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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Waddy holiday homes

Private kitchen

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 £235
includes taxes & fees
14 Sept - 15 Sept
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Private kitchen

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 £206
includes taxes & fees
21 Sept - 22 Sept
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Exterior

3. Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room

Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room
Shelbyville
The price is £526
includes taxes & fees
9 Sept - 10 Sept
Panoramic horse country views, Kentucky Bourbon Trail, sauna, cold plunge, hot tub, gym, game room, theatre room
Dining

4. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
9.8 out of 10, Exceptional, (50 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 £248
includes taxes & fees
7 Sept - 8 Sept
Bourbon and Horse Racing
Living area

5. Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (28 reviews)
"Great stay. Would book again easily. "
United States
CODY C.
The price is £192
includes taxes & fees
20 Sept - 21 Sept
Peaceful Retreat on the Bourbon Trail
Private kitchen

6. 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 £254
includes taxes & fees
13 Sept - 14 Sept
Quiet Downtown Maple Cottage Gem
Terrace/patio

7. 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 £389
includes taxes & fees
9 Sept - 10 Sept
Bourbon Trail Getaway | Hot Tub • Fire Pit
Private kitchen

8. 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, (27 reviews)
"Our stay was amazing! Beautiful porch for sitting outside on a rainy Kentucky night in late spring. The spa was delightful as well when it was raining. We stayed with our daughter and son in law, we look forward to bringing friends with us in the future."
United States
Laura O.
The price is £354
includes taxes & fees
13 Sept - 14 Sept
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Interior

9. Modern Cottage on the Bourbon Trail

Modern Cottage on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (13 reviews)
"Really nice little cottage. We had a great stay!"
United States
Jeff W.
The price is £214
includes taxes & fees
8 Sept - 9 Sept
Modern Cottage on the Bourbon Trail
Interior

10. Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays

Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays
LAWRENCEBURG
10.0 out of 10, Exceptional, (21 reviews)
"Awesome place to stay, our family enjoyed the stay!"
United States
Kevin I.
The price is £347
includes taxes & fees
7 Sept - 8 Sept
Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays
Exterior

11. Haven of the Bluegrass | Bourbon Trail Getaway!

Haven of the Bluegrass | Bourbon Trail Getaway!
Shelbyville
The price is £392
includes taxes & fees
7 Sept - 8 Sept
Haven of the Bluegrass | Bourbon Trail Getaway!
Exterior

12. 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, (48 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is £230
includes taxes & fees
30 Sept - 1 Oct
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Private kitchen

13. 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 £251
includes taxes & fees
18 Sept - 19 Sept
Miss Reba's Love is a charming house with a warm Kentucky feel.
Outdoor dining

14. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
The price is £421
includes taxes & fees
7 Sept - 8 Sept
the bourbon barrel escape HotTub Game Room pets ok
Exterior

15. 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 £572
includes taxes & fees
11 Sept - 12 Sept
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Interior

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

H-DERBY, Keeneland, Bourbon or Family Gathering!
Frankfort
9.8 out of 10, Exceptional, (81 reviews)
"Another great trip to the Bourbon Trail with the guys. Great house in a perfect location."
United States
Jason M.
The price is £541
includes taxes & fees
20 Sept - 21 Sept
H-DERBY, Keeneland, Bourbon or Family Gathering!
Terrace/patio

17. 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)
"Cozy home with everything you need. Nicely decorated and thoughtful touches throughout home."
United States
Christina A.
Secluded Bourbon Trail Retreat • Hot Tub, Barrel Sauna, Fire Pit, Game Room
Interior

18. 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, (75 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 £128
includes taxes & fees
29 Sept - 30 Sept
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

19. 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 £427
includes taxes & fees
20 Sept - 21 Sept
A Spacious home In the Heart of BOURBON & HORSE Country
Pool

20. *NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS

*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
9.6 out of 10, Exceptional, (5 reviews)
"We had a fantastic holiday weekend at this property - Two families (4 adults, 4 kids) stayed with plenty of room and amenities. This house could have easily slept more. Communication from the host was clear and prompt. The kids absolutely loved the game room and adults enjoyed the ample living spaces on both the main floor and the basement. Although we didn't use the pool given the time of year, the hot tub, sauna, and fire pit were great! Our kids loved seeing the horses all around...
United States
Justin C.
The price is £673
includes taxes & fees
14 Sept - 15 Sept
*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
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

Hampton Inn Frankfort

Hampton Inn Frankfort

10/10 Excellent
"Staff is friendly and helpful. Newly remodeled rooms."
Jacqueline 2-night trip
Posted 3 hours ago
Hampton Inn Frankfort

Find out more about Waddy

Waddy Holiday Homes information

Number of reviews
5,583
Accommodation
264 Holiday Homes
Lowest Price
£52
Highest Price
£111