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Shelby County Vacation Rentals

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Sep 5 - Sep 7
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Sep 12 - Sep 14
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Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Featured Vacation Homes in Shelby County

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Outdoor dining

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (2)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
The price is CA $338
CA $924 total
includes taxes & fees
Sep 1 - Sep 2
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Carriage on Petticoat
Terrace/patio

Carriage on Petticoat

2.0 star property
10.0 out of 10, Exceptional, (22)
"Very nice house. Conveniently located and the host was very responsive."
The price is CA $206
CA $472 total
includes taxes & fees
Sep 2 - Sep 3
Carriage on Petticoat
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

8.8 out of 10, Excellent, (57)
"The property was nice and felt cozy the entire stay"
The price is CA $82
CA $218 total
includes taxes & fees
Sep 3 - Sep 4
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
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
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Fridge, microwave, oven, stovetop

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.6 out of 10, Excellent, (17)
"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"
The price is CA $265
CA $611 total
includes taxes & fees
Sep 23 - Sep 24
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Close to Everything in Louisville!!!
Exterior detail

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (33)
"Very clean and nice place close to the exposition center would stay there again."
The price is CA $158
CA $391 total
includes taxes & fees
Sep 1 - Sep 2
Close to Everything in Louisville!!!
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Exterior

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

8.8 out of 10, Excellent, (8)
"Visit to celebrate my wife’s commencement, we all enjoyed our stay very much"
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Spectacular waterfront house!
Outdoor spa tub

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!
The Caldwell - Germantown Highlands
Fridge, microwave, oven, stovetop

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (30)
"Nice house for our weekend stay. We would book again! "
The price is CA $98
CA $265 total
includes taxes & fees
Sep 1 - Sep 2
The Caldwell - Germantown Highlands
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
TV, foosball, offices

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.4 out of 10, Exceptional, (30)
"Great location and awesome place to stay. We all had a great time!"
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
Louisville's Best Area, Walk to All!
Exterior

Louisville's Best Area, Walk to All!

9.8 out of 10, Exceptional, (177)
"A beautiful, well maintained and clean home. The owners were responsive, friendly and helpful. I would absolutely stay here again."
Louisville's Best Area, Walk to All!
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

8.6 out of 10, Excellent, (33)
"We’ve enjoyed our stay. Great people to work with. "
The price is CA $103
CA $238 total
includes taxes & fees
Sep 9 - Sep 10
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Fridge, coffee/tea maker, cookware/dishes/utensils

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (33)
"Our group enjoyed staying in this house, especially since all the bedrooms had king beds. The beds were very comfortable. The neighborhood was quiet and the people in Jeffersonville were friendly. The only issue we had was that it wasn't as cleaned as well as we would have liked and was lacking some of the basics. "
The price is CA $212
CA $589 total
includes taxes & fees
Sep 1 - Sep 2
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Peaceful Retreat on the Bourbon Trail
Interior

Peaceful Retreat on the Bourbon Trail

9.8 out of 10, Exceptional, (6)
"The home is clean, very clean. The property is beautiful. The manager is friendly and gives you space. It may be the best equipped home I've rented so far. Everything you could need is there it seems. Really appreciated the little extras as well. Will be recommending this place to anyone who i know is going to the bourbon trail. "
The price is CA $198
CA $377 total
includes taxes & fees
Sep 1 - Sep 2
Peaceful Retreat on the Bourbon Trail
Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House
Fridge, microwave, oven, stovetop

Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House

9.6 out of 10, Exceptional, (35)
"Great location for the Bourbon Trail. Very clean. Communicative host."
Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Property grounds

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Interior

Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

9.6 out of 10, Exceptional, (10)
"Great location, clean and nicely furnished home, close to everything."
The price is CA $153
CA $382 total
includes taxes & fees
Sep 1 - Sep 2
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Fridge, microwave, oven, stovetop

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

10.0 out of 10, Exceptional, (137)
"The property is fabulous! Our group absolutely loved the stay. we liked the property so much that we found ourselves cutting our visits throughout Kentucky short to get back to the house to enjoy the accommodation. "
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
3 bedrooms, travel crib, free WiFi, bed sheets

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 CA $172
CA $346 total
includes taxes & fees
Sep 1 - Sep 2
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Germantown - Perfect for Groups
Fridge, microwave, oven, stovetop

Germantown - Perfect for Groups

9.8 out of 10, Exceptional, (18)
"Home met our needs for a long weekend trip with 4 adults. Beds were all comfortable and neighborhood is quiet and central. Didn't meet "excellent" expectation due to several cosmetic repairs that are needed."
Germantown - Perfect for Groups
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 Shelby County Hotel Reviews

Find out more about Shelby County

Find out more about Shelby County

Shelby County Vacation Homes information

Number of reviews
Accommodation
1129 Vacation Homes
Lowest Price
CA $82
Highest Price
CA $338

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