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Check prices for these dates

Compare 91 Vacation Homes in New Castle with updated reviews, rates, and availability.

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

9.0 out of 10, Wonderful, (20)
"We have stayed at this place two times. Great location for a trip to Madison. "
Peaceful getaway centrally located just min. from Madison and Belterra casino.

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

9.4 out of 10, Exceptional, (17)
"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 SAR 484
SAR 972 total
includes taxes & fees
28 Apr - 29 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (77)
"This home was everything we needed and more for our trip to Louisville. We stayed here for a volleyball tournament for my daughter. It was an easy, 25 minute drive from the expo convention center & there was plenty of room & activity’s for my other children to do when we weren’t at the convention center. We were able to accommodate her team & their parents for a team dinner & there was space for everyone to comfortably socialize! There is also a HUGE backyard for the kids to run around & stay...
Enchanting, energizing, and enjoyable!

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

10.0 out of 10, Exceptional, (22)
"This place is in a great location. Secluded by near everything you need. The entire property was well maintained and the hosts were easy to work with and very prompt in response. There was an HVAC issue that changed the comfort aspect of our stay but overall the stay was great. "
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Reduced rates for remaining April dates - Completed renovated 1,900 sq ft home!

10.0 out of 10, Exceptional, (6)
"This house was in perfect condition. Plenty of closet space. Beds were comfortable. Kitchen had everything you would need. Close to town. We ranged in age from 1 month to 87 years old. We all had plenty of space. "
Reduced rates for remaining April dates - Completed renovated 1,900 sq ft home!

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (21)
"Renting houses these days can be hit or miss to say the least. This place is an absolute hit. There’s always a little anxiety arriving at a rental but it was a pleasant surprise my wife and kids were all happy witch isn’t easy to do trust me. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Bourbon Trail | Hot Tub | Speakeasy | Game Rm!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful home, decorated impeccably, easy to access. Hostess a great communicator. "
The price is SAR 1,669
SAR 2,107 total
includes taxes & fees
5 May - 6 May
Bourbon Trail | Hot Tub | Speakeasy | Game Rm!

Bourbon Trail / Ark Encounter / Horse Racing / Golf: Cabin, Fishing, & Hunting

10.0 out of 10, Exceptional, (48)
"Great time spent with family. "
Bourbon Trail / Ark Encounter / Horse Racing / Golf: Cabin, Fishing, & Hunting

THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

9.8 out of 10, Exceptional, (45)
"We had a wonderful family Christmas in January with 8 adults and 3 little ones. Loved the open floor plan and all of the glass overlooking the waterfalls and woods. Electric fireplace is inviting and even puts out heat! Our hosts generously left the Christmas tree and decorations up for our family. Our crew loved the hot tub (quite large), the oven that goes to 550 (for pizza), the large bowls and utensils for cooking, and the beautiful scenery for walks, play, and photos. "
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

Peaceful, lakefront house on Guist Creek Lake/ Shelbyville-Bourbon Trail

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay at the house very much. The location was perfectly centralized to all the distilleries we visited, and you can’t beat the view of the creek! The house has everything you could need and Emily was super responsive when our very few questions arose. The outdoor space was beautiful and the fire pit was an awesome feature. Highly recommend booking this house for your stay. "
Peaceful, lakefront house on Guist Creek Lake/ Shelbyville-Bourbon Trail

Bourbon Country Lodge • 5 Acre Resort Pool+Hot Tub

9.8 out of 10, Exceptional, (7)
"House was very spacious with plenty of beds to accommodate my group of 10. Nice pool table and game system that had all the classics. Pool was very nice."
Bourbon Country Lodge • 5 Acre Resort Pool+Hot Tub

~ DERBY ~ HOT TUB ~ Bourbon Trail ~ Golf ~ Pool Table & Ping Pong ~ Cornhole ~

9.8 out of 10, Exceptional, (9)
"Stayed for the weekend while doing bourbon tours. Great location and great house. Close enough to 64 to get into Louisville but without the craziness of the city. Would recommend. Very spacious and comfortable house!"
The price is SAR 1,096
SAR 2,300 total
includes taxes & fees
29 Apr - 30 Apr
~ DERBY ~ HOT TUB ~ Bourbon Trail ~ Golf ~ Pool Table & Ping Pong ~ Cornhole ~

Louisville Country Manor - Pool & Pickleball!

