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

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (74)
"Very nice place. I would recommend it. "
Enchanting, energizing, and enjoyable!

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

9.0 out of 10, Wonderful, (17)
"We enjoyed our stay and would recommend to others."
Peaceful getaway centrally located just min. from Madison and Belterra casino.

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

9.2 out of 10, Wonderful, (15)
"We had a great stay. Good beds and nice layout. Wonderful house and area. Everyone was friendly with great service. "
The price is SAR 671
SAR 1,168 total
includes taxes & fees
12 Apr - 13 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

✨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

Upscale Kentucky Bourbon Trail & Close to Louisville

10.0 out of 10, Exceptional, (20)
"We all loved the property and had more than enough space for 6 of us to relax after visiting distilleries. Having 2 kitchens and 2 living rooms was perfect when we needed some space or quiet, and there is a good sized tvs in each living room. The bathrooms and kitchens are nicely updated. We walked to dinner in downtown shelbyville - about 4-5 blocks. We would definitely stay there again. "
Upscale Kentucky Bourbon Trail & Close to Louisville

12 Guest/Top Area /Families/Park

9.6 out of 10, Exceptional, (5)
"Cozy home in a quiet neighborhood that worked really well for 5 adults & a dog. Could easily have had another 2-3 adults & it still wouldn’t be crowded!"
12 Guest/Top Area /Families/Park

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (16)
"The house had everything we needed to spend the weekend with friends. Plenty of seating and a well stocked kitchen. Neighborhood was very quiet. Only downside was a bit of a drive to downtown Louisville. "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

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 Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"We were hit with a snowstorm the day we were to arrive. Our crew all lives within a few hours but roads got pretty bad pretty quickly and we all arrived much later than expected, and even with 4 wheel drive none of us were able to get our cars up the driveway. The owners were kind enough to shuttle us (all 13 of us!) and our belongings up to the house in their big beast of a truck as we all arrived throughout the evening. Very much appreciated! It was a wonderful stay and we all had a great...
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

Shelbyville Home - On to the Bourbon Trail!

7.0 out of 10, Good, (9)
"This is a super nice house with lots of potential. It is obvious it is still under renovation, but that did not affect anything about our stay. It was cozy, quiet and has lots of space! The owner was very friendly and easy to reach. New internet was put in on our first day there and worked beautifully. It’s out from town on quite a bit of land, but a close drive to most area attractions! Deer visited us daily. It was clean and very comfortable! The outside still needs some work, but we could...
Shelbyville Home - On to the Bourbon Trail!

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

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

9.8 out of 10, Exceptional, (7)
"The location, decor, and so many little touches felt like being home! Cannot recommend this property and its amenities enough. "
The price is SAR 859
SAR 1,974 total
includes taxes & fees
25 Mar - 26 Mar
~ DERBY ~ HOT TUB ~ Bourbon Trail ~ Golf ~ Pool Table & Ping Pong ~ Cornhole ~

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!

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!

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

oasis 522!

10.0 out of 10, Exceptional, (4)
"This VRBO is the perfect spot for a weekend getaway. Walking distance to everything Shelbyville has to offer and a short drive to everything else! The space provides a cool, quiet relief from a very hot and busy Saturday in Louisville. The hosts are prompt and very helpful with any questions that come up. "
oasis 522!

Bourbon Trail | Hot Tub | Speakeasy | Game Rm!

2.0 star property
10.0 out of 10, Exceptional, (2)
"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 SAR 1,729
SAR 2,149 total
includes taxes & fees
30 Mar - 31 Mar
Bourbon Trail | Hot Tub | Speakeasy | Game Rm!

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

10.0 out of 10, Exceptional, (11)
"Great property and amenities! Very comfortable beds! Recliners in the living room would have made absolutely perfect! One thing of note: It would have been real helpful for us folks in our senior years to have access to the house thru the garage. A couple of us had a little trouble navigating the front steps (especially after it snowed)."
OPEN FOR DERBY! Spacious home middle of bourbon country. Sleeps 8, firepit!

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

Avail. for Kentucky Derby | Spacious and Fun

10.0 out of 10, Exceptional, (12)
"This is one of the most fabulous properties I have ever stayed at. I brought my family to celebrate my doctoral graduation, and it was truly a pleasure to work with Deb, the host. I highly recommend this property if you’re looking for a peaceful, family-oriented space where you can have a great time."
Avail. for Kentucky Derby | Spacious and Fun
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

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

9.0 out of 10, Wonderful, (17)
"We enjoyed our stay and would recommend to others."
Peaceful getaway centrally located just min. from Madison and Belterra casino.

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

9.6 out of 10, Exceptional, (216)
"Our party of 12 came together from all across the country and this location to celebrate the big 4-0 by touring some distilleries on the bourbon trail. This home was in a prime location to be able to fit in some of our favorites in the same day. There was more than enough room for all 12 of us; the cabin is stunning, cozy, and inviting; and their customer service is on point. Thank you for being such a wonderful part of the memories that will last all of us a lifetime!"
The price is SAR 1,122
SAR 2,007 total
includes taxes & fees
27 Mar - 28 Mar
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

10.0 out of 10, Exceptional, (35)
"Perfect for my son’s birthday weekend with his dad! Thank you! "
The price is SAR 563
SAR 703 total
includes taxes & fees
17 Apr - 18 Apr
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
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.