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Compare 180 Vacation Homes in Waddy with updated reviews, rates, and availability.

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace
Game room

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

9.6 out of 10, Exceptional, (20)
"The house was fabulous. It was old, big, beautiful and clean; full of character. It was nice to have a pool table, slot machine and an assortment of games to play. The host provided snacks, coffee, water, shampoos & conditioners. Anything you'd need. The house was five minutes from Buffalo Trace and downtown Frankfort. The only downside was the neighborhood. It is very run down, but we felt COMPLETELY SAFE. Side note - Goodwood had great food & cocktails and so did The Stave. "
The price is SAR 581
SAR 1,119 total
includes taxes & fees
24 Feb - 25 Feb
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Welcoming home close to many Bourbon Trail attractions.

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

9.8 out of 10, Exceptional, (121)
"We had a great time staying here. Communication with the owner was easy. Clean and comfortable house."
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Shelbyville Vacation Rental | 3BR | 2BA | 1,700 Sq Ft | Steps Required to Access

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

9.8 out of 10, Exceptional, (13)
"My brother and I and our spouses stayed here as a base for exploring bourbon distilleries. The house was perfect for us and was beautifully decorated. I regret not using the hot tub and fire pit but the snow and cold weather was too much to hang out outdoors! "
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace
Outdoor spa tub

Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace

10.0 out of 10, Exceptional, (1)
"My husband and I booked a last minute stay to visit Buffalo Trace and a few other bourbon distilleries. We couldn’t have picked a better place. Centrally located to many distilleries and just 7 minutes to Buffalo Trace. The home is sparkling new with all the extra touches. From the plush bath towels, perfect mattress, hot tub with twinkle lights, the coffee bar, and plush oversized sofa that was perfect for watching late night movies. Seriously one of the best VRBO stays in our many travels and...
Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Exterior

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.2 out of 10, Wonderful, (14)
"Everything you could need is here. Very clean. I would recommend if you are vertically challenged like myself you bring a step stool if you are planning to get in the master bed. I stayed here because it was pet friendly and I was being my dog to Louisville for a surgery. It was perfect for what we needed. "
The price is SAR 371
SAR 809 total
includes taxes & fees
2 Mar - 3 Mar
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail
Cozy Living Room with Plenty of Sitting

Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

10.0 out of 10, Exceptional, (2)
"This was a wonderful stay for us! The location was within walking distance to the Capital building and downtown. Close proximity to several distilleries, groceries, the outlet mall, and Josephine Sculpture park. About thr home: super comfotable, super clean, and super big! Perfect for a friends getaway, a big family, or a couples weekend. THThe fenced in year was a great bunis dor those teaveling woth pets!weeforfamily.fencyearand"
The price is SAR 749
SAR 2,119 total
includes taxes & fees
24 Feb - 25 Feb
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
Welcome to the Bluegrass Bourbon House!

Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

10.0 out of 10, Exceptional, (11)
"Book this place now!! This adorable home is in a prime location for all of your bourbon trail activities. The decor is just as lovely as pictured, and the beds are very comfortable. The hot tub provided a relaxing spot for us girls to unwind, while our hubbies kicked back around the fire pit. We began each morning lazily with coffee around the whiskey room’s gas fireplace. It was divine! "
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!
Property grounds

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

9.8 out of 10, Exceptional, (69)
"Wonderful place. "
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Don't miss out. Book now!

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (87)
"Me and my boyfriend were here celebrating our birthdays and from the moment we walked in, we were impressed! We loved how clean and welcoming the place was. Each room felt like you were stepping into a different unique space, with plenty of different activities to choose from for adults or younger people. We enjoyed how close our destinations were, plus food in the area was amazing. We didn’t need for anything during our stay, there was everything you could think of provided for us for a...
The price is SAR 488
SAR 784 total
includes taxes & fees
2 Mar - 3 Mar
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Living area

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

9.2 out of 10, Wonderful, (41)
"Our second stay at this property was as good as the first. Top notch all around. "
The price is SAR 225
SAR 591 total
includes taxes & fees
26 Feb - 27 Feb
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Limestone Landing - Cozy Luxury Retreat w/ Hot Tub
Living area

Limestone Landing - Cozy Luxury Retreat w/ Hot Tub

10.0 out of 10, Exceptional, (41)
"This house is in a beautiful spot with a stream running through the backyard. In the evenings we would sit in the hot tub and relax in the peaceful surroundings. The layout of the house is great, with plenty of kitchen and livingroom space. The beds are very comfortable. The owner provided everything we needed including lots of towels, laundry and dish soap, miscellaneous toiletries, even some snacks!The location of the house was convenient for the distilleries that we visited: Buffalo Trace,...
Limestone Landing - Cozy Luxury Retreat w/ Hot Tub
1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!
Living area

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

10.0 out of 10, Exceptional, (66)
"Very roomy and cozy. "
1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.
Outdoor spa tub

NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.

10.0 out of 10, Exceptional, (1)
"Our stay at the Bourbon Bungalow was a fantastic experience for our group of three families! The property is in a peaceful, rural spot across from Guist Creek Lake, offering a relaxing atmosphere and perfect access to the Bourbon Trail.The house is incredibly spacious and thoughtfully designed. Each of the four bedrooms is themed after a local distillery, adding a unique, fun touch. The Woodford and Buffalo Trace rooms, both with king beds and en-suite baths, were hits for the adults. The...
The price is SAR 656
SAR 1,756 total
includes taxes & fees
24 Feb - 25 Feb
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.
New Luxury Brbn Trail w HotTub + GameRoom + Sauna
Enjoy the outdoors in this stunning fire pit area. With seating for 12, there's plenty of space to relax and enjoy the fire. At night the lights illuminate the countryside, providing a picturesque backdrop for unforgettable evenings under the stars.

