Waddy Holiday Rentals from €152: Search Short-Term Rentals

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.

includes taxes & fees

19 Oct - 20 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.

includes taxes & fees

18 Oct - 19 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.

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

includes taxes & fees

30 Oct - 31 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

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.

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.

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.

includes taxes & fees

18 Oct - 19 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.

includes taxes & fees

25 Oct - 26 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.

includes taxes & fees

19 Oct - 20 Oct

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

Shelbyville

Kim K.

includes taxes & fees

16 Nov - 17 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.

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.

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

includes taxes & fees

17 Nov - 18 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.

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

16. Capital City Condo #8

Frankfort

Robert V.

includes taxes & fees

20 Oct - 21 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.

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.

includes taxes & fees

5 Nov - 6 Nov

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

19. 119 Mero Street.

Frankfort

Donna M.

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.

includes taxes & fees

26 Oct - 27 Oct

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Top Waddy Hotel Reviews

Fairfield Inn & Suites by Marriott Frankfort

10/10 Excellent

"Breakfast was good and the room was clean. Very friendly staff"

Holiday Inn Express & Suites Lexington W - Versailles by IHG

10/10 Excellent

"Ms Carla was a woman looking after everyone at breakfast making sure we had an enough to eat and that the eating area was neat and tidy. She was FABULOUS! All people we dealt with at the front desk were polite and efficient."

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

10/10 Excellent

"Extremely clean house. It was perfect for 4 couples doing the bourbon tour. The hot tub and fire pit were used almost every day. The property does back up onto I64 so there is some freeway noise outside. We would stay here again without hesitation."

💙 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!"

Find out more about Waddy

Everything you need to know about Waddy holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waddy holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waddy holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waddy holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waddy holiday rentals we have selected for you start as low as €152 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waddy rentals

At Expedia, we put the best Waddy holiday 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 holiday.

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 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!