Waddy Vacation Rentals

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Nov 29 - Nov 30
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Dec 12 - Dec 14

Vacation Rentals in Waddy

Exterior
Luxury lodge in the heart of the Bluegrass

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.
$1,893 nightly
The price is $2,107
Nov 30 - Dec 1
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass
Fridge, microwave, oven, stovetop
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Vacation Home in Waddy

9.4 out of 10, Exceptional, (8)
"Clean, quiet and a great location. "
United States
Marla B.
$328 nightly
The price is $350
Dec 9 - Dec 10
Total with taxes and fees
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Fridge, microwave, oven, stovetop
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Vacation 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.
$659 nightly
The price is $748
Dec 2 - Dec 3
Total with taxes and fees
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Smart TV, fireplace, books
Bourbon Trail: Caboose on the Farm

Mobile Home in Lawrenceburg

10.0 out of 10, Exceptional, (38)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
United States
Lindsey
$225 nightly
The price is $244
Nov 30 - Dec 1
Total with taxes and fees
Bourbon Trail: Caboose on the Farm
Interior
Five Minutes from Keeneland!

Cottage in Versailles

10.0 out of 10, Exceptional, (23)
"My daughter and I stayed at this property ehile she was competing at the horse park. It was a lovely, restful place for us to start and end our busy days. The property is impeccably maintained, the hosts are wonderful, and the location in the heart of horse country was exactly what we needed. Thank you!"
United States
Rachel B.
$293 nightly
The price is $323
Dec 1 - Dec 2
Total with taxes and fees
Five Minutes from Keeneland!
Exterior
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Apartment in Lawrenceburg

10.0 out of 10, Exceptional, (3)
"Cute and comfortable place. I was very impressed and the host, Kyra was very communicative and great to work with! Will definitely be my "go-to" when I'm in the area again. "
United States
Lanita C.
$187 nightly
The price is $207
Nov 30 - Dec 1
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Fridge, microwave, oven, stovetop
Modern cottage located in the heart of the Bourbon Trail

Cottage in Lawrenceburg

9.8 out of 10, Exceptional, (32)
"Had a great stay here! Beautiful and unique property, comfortable, very convenient location for seeing Lawrenceburg and visiting Wild Turkey/Four Roses/Buffulo Trace, etc. I would definitely stay there again."
United States
Roger C.
$175 nightly
The price is $193
Dec 3 - Dec 4
Total with taxes and fees
Modern cottage located in the heart of the Bourbon Trail
Exterior
Ideal One-Bedroom Getaway on the Bourbon Trail

Cottage in LAWRENCBURG

10.0 out of 10, Exceptional, (12)
"This little house was perfect. Very clean and well-kept. Modernly decorated. Walking distance to the little downtown area, the park and the town square. We loved our short stay! "
United States
Kristi
$175 nightly
The price is $193
Nov 30 - Dec 1
Total with taxes and fees
Ideal One-Bedroom Getaway on the Bourbon Trail
2 bedrooms, desk, iron/ironing board, travel crib
Bourbon Trail Lakehouse - Pet Friendly!

Vacation Home in Frankfort

9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
$243 nightly
The price is $258
Nov 30 - Dec 1
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
Interior
Bourbon Trail Cabin on the Farm

Cabin in Lawrenceburg

10.0 out of 10, Exceptional, (46)
"Fantastic location and great hosts!"
United States
James S.
$165 nightly
The price is $178
Dec 7 - Dec 8
Total with taxes and fees
Bourbon Trail Cabin on the Farm
Interior
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Condo in Frankfort

8.8 out of 10, Excellent, (97)
"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
Nov 30 - Dec 1
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Exterior detail
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Vacation Home in Lawrenceburg

10.0 out of 10, Exceptional, (119)
"Awesome place and very friendly host. Love the decoration "
United States
Mark N.
$189 nightly
The price is $208
Nov 30 - Dec 1
Total with taxes and fees
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Living area
The Bourbon Garage- walking distance to Buffalo Trace!

