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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Waddy holiday homes

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a marble countertop.

1. Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (12 reviews)
"Excellent stay and a beautiful property. Perfect for our needs no complaints."
United States
Anthony T.
The price is £236
includes taxes & fees
26 Oct - 27 Oct
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
A modern kitchen with a central island, stainless steel appliances, and a large window providing natural light.

2. Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
United States
Daniel H.
The price is £211
includes taxes & fees
5 Nov - 6 Nov
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
A wooden deck with a railing, overlooking a well-maintained lawn and trees.

3. Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views

Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
Waddy
The price is £261
includes taxes & fees
16 Nov - 17 Nov
Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
A living room with a fireplace, a television, and a large window.

4. "Deer Creek Lodge" - Secluded Bourbon Trail Stay

"Deer Creek Lodge" - Secluded Bourbon Trail Stay
Lawrenceburg
10.0 out of 10, Exceptional, (5 reviews)
"We had a great experience staying at the Deer Creek Lodge. The location is very peaceful, the lodge was unique and a perfect size, and the hosts were very helpful. We will be back!"
United States
David B.
"Deer Creek Lodge" - Secluded Bourbon Trail Stay
A modern kitchen with a dining area, built-in shelves, and a green sofa in the living room.

5. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is £256
includes taxes & fees
26 Oct - 27 Oct
Quiet Downtown Maple Cottage Gem
A wooden coffee table with three bottles and a glass container in a living room.

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.8 out of 10, Excellent, (78 reviews)
"Great stay! "
United States
Armando G.
The price is £121
includes taxes & fees
5 Nov - 6 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A bathroom with a marble wall, a shower, a toilet, a vanity with a mirror, and a bench.

7. The Shelby House | Historic Charm, Modern Comfort

The Shelby House | Historic Charm, Modern Comfort
Shelbyville
The price is £207
includes taxes & fees
15 Nov - 16 Nov
The Shelby House | Historic Charm, Modern Comfort
A house with a covered porch, outdoor seating, and a grill area.

8. Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space

Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
Shelbyville
The price is £572
includes taxes & fees
26 Oct - 27 Oct
Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
A living room with a television, leather sofas, a coffee table, and a fireplace.

9. Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (35 reviews)
"Very nice place."
United States
Josh B.
The price is £202
includes taxes & fees
5 Nov - 6 Nov
Peaceful Retreat on the Bourbon Trail
A living room with a sofa, a ceiling fan, a fireplace, and a brick wall.

10. University Stay | Sleeps 10 | Game Room + Firepit + Grill

University Stay | Sleeps 10 | Game Room + Firepit + Grill
Frankfort
The price is £212
includes taxes & fees
8 Nov - 9 Nov
University Stay | Sleeps 10 | Game Room + Firepit + Grill
A modern kitchen with a central island, wooden accents, and a dining area with a table and chairs.

11. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
9.8 out of 10, Exceptional, (55 reviews)
"Beautifully renovated and has everything you need. Would stay here again if we return to the area."
United States
Nancy C.
The price is £245
includes taxes & fees
5 Nov - 6 Nov
Bourbon and Horse Racing
A patio area with a brick wall, outdoor furniture, and string lights.

12. Entire Home in Mount Eden, KY

Entire Home in Mount Eden, KY
Mount Eden
The price is £218
includes taxes & fees
1 Nov - 2 Nov
Entire Home in Mount Eden, KY
A hot tub with a wooden deck, outdoor seating, and string lights.

13. Secluded Bourbon Trail Retreat • Hot Tub, Barrel Sauna, Fire Pit, Game Room

Secluded Bourbon Trail Retreat • Hot Tub, Barrel Sauna, Fire Pit, Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (7 reviews)
"Cozy home with everything you need. Nicely decorated and thoughtful touches throughout home."
United States
Christina A.
The price is £365
includes taxes & fees
25 Oct - 26 Oct
Secluded Bourbon Trail Retreat • Hot Tub, Barrel Sauna, Fire Pit, Game Room
A bathroom sink with a modern faucet, a towel, and two soap bottles.

14. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"The host was super helpful and friendly! We had everything that was advertised. The House was cozy and fun for a group of friends. Wonderful stay!"
United States
Breanna N.
The price is £431
includes taxes & fees
3 Nov - 4 Nov
the bourbon barrel escape HotTub Game Room pets ok
A modern kitchen with a central island, dark wooden stools, a hanging light fixture, and a sliding barn door.

15. "The Homestead" UPSCALE STAY - Downtown with Yard

"The Homestead" UPSCALE STAY - Downtown with Yard
Lawrenceburg
9.0 out of 10, Wonderful, (9 reviews)
"We enjoyed being close to distilleries and the small town feel. Several good restaurants nearby. "
United States
Wanda N.
The price is £203
includes taxes & fees
26 Oct - 27 Oct
"The Homestead" UPSCALE STAY - Downtown with Yard
A room with a large open door leading to a balcony with a view of houses. There is a small table and chairs on the balcony.

16. This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Frankfort
8.4 out of 10, Very good, (13 reviews)
"We had the best time! Second time staying at this location - first time was on the first floor. A great location and very welcoming! We'll be back!"
United States
Melissa R.
The price is £154
includes taxes & fees
2 Nov - 3 Nov
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
A two-story house with a porch, a small garden, and a sign that reads "Hotel."

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

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is £220
includes taxes & fees
3 Nov - 4 Nov
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Private kitchen

18. Bourbon trail - conveniently located 8 min to buffalo trace

Bourbon trail - conveniently located 8 min to buffalo trace
Frankfort
8.8 out of 10, Excellent, (5 reviews)
"Cozy home, very inviting place. The place was well maintained and clean. "
United States
Ethiel R.
The price is £286
includes taxes & fees
26 Oct - 27 Oct
Bourbon trail - conveniently located 8 min to buffalo trace
A compact kitchen with a refrigerator, stove, microwave, and coffee maker. There is a dining area with chairs and a table.

19. Miss Reba's Love is a charming house with a warm Kentucky feel.

Miss Reba's Love is a charming house with a warm Kentucky feel.
Frankfort
10.0 out of 10, Exceptional, (11 reviews)
"The place was perfect for the 6 of us!! Close to the distilleries as a bonus!"
United States
Erik S.
The price is £216
includes taxes & fees
5 Nov - 6 Nov
Miss Reba's Love is a charming house with a warm Kentucky feel.
A hot tub with a wooden deck and stairs, surrounded by a grassy area and trees.

20. Bourbon Trail Getaway | Hot Tub • Fire Pit

Bourbon Trail Getaway | Hot Tub • Fire Pit
Lawrenceburg
10.0 out of 10, Exceptional, (31 reviews)
"A very nice, totally renovated house that is clean, well decorated, and has everything you would want as a base for Bourbon Trail visits. About 10 miles from Franfort, it is perfect for couples going to Bourbon on the Banks and elsewhere. The owners were very responsive to questions about the property. The six of us had a great time. Recommended."
United States
Gregory L D
The price is £435
includes taxes & fees
26 Oct - 27 Oct
Bourbon Trail Getaway | Hot Tub • Fire Pit
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 Waddy Hotel Reviews

The Delegate

The Delegate

10/10 Excellent
"From the first contact when we opened the door until the last contact when we left, it was an absolutely perfect stay in a stunning environment. I love this place and can’t wait to go back to spend more time."
Gary 1-night trip
Posted 15 hours ago
The Delegate

Find out more about Waddy

Waddy Holiday Homes information

Number of reviews
315
Accommodation
264 Holiday Homes
Lowest Price
£121
Highest Price
£572