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Vacation Homes in Smithfield

Our top choices for Smithfield vacation homes

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!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

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

9.4 out of 10, Exceptional, (30)
"This location was great. House worked for us for the week we were in KY for the bourbon trail. Any issue we had while we were there the property owner corrected. "
The price is AED 459
AED 924 total
includes taxes & fees
1 Sep - 2 Sep
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

The Riverside Retreat - Your Coastal Getaway

9.6 out of 10, Exceptional, (48)
"This is a great place to say that is very quiet and peaceful! Perfect for a weekend getaway!"
The Riverside Retreat - Your Coastal Getaway

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

10.0 out of 10, Exceptional, (5)
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!

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 AED 2,567
AED 4,860 total
includes taxes & fees
29 Sep - 30 Sep
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

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!

Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

9.8 out of 10, Exceptional, (6)
"Very nice place to stay in bourbon country! "
The price is AED 650
AED 1,605 total
includes taxes & fees
1 Sep - 2 Sep
Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

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 AED 602
AED 1,262 total
includes taxes & fees
31 Aug - 1 Sep
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

‘Big’ Little Farmhouse w Hot Tub- 4bd

9.2 out of 10, Wonderful, (38)
"Our family came to Louisville for the graduation of our son. We had 4 children ranging from age 5 to age 11. There was enough room for them to play in the yard and in the basement. The hot tub was fun too!"
‘Big’ Little Farmhouse w Hot Tub- 4bd

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

Charming house in one of Louisville's most coveted neighborhoods

10.0 out of 10, Exceptional, (72)
"Cozy, quiet, scenic property run by an extremely responsive host."
Charming house in one of Louisville's most coveted neighborhoods

Hot Tub | Bourbon Trail | Poker Room | 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 AED 1,693
AED 2,121 total
includes taxes & fees
2 Sep - 3 Sep
Hot Tub | Bourbon Trail | Poker Room | Game Rm

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!"
Historic Cottage with modern amenities

The Chuckwick House - Sleeps 10 in Beds

9.4 out of 10, Exceptional, (33)
"Great location for visiting all the distilleries in the area."
The Chuckwick House - Sleeps 10 in Beds

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (40)
"Great little nook for a couples get away!! We enjoyed our stay! Other than having to drive around the road construction on River Road, all was great! "
Carriage House, 7 minutes from downtown Louisville

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!

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

9.8 out of 10, Exceptional, (19)
"Great place good time "
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Peaceful getaway centrally located just min. from Madison and Belterra casino.

9.4 out of 10, Exceptional, (26)
"We enjoyed our stay and would recommend to others."
Peaceful getaway centrally located just min. from Madison and Belterra casino.
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