Smithfield Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Smithfield

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!

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 AU$258
includes taxes & fees
4 Aug - 5 Aug
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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 AU$1,736
includes taxes & fees
11 Aug - 12 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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 AU$885
includes taxes & fees
13 Aug - 14 Aug
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

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

10.0 out of 10, Exceptional, (1)
"This post will be long. My family and I were completely surprised by the beauty of this property. The intentionality of the bedrooms, interior decorations, the size of the property , so we all could stretch out. I am thoroughly impressed. We will be back."
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Bourbon Trail | Speakeasy | Hot Tub | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (9)
"Such a beautiful house it was just as described very clean and in a great location for the bourbon trail I would stay again hands down."
The price is AU$901
includes taxes & fees
17 Aug - 18 Aug
Bourbon Trail | Speakeasy | Hot Tub | Game Rm

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 AU$218
includes taxes & fees
4 Aug - 5 Aug
4 rooms for rent

Historic Cottage with modern amenities

9.4 out of 10, Exceptional, (21)
"In town for a wedding, cottage was fantastic. Loved the floor plan and elegant interior. Hoping to stay here again during Derby week, until next time - Cheers!"
The price is AU$554
includes taxes & fees
17 Aug - 18 Aug
Historic Cottage with modern amenities

Sleeps 24, 6BR, 4BA, Hot Tub

10.0 out of 10, Exceptional, (8)
"Thanks for the great stay! "
Sleeps 24, 6BR, 4BA, Hot Tub

Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms

9.8 out of 10, Exceptional, (7)
"What a great place to stay! Great location close to downtown Louisville. Plenty of sleeping options for my 5 friends. Great communication with owner. Highly recommend this place for your bourbon trail experience. "
Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.6 out of 10, Exceptional, (27)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
The price is AU$358
includes taxes & fees
4 Aug - 5 Aug
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10.0 out of 10, Exceptional, (148)
"Very nice and clean! Beautiful view of the river."
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

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 AU$579
includes taxes & fees
2 Sept - 3 Sept
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

9.8 out of 10, Exceptional, (131)
"Such a cool and relaxing place to spend a few days! We don't like to overschedule our getaways so having a clean, cozy and interesting place to stay is always a priority so that we can simply relax! This was perfect for us. Close enough to bourbon tours and delightful hosts. Highly recommend!"
The price is AU$625
includes taxes & fees
4 Aug - 5 Aug
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana

Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

10.0 out of 10, Exceptional, (71)
"Awesome place!! The loft was unique, homey, and beautiful. Hosts were great. "
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (12)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is AU$769
includes taxes & fees
26 Aug - 27 Aug
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (27)
"We loved the house. Super clean, comfortable and great artwork! Owners were very helpful and made sure our stay exceeded expectations. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!

10.0 out of 10, Exceptional, (15)
"The cabin and area was very beautiful. I would certainly rent this cabin again. Host was easy to work with, cabin very clean, and kitchen stocked with nice dishes & pans."
Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Smithfield Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Smithfield?

Yes, there are holiday rentals close to the most popular sights in Smithfield, 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 Smithfield has to offer?

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly: This holiday home rental outside of Smithfield has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Smithfield?

Explore the area and family-friendly sights such as IceLand Sports Complex, or get out into nature at a spot like Lagrange Quarry. Yew Dell Botanical Gardens and Kentucky Artisan Distillery are a couple of places you'll find in the wider area.

What’s a holiday rental in Smithfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Smithfield. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.