Default HTG hotel image

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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (12 reviews)
"Excellent stay and a beautiful property. Perfect for our needs no complaints."
United States
Anthony T.
$354 nightly
The price is $407
Nov 8 - Nov 9
Total with taxes and fees
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
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.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
United States
Daniel H.
$238 nightly
The price is $265
Nov 8 - Nov 9
Total with taxes and fees
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
A modern kitchen with a central island, stainless steel appliances, and bar stools.

3. Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views

Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
Waddy
$288 nightly
The price is $321
Nov 30 - Dec 1
Total with taxes and fees
Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
A kitchen with a central island, wooden ceiling, and bar stools.

4. On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace

On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Waddy
9.0 out of 10, Wonderful, (7 reviews)
"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.
$675 nightly
The price is $751
Nov 9 - Nov 10
Total with taxes and fees
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
A log cabin with a stone chimney, multiple windows, and a porch with outdoor seating.

5. 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
$1,229 nightly
The price is $1,368
Nov 9 - Nov 10
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass
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.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
$132 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
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.

7. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
$132 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Capital City Condo #10
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

8. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 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.
$125 nightly
The price is $147
Nov 7 - Nov 8
Total with taxes and fees
Capital City Condo #8
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

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
$132 nightly
The price is $155
Nov 10 - Nov 11
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A living room with a flat-screen TV, a wooden entertainment unit, a round coffee table, a beige sofa, and a potted plant.

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

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
$158 nightly
The price is $175
Dec 6 - Dec 7
Total with taxes and fees
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A room with a leather sofa, two armchairs, a bed, and a small table with a tray.

11. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
$145 nightly
The price is $161
Nov 8 - Nov 9
Total with taxes and fees
Unique Downtown Studio with an Industrial Vibe
A modern living room with a large sofa, a coffee table, and a TV. There is a fireplace with a large painting above it.

12. Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (17 reviews)
"Great property. My husband and I loved it for our anniversary."
United States
Ashley B.
$228 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
A wooden coffee table with three bottles and a glass container in a living room.

13. 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
8.8 out of 10, Excellent, (78 reviews)
"The house is clean and cute. Beds are very comfortable. Bathroom is tight and the wifi didn't work. The outside could use some work. Trees need to be trimmed, window screens were broken, etc. Conveniently located around everything and very much enjoyed our stay."
United States
Nick K.
$140 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

14. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (65 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
$182 nightly
The price is $197
Nov 9 - Nov 10
Total with taxes and fees
Bourbon Trail Cabin on the Farm
A modern living room with a sofa, a coffee table, and a bed.

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (38 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
$197 nightly
The price is $232
Nov 16 - Nov 17
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
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.

16. This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Frankfort
8.4 out of 10, Very good, (13 reviews)
"We had the best time! Second time staying at this location - first time was on the first floor. A great location and very welcoming! We'll be back!"
United States
Melissa R.
$188 nightly
The price is $190
Nov 8 - Nov 9
Total with taxes and fees
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
A hallway with a dark wooden staircase, a white door, and a small table with a potted plant, framed picture, and a basket of items.

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

This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
9.4 out of 10, Exceptional, (13 reviews)
"Excellent location with many shops and restaurants within walking distance."
United States
Mark S.
$178 nightly
The price is $180
Nov 8 - Nov 9
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A room with a wooden wardrobe, a white sofa, and a patterned rug.

18. The Carriage - Quaint Haven 6 mins. to Buffalo Trace

The Carriage - Quaint Haven 6 mins. to Buffalo Trace
Frankfort
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay - very unique. Close to many places to eat and sights to see.Jason & Toni were great hosts and very available to questions or needs. Would stay again."
United States
Joe B.
$196 nightly
The price is $231
Nov 8 - Nov 9
Total with taxes and fees
The Carriage - Quaint Haven 6 mins. to Buffalo Trace
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.

19. 1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful place to stay while hitting the bourbon trail. Perfectly decorated to help the bourbon trail experience."
United States
Justin F.
$248 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
1BD Modern Bourbon Cottage
A kitchen with a large stainless steel sink, wooden countertops, and brick walls.

20. Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Frankfort
9.8 out of 10, Exceptional, (27 reviews)
"This was perfect for our week in Frankfort"
United States
Dan G.
$211 nightly
The price is $248
Nov 9 - Nov 10
Total with taxes and fees
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
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

Capital Plaza Hotel

Capital Plaza Hotel

8/10 Good
"staff is great, hotel under renovations ao its a maze to the elevators and nothing is open but we have stayed there several times and its been great. Its going to be fantastic once.it is completed."
Elecia 1-night trip
Posted 5 hours ago
Capital Plaza Hotel

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 $141 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.