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Waddy Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Waddy vacation rentals

Private kitchen

1. 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.
$247 nightly
The price is $275
Aug 9 - Aug 10
Total with taxes and fees
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Coffee/tea maker, fridge, microwave, oven

2. 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.
$332 nightly
The price is $351
Aug 25 - Aug 26
Total with taxes and fees
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Outdoor spa tub

3. 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.
$872 nightly
The price is $977
Aug 10 - Aug 11
Total with taxes and fees
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Exterior

4. Peaceful countryside getaway in Waddy for groups!

Peaceful countryside getaway in Waddy for groups!
Waddy
$821 nightly
The price is $903
Aug 10 - Aug 11
Total with taxes and fees
Peaceful countryside getaway in Waddy for groups!
Exterior

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
$1,886 nightly
The price is $2,099
Aug 14 - Aug 15
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass
Interior

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, (106 reviews)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
$140 nightly
The price is $165
Aug 9 - Aug 10
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
TV

7. 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, (20 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
$165 nightly
The price is $183
Aug 16 - Aug 17
Total with taxes and fees
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Smart TV, books

8. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, Excellent, (40 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
Aug 13 - Aug 14
Total with taxes and fees
Capital City Condo #8
Living area

9. 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, (11 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
$238 nightly
The price is $262
Aug 9 - Aug 10
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Interior

10. Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very Good, (9 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
Capital City Condo #10
Property grounds

11. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (62 reviews)
"excellent place to visit we stayed one night and it was so peaceful relaxing and quiet, bed was super comfy i highly recommend staying here "
United States
Jennie B.
$165 nightly
The price is $178
Aug 24 - Aug 25
Total with taxes and fees
Bourbon Trail Cabin on the Farm
Bar (on property)

12. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
$160 nightly
The price is $178
Aug 11 - Aug 12
Total with taxes and fees
Unique Downtown Studio with an Industrial Vibe
Dining

13. Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
10.0 out of 10, Exceptional, (47 reviews)
"Great spot! Could use a few more mirrors to prepare for the derby, but space was great!"
United States
Jenn E.
$291 nightly
The price is $329
Aug 16 - Aug 17
Total with taxes and fees
Bourbon and Horse Racing
1 bedroom, iron/ironing board, travel crib, WiFi (free)

14. 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.
$140 nightly
The price is $165
Aug 19 - Aug 20
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Coffee/tea maker, fridge, microwave, oven

15. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
$316 nightly
The price is $351
Aug 10 - Aug 11
Total with taxes and fees
Quiet Downtown Maple Cottage Gem
Interior

16. 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, (73 reviews)
"Parking was great. We were able to walk right into the cute town of Frankfort. The bathroom is quite small and slightly outdated. Other than that, Bourbon On The Hill was perfect for girls weekend! "
United States
Megan E.
$155 nightly
The price is $159
Aug 12 - Aug 13
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Living area

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (27 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
$204 nightly
The price is $240
Aug 24 - Aug 25
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
Interior

18. 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
8.6 out of 10, Excellent, (12 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.
$195 nightly
The price is $199
Aug 9 - Aug 10
Total with taxes and fees
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Terrace/patio

19. Bourbon Trail Getaway | Hot Tub • Fire Pit

Bourbon Trail Getaway | Hot Tub • Fire Pit
Lawrenceburg
10.0 out of 10, Exceptional, (30 reviews)
"The house was great, very clean, owners communicated great, check in was easy, highly recommend the house! "
United States
Ron C.
$442 nightly
The price is $486
Sep 1 - Sep 2
Total with taxes and fees
Bourbon Trail Getaway | Hot Tub • Fire Pit
Property grounds

20. Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (25 reviews)
"Great stay. Would book again easily. "
United States
CODY C.
$240 nightly
The price is $265
Aug 18 - Aug 19
Total with taxes and fees
Peaceful Retreat on the Bourbon Trail
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

Capital Plaza Hotel

Capital Plaza Hotel

8/10 Good
"They are under construction, but everyone was nice and helpful. I can’t wait to see what it is going to look like. Room was nice."
Lisa 1-night trip
Posted 8 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 $174 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 on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!: This vacation home rental outside of Waddy is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Waddy?

With 7 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 Gallrein Farms 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.