Holiday Rentals in Waddy

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Holiday Rentals in Waddy

Holiday Home in Waddy

10.0 out of 10, Exceptional, (30)
"This home is beautiful, there is plenty of room for all. The downstairs game room with Barry very fun"
United States
Dusty
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (2)
"3 couples had a great stay at the property. Very clean and tastefully decorated. Well equipped kitchen-needs a new cork screw-but, we were there for the bourbon. Beautiful setting and in the middle of the distilleries we wanted to visit in Bardstown, Frankfort, Versailles and Lexington. Only negative would be it needed some extra wash cloths for bathrooms and bath mats. "
United States
Elizabeth B.
The price is €1,082
includes taxes & fees
1 Dec - 2 Dec
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Holiday Home in Waddy

9.4 out of 10, Exceptional, (8)
"Clean, quiet and a great location. "
United States
Marla B.
The price is €306
includes taxes & fees
9 Dec - 10 Dec
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cabin in Waddy

10.0 out of 10, Exceptional, (8)
"Great location, close to Frankfort, Louisville and Lexington. Theater room was amazing! "
United States
Nicole D.
The price is €1,824
includes taxes & fees
1 Dec - 2 Dec
Luxury lodge in the heart of the Bluegrass

Cabin in Waddy

9.0 out of 10, Wonderful, (7)
"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.
Luxury 4 bedroom Log Cabin on 32 acres only 10 minutes from Frankfort, KY

Holiday Home in Frankfort

9.8 out of 10, Exceptional, (155)
"Loved the location and the host was phenomenal!"
United States
Lauren D.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Cabin in Versailles

2.0 star property
10.0 out of 10, Exceptional, (6)
The price is €179
includes taxes & fees
7 Dec - 8 Dec
Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (20)
"Nice property, well kept, easy check in/out."
United States
Kathleen V.
The price is €265
includes taxes & fees
1 Dec - 2 Dec
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Cabin in Bagdad

9.6 out of 10, Exceptional, (239)
"Great place to stay, quiet, beautiful scenery and plenty of games and things to do. "
United States
Leah G.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (15)
"Great place for a family vacation. Owners were very responsive. "
United States
Angela N.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Holiday Home in Jeffersontown

9.6 out of 10, Exceptional, (24)
"Great place good time "
United States
Jefferey S.
The price is €649
includes taxes & fees
1 Dec - 2 Dec
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Holiday Home in Bloomfield

The price is €833
includes taxes & fees
1 Dec - 2 Dec
Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub

Holiday Home in Bloomfield

10.0 out of 10, Exceptional, (2)
"What a fantastic property. I booked this for a bachelor party weekend and it was everything as described and some. Beautiful house with tons of space to relax and have a great time. Beds were very comfortable and amenities provided were fantastic. Anna was extremely friendly and responsive with anything we needed.The only thing I would recommend is to bring a large pot coffee maker. 10 coffee drinkers every morning is a lot for a single cup kuerig machine! "
United States
Matthew T.
Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

Holiday Home in Frankfort

9.6 out of 10, Exceptional, (14)
"This was perfect for our week in Frankfort"
United States
Dan G.
The price is €345
includes taxes & fees
31 Dec - 1 Jan 2026
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

Holiday Home in Frankfort

9.8 out of 10, Exceptional, (30)
"This place was amazing! Best place we’ve stayed at on our annual bourbon trip!"
United States
Ted T.
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

Apartment in Frankfort

10.0 out of 10, Exceptional, (8)
"Super convenient to buffalo trace. Comfortable space. Would recommend "
United States
Brandy
The price is €206
includes taxes & fees
12 Dec - 13 Dec
The Bourbon Garage- walking distance to Buffalo Trace!

Holiday Home in Louisville

10.0 out of 10, Exceptional, (26)
"Great host, went out of his way to make our stay great. Would definitely stay again. "
United States
Lawrence R.
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

Cottage in Taylorsville

10.0 out of 10, Exceptional, (229)
"This property was perfect for our bourbon trail trip. It’s central to Louisville, Frankfort and Bardstown. Everything was comfortable and we especially appreciated the hot tub at the end of our long days."
United States
Judy F.
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Holiday Home in Shelbyville

9.4 out of 10, Exceptional, (40)
"Good accommodations. Has everything needed for a comfortable stay. Good central location for Louisville and Lexington excursions."
United States
Tom F.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (25)
"Very nice house. Conveniently located and the host was very responsive."
United States
Girish B.
NEW Bourbon Trail Luxury Loft in Downtown Frankfort / 5 BR + 5 Bath / Sleeps 10
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

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 €179 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?

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail: This holiday home rental outside of Waddy is located on a river, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Waddy?

With 4 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 Gallrein Farms 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.