Waddy Vacation Rentals

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Our top choices for Waddy vacation rentals

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.
$304 nightly
The price is $321
May 10 - May 11
Total with taxes and fees
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

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
May 10 - May 11
Total with taxes and fees
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

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.
$870 nightly
The price is $975
May 12 - May 13
Total with taxes and fees
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

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)
"Wonderful location and fantastic space for our family! "
United States
Erica R.
$948 nightly
The price is $1,075
May 12 - May 13
Total with taxes and fees
Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Private A-frame Cabin - Hot tub, Firepit & Views

Private A-frame Cabin - Hot tub, Firepit & Views
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay, very clean in a peaceful country setting. Communication with owner was great and very accommodating!!"
United States
Dana C.
$468 nightly
The price is $521
May 10 - May 11
Total with taxes and fees
Private A-frame Cabin - Hot tub, Firepit & Views

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
$1,874 nightly
The price is $2,086
May 10 - May 11
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass

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.
$219 nightly
The price is $237
May 12 - May 13
Total with taxes and fees
Bourbon Trail: Caboose on the Farm

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (24 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
$291 nightly
The price is $321
May 10 - May 11
Total with taxes and fees
Five Minutes from Keeneland!

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, (101 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
May 9 - May 10
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (24 reviews)
"Everything was as advertised. Would stay there again."
United States
Lori R.
$331 nightly
The price is $360
May 20 - May 21
Total with taxes and fees
Woodford Stables / Walk to Eckert's Orchard

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)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
$220 nightly
The price is $250
May 10 - May 11
Total with taxes and fees
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (55 reviews)
"Great communication. Very clean property."
United States
Alan D.
$254 nightly
The price is $280
May 11 - May 12
Total with taxes and fees
Original Circa 1818 Oak Lodge

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, (6 reviews)
"Simply the perfect spot for a weekend getaway! Such a quaint little gem!"
United States
Amy
$212 nightly
The price is $234
May 10 - May 11
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.8 out of 10, Exceptional, (7 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.
$272 nightly
The price is $293
May 11 - May 12
Total with taxes and fees
Scenic Highgrounds Modern Cabin - Chicory

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (128 reviews)
"Was a nice little house thst worked well for my family on our trip. I would have no issue staying again."
United States
Jeff K.
$265 nightly
The price is $292
May 10 - May 11
Total with taxes and fees
2 Bed/2 Bath/Game Room

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (38 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
May 12 - May 13
Total with taxes and fees
Capital City Condo #8

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)
"My co workers and I had a great stay."
United States
accounting
$423 nightly
The price is $466
May 12 - May 13
Total with taxes and fees
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (54 reviews)
"Fantastic location and great hosts!"
United States
James S.
$165 nightly
The price is $178
May 17 - May 18
Total with taxes and fees
Bourbon Trail Cabin on the Farm

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Frankfort
10.0 out of 10, Exceptional, (29 reviews)
"Great location"
United States
Kevin M.
$280 nightly
The price is $318
May 13 - May 14
Total with taxes and fees
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (45 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
$206 nightly
The price is $242
May 10 - May 11
Total with taxes and fees
Capital City Cottage
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

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 $218 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?

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16: Visitors like this Waddy vacation home rental. It is located in a rural location and has a patio, a garden, 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. You can relax into your vacation with a selection of games and a hot tub.

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 Guist Creek Lake State Park 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.