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Our top choices for Smithfield vacation homes

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is AED 349
AED 540 total
includes taxes & fees
12 Dec - 13 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
The price is AED 551
AED 959 total
includes taxes & fees
7 Jan - 8 January 2026
Carriage House, 7 minutes from downtown Louisville

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
St. Matthews
9.0 out of 10, Wonderful, (6)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is AED 281
AED 978 total
includes taxes & fees
14 Dec - 15 Dec
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
8.8 out of 10, Excellent, (9)
"Clean, quiet and a great location. "
United States
Marla B.
The price is AED 359
AED 1,128 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
10.0 out of 10, Exceptional, (18)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is AED 573
AED 1,674 total
includes taxes & fees
14 Dec - 15 Dec
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Avondale Melbourne Heights
9.6 out of 10, Exceptional, (49)
"Great home with plenty of bedrooms and beds. "
United States
Megan D.
The price is AED 606
AED 1,637 total
includes taxes & fees
7 Jan - 8 January 2026
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

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

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is AED 790
AED 1,799 total
includes taxes & fees
12 Dec - 13 Dec
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
2.0 star property
La Grange
10.0 out of 10, Exceptional, (5)
"Clean, remarkably spacious and within walking distance of the historic downtown, that's for starters. My Spouse and I had weekend business in Louisville and Lagrange is just a short hop down the road, but with less traffic, another plus. We highly recommend."
United States
Edward C.
The price is AED 584
AED 1,179 total
includes taxes & fees
5 Jan - 6 January 2026
The Sweet Retreat Wheelchair Accessible Historic Home

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
Bagdad
10.0 out of 10, Exceptional, (22)
"We loved this place. It is beautiful and so peaceful. We visited Frankfort, Versailles, Lexington and Louisville while we were here. It was wonderful."
United States
Shawnee W.
The price is AED 771
AED 2,184 total
includes taxes & fees
14 Dec - 15 Dec
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

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

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
The price is AED 1,319
AED 2,724 total
includes taxes & fees
12 Dec - 13 Dec
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (47)
"Great place, well equipped property with everything you need."
United Kingdom
Niteen S.
The price is AED 643
AED 1,445 total
includes taxes & fees
3 Jan - 4 January 2026
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Luxury Waterfront Retreat, Louisville

Luxury Waterfront Retreat, Louisville
Prospect
9.8 out of 10, Exceptional, (9)
"This is an amazing rental property and friendly accommodating property managers! Great amenities, great location! We were in town for the Derby City National bmx race and this was the perfect property!"
United States
Trissa D.
The price is AED 710
AED 1,651 total
includes taxes & fees
15 Dec - 16 Dec
Luxury Waterfront Retreat, Louisville

St. Matthews Retreat | Relaxing Home w/ Backyard!

St. Matthews Retreat | Relaxing Home w/ Backyard!
2.0 star property
Rockcreek Lexington Road
10.0 out of 10, Exceptional, (3)
"Fantastic service. The home was beautiful and if in town again we would definitely stay there again. Nice area great access to amenities. "
United States
T J.
The price is AED 719
AED 1,519 total
includes taxes & fees
21 Dec - 22 Dec
St. Matthews Retreat | Relaxing Home w/ Backyard!

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
Shelbyville
10.0 out of 10, Exceptional, (2)
"Very pretty remodeled, nicely decorated, spacious Victorian home."
United States
Cheryl M.
The price is AED 1,068
AED 2,448 total
includes taxes & fees
28 Dec - 29 Dec
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail

Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is AED 1,649
AED 3,466 total
includes taxes & fees
12 Dec - 13 Dec
Pendleton, KY Farm in Oldham Co

Bourbon Trail ! | Hot Tub | Speakeasy | Game Rm

Bourbon Trail ! | Hot Tub | Speakeasy | Game Rm
2.0 star property
Shelbyville
10.0 out of 10, Exceptional, (16)
"House was immaculate, communication was wonderful, will book again! "
United States
Deborah B.
Bourbon Trail ! | Hot Tub | Speakeasy | Game Rm

Historic Gaffney House, Exclusive River Estate

Historic Gaffney House, Exclusive River Estate
Louisville
Historic Gaffney House, Exclusive River Estate

Fall Haven - King Beds, Hot Tub

Fall Haven - King Beds, Hot Tub
Louisville
10.0 out of 10, Exceptional, (151)
"Easy to navigate, everyone had space. Will stay again!"
United States
kimberly b.
The price is AED 828
AED 2,070 total
includes taxes & fees
5 Jan - 6 January 2026
Fall Haven - King Beds, Hot Tub

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (24)
"Perfect place for our short stay in Louisville! Very nice neighborhood and cozy cottage! "
United States
Adrienne H.
The price is AED 918
AED 1,543 total
includes taxes & fees
11 Jan - 12 January 2026
Historic Cottage with modern amenities

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
The price is AED 2,311
AED 4,519 total
includes taxes & fees
22 Dec - 23 Dec
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
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