Simpsonville Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Simpsonville vacation rentals

27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
9.4 out of 10, Exceptional, (6 reviews)
"Clean, lovely stay. "
United States
Hannah
The price is ￥11,299
￥22,352 total
includes taxes & fees
Mar 22 - Mar 23
The Duke Hotel
Premier Studio | View from room

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very Good, (255 reviews)
"Room was clean. Didn't know I needed to supply my own tissues. The noise from the street Thursday and Friday nights was horrific. Cars and or motorcycles squealed and roared at bedtime. I called the police complaint line because there are a lot of people living in that neighborhood. Also, the toilet stool is wobbly."
United States
James
Hancock House
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is ￥8,594
￥22,810 total
includes taxes & fees
Mar 30 - Mar 31
Alfesco - Walkable Highlands Guesthouse
Smart TV, books

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Host was welcoming and gave great ideas of things to do. Nice cozy apartment, would stay again. "
United States
Angela M.
The price is ￥9,584
￥23,465 total
includes taxes & fees
Mar 24 - Mar 25
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Smart TV, video games

Secretariat Twin Spires Suite!

Secretariat Twin Spires Suite!
Jeffersonville
8.8 out of 10, Excellent, (5 reviews)
"Very nice, clean, great location."
United States
Leigh
The price is ￥9,584
￥19,583 total
includes taxes & fees
Mar 25 - Mar 26
Secretariat Twin Spires Suite!
Interior

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
10.0 out of 10, Exceptional, (15 reviews)
"Matt, our host, was amazing and responded quickly to my needs! The unit was in an ideal spot close to many restaurants and shops! I would definitely recommend it and can’t wait to return! "
United States
Russell D.
The price is ￥8,625
￥22,894 total
includes taxes & fees
Mar 18 - Mar 19
Contemporary Studio in NuLu Arts District
Living area

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
9.6 out of 10, Exceptional, (26 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is ￥7,907
￥27,718 total
includes taxes & fees
Mar 23 - Mar 24
Stylish House Walking Distance from the Fun of the Highlands!
TV

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is ￥15,174
￥29,264 total
includes taxes & fees
Mar 22 - Mar 23
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is ￥8,466
￥27,439 total
includes taxes & fees
Mar 18 - Mar 19
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Seasonal outdoor pool

CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
8.0 out of 10, Very Good, (27 reviews)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
United States
Roy
The price is ￥10,981
￥31,217 total
includes taxes & fees
Mar 31 - Apr 1
CozySuites at Nulu
Exterior

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
8.8 out of 10, Excellent, (8 reviews)
"It was everything we needed."
United States
Carmen C.
The price is ￥12,174
￥42,208 total
includes taxes & fees
Mar 30 - Mar 31
St. Matthew’s - Walk to Shops & Restaurants
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (24 reviews)
"Great place "
United States
Scott L.
The price is ￥11,530
￥26,311 total
includes taxes & fees
Mar 22 - Mar 23
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ￥17,429
￥20,231 total
includes taxes & fees
Mar 23 - Mar 24
The Bellwether Hotel
Interior

Thunder Over Louisville Fireworks View Getaway

Thunder Over Louisville Fireworks View Getaway
Jeffersonville
The price is ￥14,475
￥34,649 total
includes taxes & fees
Mar 19 - Mar 20
Thunder Over Louisville Fireworks View Getaway
Bar (on property)

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
Unique Downtown Studio with an Industrial Vibe
Fridge, microwave, oven, stovetop

Louisville Charm | Ideal Location | Walkable | 3BR

Louisville Charm | Ideal Location | Walkable | 3BR
Poplar Level
9.6 out of 10, Exceptional, (25 reviews)
"Host was great parking was great and the property was great. Can’t say enough about this stay it’s the best."
United States
Shawn F.
The price is ￥15,118
￥53,576 total
includes taxes & fees
Mar 19 - Mar 20
Louisville Charm | Ideal Location | Walkable | 3BR
Fridge, microwave, oven, stovetop

Updated 3 Bedroom Centrally Located Near Downtown

Updated 3 Bedroom Centrally Located Near Downtown
Shelby Park
9.4 out of 10, Exceptional, (38 reviews)
"It was very clean, beds slept well, host was responsive, very cute! We enjoyed our stay. "
United States
Christina D.
The price is ￥14,036
￥50,649 total
includes taxes & fees
Mar 31 - Apr 1
Updated 3 Bedroom Centrally Located Near Downtown
Property grounds

Condo in the Highlands walkable to restaurants, bars, and shopping

Condo in the Highlands walkable to restaurants, bars, and shopping
Cherokee Triangle
9.8 out of 10, Exceptional, (45 reviews)
"Host was very helpful in responding to any questions we had! Rooms were set up well. "
United States
Eric A.
The price is ￥14,216
￥50,428 total
includes taxes & fees
Apr 5 - Apr 6
Condo in the Highlands walkable to restaurants, bars, and shopping
Exterior detail

Southern Family Charmer - Perfect Space & Location with style and comfort!

Southern Family Charmer - Perfect Space & Location with style and comfort!
Schnitzelburg
10.0 out of 10, Exceptional, (26 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is ￥16,604
￥48,009 total
includes taxes & fees
Mar 18 - Mar 19
Southern Family Charmer - Perfect Space & Location with style and comfort!
Fridge, microwave, oven, stovetop

Cozy Studio close to Music Hall, Food, & Shops!

Cozy Studio close to Music Hall, Food, & Shops!
Germantown
10.0 out of 10, Exceptional, (83 reviews)
"Host was very welcoming. Amenities were in excellent condition and the property was very nice with cute decor. We enjoyed our stay! "
United States
Ariana C.
Cozy Studio close to Music Hall, Food, & Shops!
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

Home2 Suites by Hilton Louisville Downtown NuLu

Home2 Suites by Hilton Louisville Downtown NuLu

10/10 Excellent
"Kids loved the pool"
Cecelia 1-night trip
Posted 2 hours ago
Home2 Suites by Hilton Louisville Downtown NuLu

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:

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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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This vacation home rental outside of Simpsonville offers a fireplace, a balcony, 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 stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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.