Holiday Homes in Smithfield

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Smithfield

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Microwave, oven, stovetop, dishwasher

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
Spectacular waterfront house!
Outdoor spa tub

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!
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Terrace/patio

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.
‘Big’ Little Farmhouse w Hot Tub- 4bd
Exterior

‘Big’ Little Farmhouse w Hot Tub- 4bd

9.0 out of 10, Wonderful, (36)
"The house was perfect for our group! Location was great! "
‘Big’ Little Farmhouse w Hot Tub- 4bd
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

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!
Historic Cottage with modern amenities
Terrace/patio

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
Louisville Country Manor - Pool & Pickleball!
Interior

Louisville Country Manor - Pool & Pickleball!

10.0 out of 10, Exceptional, (11)
"Golf trip with my buddies, place was clean with all the amenities. "
Louisville Country Manor - Pool & Pickleball!
Sleeps 24, 6BR, 4BA, Hot Tub
TV, fireplace, video games

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
Terrace/patio

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
Centrally located retreat in Louisville! New hottub! Driveway and garage parking
Fridge, microwave, oven, stovetop

Centrally located retreat in Louisville! New hottub! Driveway and garage parking

9.8 out of 10, Exceptional, (11)
"Nice, clean and very accommodating. Host are awesome, very welcoming and helpful. "
Centrally located retreat in Louisville! New hottub! Driveway and garage parking
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
3 bedrooms, travel cot, free WiFi, bed sheets

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 AU$320
includes taxes & fees
7 Aug - 8 Aug
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
Fridge, microwave, oven, stovetop

Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!

10.0 out of 10, Exceptional, (2)
"Everything was great"
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.
Smart TV, fireplace, DVD player, table football

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.
Carriage House, 7 minutes from downtown Louisville
Fridge, microwave, oven, stovetop

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (39)
"Beautiful cottage in a beautiful area. Loved the fireplace and outside seating!"
The price is AU$356
includes taxes & fees
11 Aug - 12 Aug
Carriage House, 7 minutes from downtown Louisville
oasis 522!
Interior

oasis 522!

9.8 out of 10, Exceptional, (8)
"This place was perfect for a Derby week stay. It was convenient to all the towns and distilleries we visited. Was also close to Louisville where we enjoyed The Kentucky Oaks and Derby. All the amenities we needed for our stay. The Main Street area has plenty of eateries and quaint shops. Music lovers would love this spot. Lots of vinyl to listen to for your downtime. We loved it here!"
oasis 522!
Valhalla View Home-Minutes to Golf Course-Perfect for Golfers, Horses, Trailers
Fridge, microwave, oven, stovetop

Valhalla View Home-Minutes to Golf Course-Perfect for Golfers, Horses, Trailers

9.8 out of 10, Exceptional, (7)
"Our 3 night stay was quite enjoyable! Although we were far away from home, the elegantly decorated space made us all feel welcomed. With a remodled bathroom, living space and kitchen, it gave the perfecf combination of luxurwith many amenities and a homie feel. Id stay again!y "
Valhalla View Home-Minutes to Golf Course-Perfect for Golfers, Horses, Trailers
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Outdoor dining

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
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Fridge, microwave, oven, stovetop

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$780
includes taxes & fees
12 Aug - 13 Aug
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Private Entry, Upstairs Queen Bed, Wifi, TV, and Smart Locks for Self Check in
1 bedroom, free WiFi, bed sheets

Private Entry, Upstairs Queen Bed, Wifi, TV, and Smart Locks for Self Check in

5.0 out of 10, (2)
"This was my first VRBO stay and I wasn't sure how to check in. When I arrived I looked around and found someone that was helping out the owner and he helped me check in. I never talked with the owner. Overall it was what I expected and the experiance was just fine."
Private Entry, Upstairs Queen Bed, Wifi, TV, and Smart Locks for Self Check in
*Fun for All *LUX Hot Tub *Fire Pit *Games Galore
Terrace/patio

*Fun for All *LUX Hot Tub *Fire Pit *Games Galore

10.0 out of 10, Exceptional, (17)
"Great country retreat perfect for the bourbon trail."
*Fun for All *LUX Hot Tub *Fire Pit *Games Galore
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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