New Luxury Brbn Trail w HotTub + GameRoom + Sauna

10.0 out of 10, Exceptional, (53)
"Posting is exactly as the property is and more! This place is perfect for friends and family. Perfect meeting of fun and relaxation. Host was amazing, quick response, accommodating and thoughtful. Quick and easy to many local restaurants and distilleries. 100/100 would recommend and we hope to stay again in the future. Absolutely top notch!"
The price is SAR 2,851
SAR 5,385 total
includes taxes & fees
9 Mar - 10 Mar
New Luxury Brbn Trail w HotTub + GameRoom + Sauna
Historic Woodford Buffalo Trace Distil - Sleeps 24
Where history meets hospitality. Welcome to the Woodford Hotel. 🏨✨

Historic Woodford Buffalo Trace Distil - Sleeps 24

9.6 out of 10, Exceptional, (5)
"We recently booked the entire hotel for a family Christmas getaway, and it was absolutely perfect! Set in beautiful Versailles, just a short drive from Lexington, the hotel truly felt like something out of a Hallmark Christmas movie. With 20 adults and several little ones, we had the most special time, thanks to the charming and well-appointed accommodations.Each room was beautifully decorated, making it feel like a cozy winter retreat. Everything was impeccably clean and comfortable—there...
The price is SAR 4,384
SAR 9,881 total
includes taxes & fees
25 Feb - 26 Feb
Historic Woodford Buffalo Trace Distil - Sleeps 24
The Stagg House on the Ky River
Property grounds

The Stagg House on the Ky River

10.0 out of 10, Exceptional, (8)
"The cabin was so cute. Lots of room!"
The price is SAR 713
SAR 1,159 total
includes taxes & fees
9 Mar - 10 Mar
The Stagg House on the Ky River
Upscale Kentucky Bourbon Trail & Close to Louisville
Upstairs living room with smart TV

Upscale Kentucky Bourbon Trail & Close to Louisville

10.0 out of 10, Exceptional, (20)
"We all loved the property and had more than enough space for 6 of us to relax after visiting distilleries. Having 2 kitchens and 2 living rooms was perfect when we needed some space or quiet, and there is a good sized tvs in each living room. The bathrooms and kitchens are nicely updated. We walked to dinner in downtown shelbyville - about 4-5 blocks. We would definitely stay there again. "
Upscale Kentucky Bourbon Trail & Close to Louisville
Bardstown Kentucky , large space

Bardstown Kentucky , large space

10.0 out of 10, Exceptional, (97)
"This is a perfect spot to stay to check out the bourbon trail "
Bardstown Kentucky , large space
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
Back porch overlooking lake.

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (111)
"Our stay didn’t go as planned as it rained, snowed and was cold the whole time. However the home was very nice and the little touches, like a basket a snacks, stocked bathroom supplies made the stay very enjoyable.The owners go above and beyond to make it feel homey unlike most rentals we have used."
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB

The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB

9.8 out of 10, Exceptional, (35)
"We visited with our 16 year olds & parents to Barefoot Cottage for a week in the spring. Perfect location for trips to Louisville & Lexington for adventures with the kids, and local distilleries for grown-up fun. The pool was not open yet due to season, but plenty of green space and close proximity to the state park for outdoor activities. The house was clean & perfect space for us - Loved our visit!"
The price is SAR 701
SAR 1,469 total
includes taxes & fees
24 Feb - 25 Feb
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
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 property types in Waddy

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Welcome to The Nest at Bluegrass Acres

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

10.0 out of 10, Exceptional, (21)
"We were pleasantly surprised at the convenience of the property to main thoroughfares. The home was clean and neat and well appointed. It was decorated for the holiday, which was a pleasant surprise. The VRBO process was easy and the host was responsive. A truly nice experience."
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Welcome to Chandler Ridge

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (214)
"Our party of 12 came together from all across the country and this location to celebrate the big 4-0 by touring some distilleries on the bourbon trail. This home was in a prime location to be able to fit in some of our favorites in the same day. There was more than enough room for all 12 of us; the cabin is stunning, cozy, and inviting; and their customer service is on point. Thank you for being such a wonderful part of the memories that will last all of us a lifetime!"
The price is SAR 1,031
SAR 1,894 total
includes taxes & fees
2 Mar - 3 Mar
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
New! Bourbon Trail Getaway: Fire Pit & Arcade Fun
Lose track of time in the family room even though their is a clock

New! Bourbon Trail Getaway: Fire Pit & Arcade Fun

10.0 out of 10, Exceptional, (1)
"The house was immaculate and very warm a cozy. After visiting the local distilleries we came back and enjoyed games of poker and video games provided with lots of fun. Beds were comfortable. Appliances were very nice with plenty of cookware. House was on a fairly busy street but sat back from the road so there was no noise at all. Hope to come back again!"
The price is SAR 531
SAR 1,739 total
includes taxes & fees
25 Feb - 26 Feb
New! Bourbon Trail Getaway: Fire Pit & Arcade Fun
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.