Waddy Vacation Rentals from $159: Search Short-Term Rentals

Q: 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.

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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

Waddy

Anthony T.

$282 nightly

Oct 14 - Oct 15

Total with taxes and fees

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.

$250 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

Waddy

$327 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

Waddy

Timothy S.

$659 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

5. Luxury lodge in the heart of the Bluegrass

Waddy

Anonymous traveler

$1,310 nightly

Oct 13 - Oct 14

Total with taxes and fees

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.

Frankfort

Darby D.

$140 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

Frankfort

Teresa M.

$140 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

Frankfort

Amanda L.

$140 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

Shelbyville

Kim K.

$165 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

10. Unique Downtown Studio with an Industrial Vibe

Shelbyville

Kathleen S.

$160 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

11. Capital City Condo #8

Frankfort

Robert V.

$140 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

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

Frankfort

Jacinda C.

$216 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

Lawrenceburg

Shelley

$251 nightly

Oct 18 - Oct 19

Total with taxes and fees

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.

Frankfort

Armando G.

$155 nightly

Nov 2 - Nov 3

Total with taxes and fees

A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

15. Bourbon Trail Cabin on the Farm

Lawrenceburg

Julie N.

$192 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Lawrenceburg

Justin F.

$249 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

Frankfort

Melissa R.

$197 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

18. Peaceful Retreat on the Bourbon Trail

Lawrenceburg

Josh B.

$254 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

Frankfort

Brad S.

$200 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

20. Bourbon and Horse Racing

Frankfort

Nancy C.

$293 nightly

Oct 13 - Oct 14

Total with taxes and fees

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Find out more about Waddy

Everything you need to know about Waddy vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waddy vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waddy vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waddy vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waddy. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Waddy in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waddy rentals

At Expedia, we put the best Waddy vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Waddy rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waddy vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waddy. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.