Waddy Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Waddy vacation rentals

Fridge, microwave, oven, stovetop

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (11 reviews)
"Clean, quiet and a great location. "
United States
Marla B.
$296 nightly
The price is $316
May 5 - May 6
Total with taxes and fees
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Private kitchen

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

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
$210 nightly
The price is $234
Apr 28 - Apr 29
Total with taxes and fees
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
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, (5 reviews)
"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.
$897 nightly
The price is $1,017
Apr 20 - Apr 21
Total with taxes and fees
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
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.
$911 nightly
The price is $1,021
May 5 - May 6
Total with taxes and fees
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
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 property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveler
$1,893 nightly
The price is $2,107
Apr 19 - Apr 20
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass
Outdoor dining

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"We loved it here! It was clean and quiet and the perfect theme to our train weekend! "
United States
Brittany B.
$214 nightly
The price is $232
Apr 26 - Apr 27
Total with taxes and fees
Bourbon Trail: Caboose on the Farm
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.
$316 nightly
The price is $348
May 10 - May 11
Total with taxes and fees
Five Minutes from Keeneland!
Living area

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (16 reviews)
"Loved the location to all the things we wanted to do! Great restaurants etc!"
United States
Sandra L.
$202 nightly
The price is $238
Apr 17 - Apr 18
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
Exterior

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (55 reviews)
"Clean, great location, fully equipped kitchen, nice neighborhood. Woukd definitely recommen!"
United States
Michelle
$265 nightly
The price is $283
May 4 - May 5
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
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, (99 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.
$140 nightly
The price is $165
Apr 26 - Apr 27
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Property grounds

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (18 reviews)
"Such a wonderful cabin, it was nice to get away for the weekend. Very cute the property manager was always quick to communicate if we needed anything. "
United States
XaViera E.
$221 nightly
The price is $251
Apr 19 - Apr 20
Total with taxes and fees
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
1 bedroom, iron/ironing board, WiFi, bed sheets

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
Lawrenceburg
9.4 out of 10, Exceptional, (3 reviews)
"The studio is really charming and well put together. Room got a bit warm in the evening. Road noise if you are a light sleeper could be an issue. Shower was awesome and kitchen had all that I needed. "
United States
Lanita C.
$207 nightly
The price is $228
Apr 19 - Apr 20
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
Outdoor dining

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (53 reviews)
"Great communication. Very clean property."
United States
Alan D.
$251 nightly
The price is $277
Apr 20 - Apr 21
Total with taxes and fees
Original Circa 1818 Oak Lodge
Property grounds

Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (24 reviews)
"pp"
United States
Bob Q.
$330 nightly
The price is $359
Apr 20 - Apr 21
Total with taxes and fees
Woodford Stables / Walk to Eckert's Orchard
Interior

Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very Good, (8 reviews)
"The place was clean and as advertised any communication withbthe owner was answered immediately and on on Saturday morning checkout we had a box of fresh delicious donuts on our door. It was a nice touch!!"
United States
Nicholas
$140 nightly
The price is $165
Apr 19 - Apr 20
Total with taxes and fees
Capital City Condo #10
Terrace/patio

Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.6 out of 10, Exceptional, (5 reviews)
"The cabin is located on a huge beautiful farm. When it wasnt raining we enjoyed hiking the trails and checking out the wild life.will definitely consider staying again!"
United States
Crystal S.
$262 nightly
The price is $283
Apr 19 - Apr 20
Total with taxes and fees
Scenic Highgrounds Modern Cabin - Chicory
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (37 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.
$140 nightly
The price is $165
Apr 20 - Apr 21
Total with taxes and fees
Capital City Condo #8
Property grounds

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (52 reviews)
"Fantastic location and great hosts!"
United States
James S.
$165 nightly
The price is $178
Apr 28 - Apr 29
Total with taxes and fees
Bourbon Trail Cabin on the Farm
Interior

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
9.0 out of 10, Wonderful, (71 reviews)
"Great stay! "
United States
Armando G.
$163 nightly
The price is $167
Apr 20 - Apr 21
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
1 bedroom, iron/ironing board, travel crib, 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, (87 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.
$140 nightly
The price is $165
Apr 26 - Apr 27
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Waddy Hotel Reviews

The Delegate

The Delegate

10/10 Excellent
"Restaurant and bar in the building. Right in town. Great for walking! "
Judy 1-night trip
Posted 2 hours ago
The Delegate

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 $165 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.

Explore a world of travel with Expedia

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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This vacation home rental outside of Waddy offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Waddy?

With 6 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 Berry Hill Mansion and Jeptha Creed Distillery.

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.