$3,171 total
includes taxes & fees
20 Jul - 21 Jul
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
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, (90)
"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
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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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?

Newly renovated 4BR CozySuites: This holiday home rental outside of Simpsonville offers a garden, a BBQ 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 that you can cook with friends or family.

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.