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Compare 185 Vacation Homes in Smithfield with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (33)
"The house was a great location for doing a lot of the distilleries. With my big group we had no problems with places to sleep and hang out. A+++"
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (11)
"There are a few issues with the listing and the property. Very happy overall with our stay. However, second bathroom door does not latch. No heat register in the second bathroom which makes it very cold. Master bedroom door does not latch. Grounds were not kept up very well. Extensions cords laying across the back sidewalk. Yard is NOT fenced in like the description indicates. We loved the location and the overall layout of the house, just needs some attention. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,384
AED 4,617 total
includes taxes & fees
1 Jan - 2 January 2025
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

12 Guest/Top Area /Families/Park

9.6 out of 10, Exceptional, (4)
"Very clean with plenty of room for everyone. Comfortable beds, and all the essentials. Would definitely stay again!"
12 Guest/Top Area /Families/Park

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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is AED 364
AED 793 total
includes taxes & fees
1 Jan - 2 January 2025
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (18)
"We stayed at the house for two nights while in town for a horse show. We had an amazing time and the house was perfect for us. The house had everything we needed and we really enjoyed the deck out back with the small fire pit and view of the river! Overall an awesome house. "
Family/Pet-Friendly Riverside Home w/Amazing Views

All You Need and More!

9.6 out of 10, Exceptional, (112)
"My friends and I booked this property so that we would have accommodations for all of us. The property was clean and spacious. The owner was very communicative. The stay was very smooth overall. Although we were a group of five adults, this property would be ideal for a family or families. Be aware that the property is about a 25 minute Uber ride from Main Street (and the listing does not suggest otherwise). Our group was happy to sacrifice proximity to Main Street in order to have...
All You Need and More!

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (27)
"Very much liked the stay at Carriage House. Everything we needed was right there. Thanks for letting us stay, we enjoyed our visit."
The price is AED 551
AED 972 total
includes taxes & fees
26 Dec - 27 Dec
Carriage House, 7 minutes from downtown Louisville

The Chuckwick House - Sleeps 10 in Beds

9.6 out of 10, Exceptional, (25)
"This property was very clean. The upstairs futon wasn’t very comfortable to sit. Supplies were great. Enough paper products, cleaning products and coffee/creamer. Upstairs had a floor a/c unit that was pretty noisy. The location is in the middle of a lot of stuff. Pizza place behind the rental was excellent. "
The Chuckwick House - Sleeps 10 in Beds

Upscale Kentucky Bourbon Trail & Close to Louisville

9.8 out of 10, Exceptional, (7)
"Everything about our getaway was perfect. We arrived to the house around 9 and the keyless entry was flawless. The house was exactly as the pictures described and was perfect for two couples. The decor of the home was nicely created and felt very homey. We spent most of our time on the Bourbon Trail and loved the location so we could get to where we were going in about 30 to 45 minutes. Buffalo Trace was a daily stop and was a 30 minute drive. We’d definitely recommend this home. "
Upscale Kentucky Bourbon Trail & Close to Louisville

The Norton Commons Luxe

10.0 out of 10, Exceptional, (25)
"We rented two houses in the same neighborhood to hold an off-site business meeting. This particular house was the 'meeting' house because of the gathering spaces both during and after the meeting. The home is very nice and in good condition with everything we needed including several large areas for breakouts and room for 11 ppl to meet in the same space for discussions and review of visual information on the TV."
The Norton Commons Luxe

Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit

10.0 out of 10, Exceptional, (48)
"Great time spent with family. "
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit

Upscale Kentucky Bourbon Trail & Close to Louisville

10.0 out of 10, Exceptional, (20)
"We all loved the property and had more than enough space for 6 of us to relax after visiting distilleries. Having 2 kitchens and 2 living rooms was perfect when we needed some space or quiet, and there is a good sized tvs in each living room. The bathrooms and kitchens are nicely updated. We walked to dinner in downtown shelbyville - about 4-5 blocks. We would definitely stay there again. "
Upscale Kentucky Bourbon Trail & Close to Louisville

Bourbon Trail Near Buffalo Trace-Hot Tub & Fire Pit

10.0 out of 10, Exceptional, (10)
"This home is well appointed and met our needs for a wonderful family gathering from several states. The beds are very comfortable. It is located a ways in the hilly countryside where deer wander through the yard in early morning."
Bourbon Trail Near Buffalo Trace-Hot Tub & Fire Pit

Walk to Boat Ramp: Fenced Home in Jeffersonville!

8.8 out of 10, Excellent, (9)
"It’s great home with plenty amenities, good location, and very affordable"
Walk to Boat Ramp: Fenced Home in Jeffersonville!

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

10.0 out of 10, Exceptional, (10)
"Had a great night stay here. Lots of activities to do in the house with the pool table, TVs, and hot tub. Beds were very comfortable. Overall, great stay!"
The price is AED 1,466
AED 2,920 total
includes taxes & fees
28 Dec - 29 Dec
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

10.0 out of 10, Exceptional, (19)
"We were pleasantly surprised at the convenience of the property to main thoroughfares. The home was clean and neat and well appointed. It was decorated for the holiday, which was a pleasant surprise. The VRBO process was easy and the host was responsive. A truly nice experience."
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

The Kentucky Spirit Retreat - Norton Commons

9.6 out of 10, Exceptional, (5)
"The 4 Bedroom property was impeccable and the management company was responsive resolving any small issues Location++ I will be returning with Famiy again !"
The Kentucky Spirit Retreat - Norton Commons

Bourbon Trail Central

10.0 out of 10, Exceptional, (4)
"The location was great! Within walking distance to restaurants and a great park. Had a beautiful, spacious fenced in back yard - perfect for my 4 year old! House provided a bunch of board games and outdoor games. Beds were comfortable. Kitchen had EVERYTHING! Owner was super responsive and helpful!"
Bourbon Trail Central

The Plume at The Purple Martin - 1 bed 1 bath unit in Norton Commons

The price is AED 624
AED 1,757 total
includes taxes & fees
1 Jan - 2 January 2025
The Plume at The Purple Martin - 1 bed 1 bath unit in Norton Commons
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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Other property types in Smithfield

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

9.6 out of 10, Exceptional, (210)
"Great cabin in close proximity to several distilleries. Communication with the owner was excellent. She answered all our questions very quickly. The cabin was clean and decorated for Christmas, which our family loved. We enjoyed the trails and my son found that their pond does have 5lb largemouth bass. Know that if you go with multiple families or large groups, you'll most likely be sharing some bedrooms. We were aware of this ahead of time and didn't bother us. Only thing keeping the cabin from...
The price is AED 1,098
AED 1,949 total
includes taxes & fees
5 Jan - 6 January 2025
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,384
AED 4,617 total
includes taxes & fees
1 Jan - 2 January 2025
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

10.0 out of 10, Exceptional, (31)
"Loved the stay,the cabin and the area. Will definitely be back"
The price is AED 551
AED 688 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
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.