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Top Holiday Rentals in Simpsonville

Sleeps 24, 6BR, 4BA, Hot Tub

10.0 out of 10, Exceptional, (7)
"Thanks for the great stay! "
Sleeps 24, 6BR, 4BA, Hot Tub

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (99)
"Great spot a must stay"
The price is £133
includes taxes & fees
25 Aug - 26 Aug
Stellar Suites

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (16)
"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 £95
includes taxes & fees
10 Aug - 11 Aug
The Bellwether Hotel

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
7.0 out of 10, Good, (12)
"Staff has been great "
InTown Suites Extended Stay Louisville KY - Preston Hwy

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites

Hancock House

3.0 star property
8.2 out of 10, Very good, (240)
"Worked great for our family. Would stay again. "
Hancock House

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

9.8 out of 10, Exceptional, (70)
"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 £850
includes taxes & fees
11 Aug - 12 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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 £148
includes taxes & fees
17 Aug - 18 Aug
CozySuites at Nulu

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

2.0 star property
9.4 out of 10, Exceptional, (10)
"We have stayed twice and both experiences were great!!"
Big Chill! 5br 2ba Walkable- Hot tub!

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

9.6 out of 10, Exceptional, (228)
"This house was perfect for a ladies getaway.."
The price is £468
includes taxes & fees
13 Aug - 14 Aug
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

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 £107
includes taxes & fees
30 Jul - 31 Jul
4 rooms for rent

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

10.0 out of 10, Exceptional, (216)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.4 out of 10, Exceptional, (9)
"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 £127
includes taxes & fees
4 Aug - 5 Aug
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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 £483
includes taxes & fees
30 Jul - 31 Jul
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Spectacular waterfront house!

9.6 out of 10, Exceptional, (77)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

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

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

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (27)
"Nice house for our weekend stay. We would book again! "
The price is £147
includes taxes & fees
30 Jul - 31 Jul
The Caldwell - Germantown Highlands

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

9.4 out of 10, Exceptional, (47)
"Lovely quiet spot. We enjoyed our time here."
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

3 BR Downtown Sanctuary! Huge back yard

8.8 out of 10, Excellent, (36)
"House was very nice"
The price is £183
includes taxes & fees
30 Jul - 31 Jul
3 BR Downtown Sanctuary! Huge back yard

New! Walkable, Classic Design - Sleeps 4!

9.6 out of 10, Exceptional, (9)
"We loved the apartment! Super clean and great area!A few suggestions:Need a full sized mirrorToilet Paper and Paper Towels better stocked Wine Glasses/Cocktail Glasses"
New! Walkable, Classic Design - Sleeps 4!
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

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.