
Vacation rentals in Shelby County
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Top-rated vacation rentals in Shelby County
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Other great vacation rentals in Shelby County
Superhost

Home in Shelbyville
4.79 out of 5 average rating, 103 reviews2 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 reviews4BR 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 reviews2025 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 reviewsCountryside 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 reviewsModern 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 reviewsB 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 reviewsBourbon 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 reviewsPrivate 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
- Rentals with pools Shelby County
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- Rentals with a hot tub Shelby County
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- Monthly Rentals Shelby County
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