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Top 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!

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

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 £836
includes taxes & fees
25 Aug - 26 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (12)
"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 £125
includes taxes & fees
18 Aug - 19 Aug
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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

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

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.

Hot Tub | Bourbon Trail | Speakeasy | 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 £436
includes taxes & fees
17 Aug - 18 Aug
Hot Tub | Bourbon Trail | Speakeasy | Game Rm

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

9.8 out of 10, Exceptional, (19)
"Great place good time "
The price is £553
includes taxes & fees
25 Aug - 26 Aug
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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

9.8 out of 10, Exceptional, (13)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is £317
includes taxes & fees
17 Aug - 18 Aug
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Historic Cottage with modern amenities

9.4 out of 10, Exceptional, (22)
"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 £266
includes taxes & fees
17 Aug - 18 Aug
Historic Cottage with modern amenities

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

Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

9.6 out of 10, Exceptional, (5)
"Very nice place to stay in bourbon country! "
The price is £290
includes taxes & fees
27 Aug - 28 Aug
Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

Quiet Area - Expressway Nearby - Families Welcome!

10.0 out of 10, Exceptional, (45)
"Everything was beautiful, and the host were great"
Quiet Area - Expressway Nearby - Families Welcome!

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

9.6 out of 10, Exceptional, (28)
"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 £189
includes taxes & fees
27 Aug - 28 Aug
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Charming house in one of Louisville's most coveted neighborhoods

10.0 out of 10, Exceptional, (71)
"Cozy, quiet, scenic property run by an extremely responsive host."
The price is £226
includes taxes & fees
27 Aug - 28 Aug
Charming house in one of Louisville's most coveted neighborhoods

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 £262
includes taxes & fees
1 Sept - 2 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, (133)
"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 £301
includes taxes & fees
27 Aug - 28 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)
"This was easily one of the most unique experiences and stays our group has had. Anytime I am in the Louisville/Lexington area, I will make sure I check this listing first for my stay! "
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION
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 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?

Spectacular waterfront house!: This holiday home rental outside of Smithfield is located on a river, and has a balcony, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.