10.0 out of 10, Exceptional, (10)
"This property was absolutely perfect for our large group! Our family of 13, ranging in age from 3 to 70, had plenty of space to spread out and enjoy. The house was well-designed to accommodate everyone comfortably, and there were so many fun activities for all ages. Inside, we loved the pool table, foosball, ping pong, arcade machine, and swings—there was always something to do! Outside, the pickleball court was a huge hit.Since we visited in February, we didn’t get a chance to use the pool or...
Louisville Country Manor - Pool & Pickleball!

Hillside Hideout With Scenic Bluegrass Hot Tub Views!

10.0 out of 10, Exceptional, (24)
"Everything was amazing. Felt like home away from home. Super cozy. The host was quick to respond! Would definitely stay here again!!"
Hillside Hideout With Scenic Bluegrass Hot Tub Views!

12 Guest/Top Area /Families/Park

9.8 out of 10, Exceptional, (6)
"Great stay and easy to get to around. Close to some of our favorite restaurants."
12 Guest/Top Area /Families/Park

oasis 522!

9.8 out of 10, Exceptional, (6)
"Great location to The Gatsby "
oasis 522!

Stone Spring Farm situated in the center of Kentucky's Bourbon Country

10.0 out of 10, Exceptional, (4)
"Great property for our group of four couples. Each had their own room and bathroom. 2 kitchens were well stocked. The pool was a hit as it was 90 degrees while we were there. Near several distilleries for touring. Was nice to have a gas grill. We enjoyed the movie theater room at night. Highly recommend. "
Stone Spring Farm situated in the center of Kentucky's Bourbon Country

OPEN FOR DERBY! Spacious home middle of bourbon country. Sleeps 8, firepit!

10.0 out of 10, Exceptional, (12)
"Excellent location, very clean, and the back deck made for the perfect spot to relax. The owners were fantastic to communicate with and very helpful."
OPEN FOR DERBY! Spacious home middle of bourbon country. Sleeps 8, firepit!

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

9.8 out of 10, Exceptional, (56)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Beautiful, Peaceful Lakefront home in ❤️ of Bourbon Country in Shelbyville, KY

10.0 out of 10, Exceptional, (8)
"Some buddies and I used this as our home base for a bit of bourbon trail exploration and couldn’t have been happier. It’s secluded and quiet but also close to various distilleries and restaurants. The house was spacious and clean with plenty of room for us to hang out and get a good night’s rest. 10/10 would stay here again."
Beautiful, Peaceful Lakefront home in ❤️ of Bourbon Country in Shelbyville, KY
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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Other property types in New Castle

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (219)
"We just finished up our annual week-long family reunion at Chandler Ridge. The family comes and goes as they need, and we are able to kick back, relax, and enjoy each other and the wonderful, peaceful quiet. Mary responded immediately when we had an issue, and was extremely respectful of our privacy and time together. Absolutely fabulous!"
The price is SAR 1,347
SAR 2,279 total
includes taxes & fees
5 May - 6 May
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (21)
"Renting houses these days can be hit or miss to say the least. This place is an absolute hit. There’s always a little anxiety arriving at a rental but it was a pleasant surprise my wife and kids were all happy witch isn’t easy to do trust me. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

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

10.0 out of 10, Exceptional, (20)
"The property is beautiful. The owners are fantastic. If you love historical buildings that have been restored to capture their history while providing modern comforts, you would be cheating yourself if you didn’t stay at this property. Kudos to the owners!"
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
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.