Apartment in Frankfort

10.0 out of 10, Exceptional, (8)
"Super convenient to buffalo trace. Comfortable space. Would recommend "
United States
Brandy
$188 nightly
The price is $221
Dec 12 - Dec 13
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
Fridge, microwave, oven, stovetop
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Cottage in Shelbyville

9.8 out of 10, Exceptional, (8)
"This was an excellent option as a base to organize some outings to distilleries. We focused on distilleries in Frankfort and Louisville, so Shke yvulle was a great in between stop. The only snafu of the trip was the door code didn't work on arrival, but the owner responded quickly to text to get us in. The house is charming and clean and very quiet outside of the random trains. But if you make use of the ear plugs thoughtfully sprinkled through the bedrooms, the trains aren't much of a problem....
United States
Mike L.
$255 nightly
The price is $284
Dec 1 - Dec 2
Total with taxes and fees
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Terrace/patio
Bourbon Trail Getaway | Hot Tub • Fire Pit

Vacation Home in Lawrenceburg

10.0 out of 10, Exceptional, (21)
"Convenient location for the purpose of our stay."
United States
Scott S.
$349 nightly
The price is $384
Dec 1 - Dec 2
Total with taxes and fees
Bourbon Trail Getaway | Hot Tub • Fire Pit
Exterior
Original Circa 1818 Oak Lodge

Cabin in Lawrenceburg

9.4 out of 10, Exceptional, (53)
"Wonderful old log home. Wonderful location for exploring the distilleries of Kentucky! Host was wonderful, cabin is glorious!"
United States
Luke O.
$254 nightly
The price is $280
Dec 1 - Dec 2
Total with taxes and fees
Original Circa 1818 Oak Lodge
Fridge, microwave, oven, stovetop
"The Homestead" UPSCALE STAY - Downtown with Yard

Vacation Home in Lawrenceburg

8.8 out of 10, Excellent, (8)
"This home is in a perfect location convenient for quick runs to anywhere. Nice property and love that it allows a dog. Our whole family was able to enjoy a nice vacation."
United States
Tabitha E.
$212 nightly
The price is $234
Nov 30 - Dec 1
Total with taxes and fees
"The Homestead" UPSCALE STAY - Downtown with Yard
Property grounds
Bourbon Barrel Cabin A. There are 2 Cabins A & B.

Cottage in Frankfort

10.0 out of 10, Exceptional, (2)
"This cabin was very nice and convenient to visit the Kentucky bourbon trail."
United States
Heidi W.
$235 nightly
The price is $267
Nov 30 - Dec 1
Total with taxes and fees
Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Smart TV, books
Capital City Condo #8

Condo in Frankfort

8.6 out of 10, Excellent, (36)
"Check-in was smooth. We loved the fact we didn’t need to do dishes or worry about the trash at checkout. The TV service was just OK, but the WiFi was great. Would stay here again. "
United States
Jeff Y.
$140 nightly
The price is $165
Nov 30 - Dec 1
Total with taxes and fees
Capital City Condo #8
Exterior
Scenic Highgrounds Modern Cabin - Chicory

Cabin in Frankfort

9.6 out of 10, Exceptional, (4)
"This was a wonderful property that affords scenic and peaceful views. The property has all the amenities you could want. We would definitely stay again!"
United States
Christina B.
$250 nightly
The price is $269
Nov 30 - Dec 1
Total with taxes and fees
Scenic Highgrounds Modern Cabin - Chicory
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

Candlewood Suites Shelbyville by IHG

Candlewood Suites Shelbyville by IHG

10/10 Excellent
"Room was so clean and staff was so friendly esp Ash."
Mateo 1-night trip
Posted 3 days ago
Candlewood Suites Shelbyville by IHG

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 $202 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?

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail: This vacation home rental outside of Waddy is located on a river and has a selection of games, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Waddy?

With 4 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 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.