Vacation rentals in Shelby County

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Shelby County vacation rentals

Other great vacation rentals in Shelby County

Superhost
Home in Shelbyville
4.79 out of 5 average rating, 103 reviews

2 Bed/2.5 Bath Restored Beauty - Pistachio Palace

KristinaRating, 5 stars1 month ago
My husband & I visited Lisa's Pitashio Palace over Valentine's weekend & it was the perfect romantic get away!! The home is so charming & full of character. They just don't make homes like this anymore. The home had everything we needed to be comfortable during our stay. Lisa was very attentive & answered all of our questions quickly. The neighborhood is a little rough as some of the other reviews mention, but we never felt unsafe during our stay. We would 100% stay here again!!
Top guest favourite
Farm stay in Simpsonville
5 out of 5 average rating, 22 reviews

4BR Farm~Bourbon Trail~private pool~horses

JasonRating, 5 stars2 months ago
We had a wonderful Christmas celebration at Sabre Hill Farm! Private, beautiful, and an awesome mule named Judy!
Guest favourite
Cottage in Shelbyville
4.95 out of 5 average rating, 61 reviews

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

RachelRating, 5 stars2 months ago
Thanks to Madeline for a lovely stay. The home was beautifully decorated and exactly as described! The spacious and modern kitchen was perfect for talking and sipping as we cooked dinner.
Guest favourite
Home in Louisville
5 out of 5 average rating, 53 reviews

Countryside Getaway

ZacharyRating, 5 stars3 months ago
We stay here every year when visiting family for thanksgiving. It is perfect for our small family. The host is always so responsive. The property is beautiful. I can’t recommend this airbnb highly enough. Thank you Gordana!!
Guest favourite
Farm stay in Louisville
5 out of 5 average rating, 6 reviews

Modern farmhouse on Kentucky horse farm

EvanRating, 5 stars5 months ago
This farmhouse was a wonderful place for a small group stay over a long weekend. Easy access to the freeway and a short drive into Louisville, but far enough away that it's quiet and peaceful. Beds were extremely comfortable! There were great touches and the view from the back deck over the farm was stunning. Note that the single bathroom is on the first floor. We would definitely stay again in the future!
Guest favourite
Home in Shelbyville
4.94 out of 5 average rating, 63 reviews

B on the Bourbon Trail with pub, pool and hot tub

PuneetRating, 5 stars2 months ago
It was an amazing experience to live in the place , definitely suggest to everyone 🙂
Top guest favourite
Home in Shelbyville
4.94 out of 5 average rating, 18 reviews

Bourbon Trail | Hot Tub | Speakeasy | Game Rm!

AnnRating, 5 stars2 months ago
We really enjoyed our stay at Chelle's lovely home; very spacious e nicely decorated. Easily able to accommodate large groups. The location was easily walkable to the historic district e downtown Shelbyville. We appreciated the central location between Louisville e Frankfort to explore the Bourbon trail.
Top guest favourite
Home in Bagdad
5 out of 5 average rating, 24 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

Pamela AnnRating, 5 stars4 months ago
This house was PERFECT! There was plenty to do or just relax and enjoy the property. It is very close to distilleries, wineries and restaurants. We hope to visit again sometime!

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Shelby County