Waddy Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Waddy holiday rentals

Exterior

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 location, close to Frankfort, Louisville and Lexington. Theater room was amazing! "
United States
Nicole D.
The price is HK$10,410
HK$16,353 total
includes taxes & fees
27 Feb - 28 Feb
Luxury lodge in the heart of the Bluegrass
Property grounds

Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Frankfort
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful location and fantastic space for our family! "
United States
Erica R.
The price is HK$2,112
HK$6,030 total
includes taxes & fees
23 Feb - 24 Feb
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Fridge, microwave, oven, stovetop

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
8.0 out of 10, Very good, (10 reviews)
"Clean, quiet and a great location. "
United States
Marla B.
The price is HK$890
HK$2,214 total
includes taxes & fees
1 Mar - 2 Mar
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Outdoor spa tub

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Waddy
10.0 out of 10, Exceptional, (1 review)
"Thirteen of us escaped to Cat Ridge Resort for a quick stay—and left planning our return.The scenic drive and peaceful setting set the tone. Evenings by the firepit, hot tub soaks under the stars, and time in the sauna made it easy to unwind. The cows next door were a charming bonus.Inside, the design is stunning—thoughtful, handcrafted details and beautiful spaces made for gathering.Communication with the host was excellent, and check-in was a breeze.Short, sweet, and truly special. We can’t...
United States
Barb J.
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Interior

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"Loved every aspect of this unique stay! From the very cool caboose to friendly farm animals, we hope to be back again!"
United States
Cindi M.
The price is HK$1,108
HK$1,837 total
includes taxes & fees
19 Feb - 20 Feb
Bourbon Trail: Caboose on the Farm
Exterior

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (123 reviews)
"Great central location for our stay! Than you so much. Would absolutely recommend this to everyone!"
United States
Patrick
The price is HK$1,016
HK$1,637 total
includes taxes & fees
19 Feb - 20 Feb
2 Bed/2 Bath/Game Room
Interior

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
The price is HK$1,414
HK$2,524 total
includes taxes & fees
20 Feb - 21 Feb
Five Minutes from Keeneland!
Outdoor spa tub

Restful Bourbon Trail Lodge with Pool and Hot Tub

Restful Bourbon Trail Lodge with Pool and Hot Tub
Lawrenceburg
9.6 out of 10, Exceptional, (27 reviews)
"Everything was very nice and clean"
United States
Ryan W.
The price is HK$1,428
HK$2,754 total
includes taxes & fees
23 Feb - 24 Feb
Restful Bourbon Trail Lodge with Pool and Hot Tub
Dining

Bourbon Barrel Cottages #3 on Ky. Bourbon Trail

Bourbon Barrel Cottages #3 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (18 reviews)
"We really enjoyed our stay at the bourbon barrel cottage. Would highly recommend and will book again when we are in the area."
United States
Stephanie B.
The price is HK$1,641
HK$10,432 total
includes taxes & fees
22 Feb - 23 Feb
Bourbon Barrel Cottages #3 on Ky. Bourbon Trail
Smart TV

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Shelbyville
9.8 out of 10, Exceptional, (8 reviews)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
United States
Shay D.
The price is HK$1,076
HK$2,529 total
includes taxes & fees
4 Mar - 5 Mar
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Exterior

Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (17 reviews)
"Fun place to stay. Cabins were super cute!"
United States
Rebecca B.
The price is HK$2,188
HK$3,554 total
includes taxes & fees
22 Feb - 23 Feb
Two Bourbon Barrel Cabins
Smart TV, fireplace, video games, DVD player

Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy

Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy
Lawrenceburg
10.0 out of 10, Exceptional, (73 reviews)
"This was an incredible property to stay at, probably the best I've stayed at. Very smooth and easy check-in and check-out and responsive hosts."
United States
Kyle R.
The price is HK$2,893
HK$7,333 total
includes taxes & fees
22 Feb - 23 Feb
Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy
Exterior

# 1 on Ky. Bourbon Trail HOT TUB all distilleries

# 1 on Ky. Bourbon Trail HOT TUB all distilleries
Lawrenceburg
10.0 out of 10, Exceptional, (26 reviews)
"Great, secluded location far enough away for peace and quiet yet close enough to lots of fun activities."
United States
Kevin B.
The price is HK$1,641
HK$2,754 total
includes taxes & fees
1 Mar - 2 Mar
# 1 on Ky. Bourbon Trail HOT TUB all distilleries
Interior

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, (97 reviews)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
The price is HK$547
HK$1,287 total
includes taxes & fees
19 Feb - 20 Feb
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Exterior

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Versailles
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for our needs.Came up for keenland and the Kentucky Tennessee game. Was a perfect spot for us and everything was exactly as described. Had a blast and the property is super pretty. Will be coming back again! "
United States
Austin S.
The price is HK$1,915
HK$3,610 total
includes taxes & fees
20 Feb - 21 Feb
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
TV, stereo

Bourbon Barrel Cottages #5 on Ky. Bourbon Trail

Bourbon Barrel Cottages #5 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (14 reviews)
"Very clean place to stay. "
United States
Alisha F.
The price is HK$1,641
HK$2,788 total
includes taxes & fees
19 Feb - 20 Feb
Bourbon Barrel Cottages #5 on Ky. Bourbon Trail
1 bedroom, iron/ironing board, travel cot, free WiFi

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, (82 reviews)
"We had a great stay at this property. The space was clean, well-stocked with supplies, and the hosts were responsive. I would recommend this location to anyone visiting the area. "
United States
Lisa E.
The price is HK$547
HK$1,287 total
includes taxes & fees
19 Feb - 20 Feb
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Pool

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is HK$1,063
HK$2,098 total
includes taxes & fees
19 Feb - 20 Feb
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (36 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 HK$547
HK$1,287 total
includes taxes & fees
19 Feb - 20 Feb
Capital City Condo #8
Exterior

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (52 reviews)
"Great place to stay!"
United States
Jeff S.
The price is HK$656
HK$1,969 total
includes taxes & fees
19 Feb - 20 Feb
Bourbon Trail Lakehouse - Pet Friendly!
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

Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG

10/10 Excellent
"Our room was clean and comfortable with fridge and microwave. Front desk clerk that night helped me with some noise problems . The pool was why we came and it did not disappoint. We would come and stay again. "
Rebecca 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Lexington W - Versailles by IHG

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!

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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?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: This holiday home rental outside of Waddy is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 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 5 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.