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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Waddy holiday homes

Private kitchen

1. 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 HK$934
HK$2,192 total
includes taxes & fees
12 Aug - 13 Aug
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Coffee/tea maker, fridge, microwave, oven

2. 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 HK$869
HK$2,777 total
includes taxes & fees
31 Aug - 1 Sept
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Exterior

3. Peaceful countryside getaway in Waddy for groups!

Peaceful countryside getaway in Waddy for groups!
Waddy
The price is HK$3,843
HK$7,087 total
includes taxes & fees
24 Aug - 25 Aug
Peaceful countryside getaway in Waddy for groups!
Coffee/tea maker, fridge, microwave, oven

4. 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 HK$988
HK$2,744 total
includes taxes & fees
17 Aug - 18 Aug
Quiet Downtown Maple Cottage Gem
Dining

5. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
10.0 out of 10, Exceptional, (47 reviews)
"Great spot! Could use a few more mirrors to prepare for the derby, but space was great!"
United States
Jenn E.
The price is HK$1,236
HK$2,585 total
includes taxes & fees
16 Aug - 17 Aug
Bourbon and Horse Racing
Exterior detail

6. 2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (140 reviews)
"Location is perfect for Bourbon trail. House is clean and just as advertised. Great stay!"
United States
Kris H.
The price is HK$1,155
HK$2,173 total
includes taxes & fees
13 Aug - 14 Aug
2 Bed/2 Bath/Game Room
Microwave, oven, stovetop

7. 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, (10 reviews)
"Very clean and communication with host was excellent. Would recommend to anyone. "
United States
Chuck F.
The price is HK$1,398
HK$2,771 total
includes taxes & fees
23 Aug - 24 Aug
Miss Reba's Love is a charming house with a warm Kentucky feel.
Property grounds

8. Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (25 reviews)
"Great stay. Would book again easily. "
United States
CODY C.
The price is HK$1,067
HK$2,084 total
includes taxes & fees
20 Aug - 21 Aug
Peaceful Retreat on the Bourbon Trail
Coffee/tea maker, fridge, microwave, oven

9. Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
9.8 out of 10, Exceptional, (26 reviews)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is HK$1,313
HK$3,732 total
includes taxes & fees
23 Aug - 24 Aug
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Interior

10. H-DERBY, Keeneland, Bourbon or Family Gathering!

H-DERBY, Keeneland, Bourbon or Family Gathering!
Frankfort
9.8 out of 10, Exceptional, (80 reviews)
"Another great trip to the Bourbon Trail with the guys. Great house in a perfect location."
United States
Jason M.
The price is HK$3,177
HK$5,641 total
includes taxes & fees
24 Aug - 25 Aug
H-DERBY, Keeneland, Bourbon or Family Gathering!
Interior

11. Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (26 reviews)
"Great location for the derby only 30 min easy drive to Church hills downs. Place was very clean and easy checkin"
United States
kerrie D.
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Interior

12. 2bd 2bath, Bourbon Trail Cottage Fenced Yard

2bd 2bath, Bourbon Trail Cottage Fenced Yard
Frankfort
9.6 out of 10, Exceptional, (64 reviews)
"There are wonderful outdoor spaces and appreciated the ease of entry. There was plenty of coffee and toiletries the kitchen was well appointed. Good central location."
United States
Barbara L.
The price is HK$784
HK$2,640 total
includes taxes & fees
12 Aug - 13 Aug
2bd 2bath, Bourbon Trail Cottage Fenced Yard
Terrace/patio

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, (6 reviews)
"Our stay was wonderful. This house is completely outfitted with everything you could possibly need.Upon checkin we realized there was no dishwasher tablets and black pepper. I informed.the host and within an hour these items were delivered to out door.We really enjoyed the relaxing firepit--had a fire every night!"
United States
Dwayne K.
The price is HK$1,186
HK$3,963 total
includes taxes & fees
12 Aug - 13 Aug
Secluded Bourbon Trail Retreat • Hot Tub, Barrel Sauna, Fire Pit, Game Room
Terrace/patio

14. Bourbon Trail Getaway | Hot Tub • Fire Pit

Bourbon Trail Getaway | Hot Tub • Fire Pit
Lawrenceburg
10.0 out of 10, Exceptional, (30 reviews)
"The house was great, very clean, owners communicated great, check in was easy, highly recommend the house! "
United States
Ron C.
The price is HK$1,170
HK$3,794 total
includes taxes & fees
1 Sept - 2 Sept
Bourbon Trail Getaway | Hot Tub • Fire Pit
Interior

15. 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
8.6 out of 10, Excellent, (12 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 HK$737
HK$1,596 total
includes taxes & fees
23 Aug - 24 Aug
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Exterior

16. Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (17 reviews)
"Great location and very clean. Plenty of room to spread out and relax. Carrie is a Professional and thoughtful host!!"
United States
David S.
The price is HK$3,050
HK$6,128 total
includes taxes & fees
23 Aug - 24 Aug
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Interior

17. 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
9.0 out of 10, Wonderful, (74 reviews)
"Parking was great. We were able to walk right into the cute town of Frankfort. The bathroom is quite small and slightly outdated. Other than that, Bourbon On The Hill was perfect for girls weekend! "
United States
Megan E.
The price is HK$471
HK$1,244 total
includes taxes & fees
23 Aug - 24 Aug
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

18. A Spacious home In the Heart of BOURBON & HORSE Country

A Spacious home In the Heart of BOURBON & HORSE Country
Frankfort
10.0 out of 10, Exceptional, (2 reviews)
"This was a perfect location for visiting several distilleries on the Bourbon Trail. Also, several great restaurants nearby in downtown Frankfort.The house was as listed and very clean. Check-in was a breeze and the wifi worked great.We would definitely stay here again."
United States
Chris D.
The price is HK$1,500
HK$3,570 total
includes taxes & fees
12 Aug - 13 Aug
A Spacious home In the Heart of BOURBON & HORSE Country
Exterior

19. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (60 reviews)
"Great place to stay!"
United States
Jeff S.
The price is HK$758
HK$2,114 total
includes taxes & fees
31 Aug - 1 Sept
Bourbon Trail Lakehouse - Pet Friendly!
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

Best Western Parkside Inn

Best Western Parkside Inn

10/10 Excellent
"Room was clean and staff was very helpful to answer questions."
Jessica 1-night trip
Posted 8 hours ago
Best Western Parkside Inn

Find out more about Waddy

Waddy Vacation Homes information

Number of reviews
634
Accommodation
267 Vacation Homes
Lowest Price
HK$1,244
Highest Price
HK$7,087

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