Waddy Holiday Rentals

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Holiday Rentals in Waddy

Luxury lodge in the heart of the Bluegrass

10.0 out of 10, Exceptional, (4)
"Let’s start with the negative…I am only allowed to rate the property on 5 stars, instead of a WELL DESERVING 10!!! This place is amazing! The home (not house, there is more than enough character to go around which puts it on another level as far as I’m concerned) is located conveniently off the highway and is situated on meticulously maintained grounds. Plenty of space to host a larger crowd or spread out and seek privacy. We’ve stayed in numerous different areas around the country and this...
The price is AU$2,913
includes taxes & fees
2 Dec - 3 Dec
Luxury lodge in the heart of the Bluegrass

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

9.4 out of 10, Exceptional, (36)
"Everything was perfect! Only thing was parking was difficult with our F150 truck but we knew that going in from other reviews! Would stay again for sure!! "
The price is AU$241
includes taxes & fees
1 Dec - 2 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (197)
"The cottage made for a perfect weekend getaway. It was very clean, supplied everything you could need and the owner was more than helpful to make this a special weekend for us. We plan to come back with family next time. "
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

9.8 out of 10, Exceptional, (112)
"Perfect place! Very relaxing and comfortable. We had a group of 4 - 2 couples, and it had plenty of space. Close to everything! "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Capital City Cottage

9.4 out of 10, Exceptional, (22)
"We enjoyed our stay ! Very clean and comfortable!"
The price is AU$370
includes taxes & fees
1 Dec - 2 Dec
Capital City Cottage

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

9.6 out of 10, Exceptional, (208)
"Nice Cabin, good location"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

Angels Envy 29 - A relaxing place by the lake!

9.6 out of 10, Exceptional, (14)
"Great place good accommodation "
The price is AU$467
includes taxes & fees
1 Dec - 2 Dec
Angels Envy 29 - A relaxing place by the lake!

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

9.8 out of 10, Exceptional, (65)
"Property was quaint and cozy! Quiet and peaceful. Enjoyed watching the beavers swim in lake and deer feeding! Clean and near accommodations in town. "
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (29)
"Property was clean, easy access. Beautiful area. We were there for the weekend of our daughters wedding in Shelbyville. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

10.0 out of 10, Exceptional, (24)
"The location was convenient to town, wineries, and distilleries, although off the beaten path. The charming house allowed for relaxation in a quiet setting surrounded by fields of cows and deer grazing each night. The host was responsive if contacted. We had all of the comforts of home and found it very relaxing. "
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (193)
"Overall, this property met its description. Centrally located to many stops on the trail. The only complaints we had were the sounds of what we believe were birds that may have nested inside the walls (it looked like there is some patching on the outside of the property) and the enormous amount of flies (mostly dead) inside. We tried to figure out where they were coming from but had no luck. There were enough that we had to sweep the dead ones up on a daily basis! If you can look past these...
The Green Cabin-on-The Bourbon Trail

Bourbon Trail Cabin on the Farm

10.0 out of 10, Exceptional, (27)
"Enjoyed our stay immensely outside fireplace was a bonus. We will return."
The price is AU$255
includes taxes & fees
16 Dec - 17 Dec
Bourbon Trail Cabin on the Farm

A Romantic Getaway on the Bourbon Trail

10.0 out of 10, Exceptional, (38)
"The accommodation is well equipped and extremely clean. The property is beautiful and lends itself to a relaxing getaway. To top it all off the hosts were very welcoming and communicative. If you are looking for an idyllic place to stay in the area, you've found the right listing."
A Romantic Getaway on the Bourbon Trail

Saddlebred Suites 6 bed, 6 ba

9.8 out of 10, Exceptional, (20)
"We booked your location for 'overflow' of our employees for a Team Meeting. Great accommodations for our people. Thank you. "
The price is AU$1,387
includes taxes & fees
1 Dec - 2 Dec
Saddlebred Suites 6 bed, 6 ba

Capital City Condo #2

9.6 out of 10, Exceptional, (35)
"The place was as shown in the pictures. It had everything needed except an ice tray (which was no big deal). It was a great location if you are touring the local distilleries. Would stay here again if in the area."
The price is AU$238
includes taxes & fees
3 Dec - 4 Dec
Capital City Condo #2

1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!

10.0 out of 10, Exceptional, (62)
"Nicely renovated older home with lots of character and charm with plenty of room to easily accommodated 6 friends on a bourbon trail excursion. Location was centrally located for the distilleries on our tour list. We particularly enjoyed the Woodford room to hang out as a group! "
1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!

Historically Registered 1847 Cabin

10.0 out of 10, Exceptional, (137)
"Clean, organized, fully stocked, great for kids, in a beautiful neighborhood."
Historically Registered 1847 Cabin

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (8)
"The house was perfect for our group of six. Wonderful location to explore the area. Highly recommended!"
Cozy cabin in the heart of horse country

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

10.0 out of 10, Exceptional, (20)
"Beautiful home in middle of horse country! Rolling hills, fresh air, starry nights, and very kind hosts. Would love to go back! Was good for the soul. "
The price is AU$667
includes taxes & fees
2 Dec - 3 Dec
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

A-Framed View in Kentucky

10.0 out of 10, Exceptional, (26)
"My wife loved the decor it was perfect but not to muuch. Clean tidy and cute overall and good communication. Highly recommend getting up to watch the sunrise! We had clear skies and each morning some fog settled in over the back fields before sunrise, excellant way to start the day!"
The price is AU$760
includes taxes & fees
3 Dec - 4 Dec
A-Framed View in Kentucky
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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Other types of properties in Waddy you may be interested in

Luxury lodge in the heart of the Bluegrass

10.0 out of 10, Exceptional, (4)
"Let’s start with the negative…I am only allowed to rate the property on 5 stars, instead of a WELL DESERVING 10!!! This place is amazing! The home (not house, there is more than enough character to go around which puts it on another level as far as I’m concerned) is located conveniently off the highway and is situated on meticulously maintained grounds. Plenty of space to host a larger crowd or spread out and seek privacy. We’ve stayed in numerous different areas around the country and this...
The price is AU$2,913
includes taxes & fees
2 Dec - 3 Dec
Luxury lodge in the heart of the Bluegrass

Capital Plaza Hotel

3.0 star property
8.2 out of 10, Very good, (1148)
"👍"
The price is AU$194
includes taxes & fees
1 Dec - 2 Dec
Capital Plaza Hotel

Days Inn by Wyndham Frankfort

2.5 star property
5.2 out of 10, (584)
"It was an all around great place to stat. Family friendly "
The price is AU$120
includes taxes & fees
30 Nov - 1 Dec
Days Inn by Wyndham Frankfort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Waddy?

Yes, there are holiday rentals close to the most popular sights in Waddy, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Waddy has to offer?

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.: This holiday home rental outside of Waddy offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 wider area, you’ll find Jeptha Creed Distillery and Kentucky State Capitol.

What are holiday rentals like in Waddy?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waddy. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.