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Waddy Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Waddy vacation rentals

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.
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 AED 437
AED 1,022 total
includes taxes & fees
14 Oct - 15 Oct
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
A single-story house with a white exterior, black shutters, and a number 'Two' sign above the door.

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 AED 694
AED 1,353 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
A wooden deck with rocking chairs and a bench, surrounded by trees with autumn foliage.

4. On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace

On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Waddy
9.0 out of 10, Wonderful, (7 reviews)
"Some friends and I were in town for a bourbon tour and a Keeneland visit. The property is gorgeous, and centrally located between Lexington and Louisville, The house is immaculate and perfect for a trip like this. The host is excellent, and every detail of the property was thought of. Our stay was over and above anything we imagined. Thank You!! "
United States
Timothy S.
The price is AED 845
AED 2,751 total
includes taxes & fees
14 Oct - 15 Oct
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
A log cabin with a stone chimney, multiple windows, and a porch with outdoor seating.

5. Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9 reviews)
"Great property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveler
The price is AED 2,810
AED 5,388 total
includes taxes & fees
14 Oct - 15 Oct
Luxury lodge in the heart of the Bluegrass
A living room with a sofa, a coffee table, a rug, and a bookshelf.

6. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is AED 257
AED 605 total
includes taxes & fees
15 Oct - 16 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

7. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is AED 257
AED 605 total
includes taxes & fees
19 Oct - 20 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

8. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is AED 257
AED 605 total
includes taxes & fees
15 Oct - 16 Oct
Capital City Condo #10
Exterior

9. Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AED 349
AED 673 total
includes taxes & fees
1 Nov - 2 Nov
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A bar area with stools, a counter, and a television mounted on the wall.

10. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
The price is AED 331
AED 653 total
includes taxes & fees
14 Oct - 15 Oct
Unique Downtown Studio with an Industrial Vibe
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

11. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is AED 257
AED 605 total
includes taxes & fees
20 Oct - 21 Oct
Capital City Condo #8
A modern living room with a sofa, a coffee table, and a bed.

12. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (35 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is AED 383
AED 935 total
includes taxes & fees
26 Oct - 27 Oct
The Bourbon Garage- walking distance to Buffalo Trace!
A well-appointed hotel room with a large bed, a side table with a vase of flowers, and a framed picture on the wall.

13. Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
Lawrenceburg
9.4 out of 10, Exceptional, (12 reviews)
"Great little place to stay while on the Bourbon Trail. Looks exactly like the photos ~ absolutely adorable. Close to restaurants. Road was a little noisy but it stopped around 10pm"
United States
Shelley
The price is AED 423
AED 1,001 total
includes taxes & fees
18 Oct - 19 Oct
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
A wooden coffee table with three bottles and a glass container in a living room.

14. 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, (77 reviews)
"Great stay! "
United States
Armando G.
The price is AED 220
AED 582 total
includes taxes & fees
2 Nov - 3 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

15. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (63 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is AED 436
AED 763 total
includes taxes & fees
1 Nov - 2 Nov
Bourbon Trail Cabin on the Farm
A spacious living area with a high ceiling, a staircase leading to an upper level, a blue sofa, a wooden coffee table, and a TV mounted on the wall.

16. 1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful place to stay while hitting the bourbon trail. Perfectly decorated to help the bourbon trail experience."
United States
Justin F.
The price is AED 346
AED 1,010 total
includes taxes & fees
20 Oct - 21 Oct
1BD Modern Bourbon Cottage
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.

17. 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 AED 422
AED 833 total
includes taxes & fees
27 Oct - 28 Oct
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
A living room with a television, leather sofas, a coffee table, and a fireplace.

18. Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (32 reviews)
"Very nice place."
United States
Josh B.
Peaceful Retreat on the Bourbon Trail
A modern living room with a round coffee table, a sofa with numbered cushions, a dining area with striped curtains, and a chandelier with red flowers.

19. Off to the Races Retreat - Hidden Clues Inside

Off to the Races Retreat - Hidden Clues Inside
Frankfort
10.0 out of 10, Exceptional, (12 reviews)
"Great place! "
United States
Brad S.
The price is AED 459
AED 864 total
includes taxes & fees
1 Nov - 2 Nov
Off to the Races Retreat - Hidden Clues Inside
A modern kitchen with a central island, wooden accents, and a dining area with a table and chairs.

20. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
9.8 out of 10, Exceptional, (55 reviews)
The price is AED 643
AED 1,304 total
includes taxes & fees
27 Oct - 28 Oct
Bourbon and Horse Racing
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
"Clean updated room. Nice stay"
Jay 2-night trip
Posted 11 hours ago
Hampton Inn Frankfort

Frequently asked questions

Can I find vacation rentals in Waddy?

Yes, you can find vacation rentals close to well known local attractions in Waddy, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Waddy has to offer?

Bourbon Trail Estate - Theater, Games & Hot Tub: Visitors like this Waddy vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Waddy?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Waddy stay.

What can I see and do in Waddy?

While exploring the area, visit family-friendly sights like Blue Grass Railroad Museum, or get outside and enjoy nature at Taylorsville Lake State Park. In the larger area, you’ll find Bulleit Distilling Co. and Berry Hill Mansion.

What are vacation rentals like in Waddy?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Waddy. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.