Waddy Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Waddy has to offer?

Bourbon Trail Estate - Theater, Games & Hot Tub : This highly rated holiday home rental in Waddy is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Waddy holiday 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

Waddy

Anthony T.

HK$2,746 total

includes taxes & fees

21 Oct - 22 Oct

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.

Waddy

Daniel H.

HK$2,192 total

includes taxes & fees

28 Oct - 29 Oct

A wooden deck with rocking chairs and a bench, surrounded by trees with autumn foliage.

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

Waddy

Timothy S.

HK$6,341 total

includes taxes & fees

20 Oct - 21 Oct

A log cabin with a stone chimney, multiple windows, and a porch with outdoor seating.

4. Luxury lodge in the heart of the Bluegrass

Waddy

Anonymous traveller

HK$10,964 total

includes taxes & fees

19 Oct - 20 Oct

A single-story house with a white exterior, black shutters, and a number 'Two' sign above the door.

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

Waddy

HK$2,856 total

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with two grey sofas, a wooden bookshelf, and a staircase leading to an upper level.

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

Frankfort

Jason M.

HK$5,616 total

includes taxes & fees

28 Oct - 29 Oct

A cozy cabin interior with a stone fireplace, a leather sofa, and a large window offering a view of the outdoors.

7. Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Shelbyville

Jackie S.

HK$12,491 total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with a central island, wooden accents, and a dining area with a table and chairs.

8. Bourbon and Horse Racing

Frankfort

Nancy C.

HK$2,612 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

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

Frankfort

Teresa M.

HK$1,293 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with grey cabinets, a large island, pendant lighting, and a view of the outdoors.

10. Beautiful restored Victorian farmhouse

Shelbyville

Joann E.

HK$3,480 total

includes taxes & fees

21 Oct - 22 Oct

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

Shelbyville

Kim K.

HK$1,438 total

includes taxes & fees

1 Nov - 2 Nov

A living room with a television, leather sofas, a coffee table, and a fireplace.

12. Peaceful Retreat on the Bourbon Trail

Lawrenceburg

Josh B.

HK$2,199 total

includes taxes & fees

20 Oct - 21 Oct

A living room with a sofa, a coffee table, a rug, and a bookshelf.

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

Frankfort

Darby D.

HK$1,293 total

includes taxes & fees

20 Oct - 21 Oct

A hot tub with a wooden deck and stairs, surrounded by a grassy area and trees.

14. Bourbon Trail Getaway | Hot Tub • Fire Pit

Lawrenceburg

Gregory L D

HK$4,171 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a deck area, outdoor seating, and a covered patio with string lights.

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

Bagdad

"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...

Justin C.

HK$7,218 total

includes taxes & fees

21 Oct - 22 Oct

A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

16. Capital City Condo #8

Frankfort

Robert V.

HK$1,293 total

includes taxes & fees

28 Oct - 29 Oct

A bar area with stools, a counter, and a television mounted on the wall.

17. Unique Downtown Studio with an Industrial Vibe

Shelbyville

Kathleen S.

HK$1,516 total

includes taxes & fees

15 Nov - 16 Nov

A wooden coffee table with three bottles and a glass container in a living room.

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

Frankfort

Armando G.

HK$1,244 total

includes taxes & fees

2 Nov - 3 Nov

A hallway with wooden flooring, a bench, a wall-mounted shelf, and a painting.

19. 119 Mero Street.

Frankfort

Donna M.

HK$1,828 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a sofa, a coffee table, and a bed.

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

Frankfort

Jacinda C.

HK$1,998 total

includes taxes & fees

27 Oct - 28 Oct

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Top Waddy Hotel Reviews

Fairfield Inn & Suites by Marriott Frankfort

8/10 Good

"Great location!!!"

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!

10/10 Excellent

"We had a long weekend with family at the property and truly cannot say enough great things about our stay. Every single person absolutely loved it and raved about the property all weekend!It was the perfect place to bring everyone together. Between fishing, kayaking, the pool, arcade games, and just enjoying the property, there was always something to do while still having plenty of space to relax. The entire property was incredibly clean, comfortable, and well cared for, and every amenity we could have needed was already there.The location was also perfect. It feels peaceful and tucked away, but it's only a short trip into town, so everything we needed was close by and easy to get to.The property completely exceeded our expectations. Everyone kept commenting on how beautiful it was, how much there was to do, and how much they enjoyed their stay. It was truly the perfect setup for a large group and made the entire weekend so easy and enjoyable.We would absolutely stay here again and recommend it without hesitation. We couldn't have asked for a better experience!"

The Kentucky Castle

10/10 Excellent

"Very unique property and restaurant is delicious as well and portions were definitely more than we expected. The corner tower room we stayed in was impressive. It was definitely worth the side quest stop to stay here as our halfway point to Tennessee. If you’re looking for a unique place to stay I highly recommend."

Find out more about Waddy

Search for holiday rentals in Waddy on Expedia! You can easily find your home rentals, villas, holiday apartments in Waddy using one of the methods below:

View our selection of featured holiday rentals in Waddy
Use the map to find apartments and other holiday homes in the Waddy neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Waddy while they last

Look no further and take a look at our great range of rental properties in Waddy!

Frequently asked questions

Can I find holiday rentals in Waddy?

Yes, there are holiday rentals close to the most popular sights in Waddy, or you can select a more secluded option if you're looking for a relaxing stay.

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

Bourbon Trail Estate - Theater, Games & Hot Tub: This highly rated holiday home rental in Waddy is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Waddy?

With 8 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Bulleit Distilling Co. and Berry Hill Mansion.

What are holiday rentals like in Waddy?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waddy. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.

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Check prices for these dates

Our top choices for Waddy holiday rentals

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

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

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

4. Luxury lodge in the heart of the Bluegrass

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

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