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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

9.8 out of 10, Exceptional, (19)
"Wanted to spend a couple days doing bourbon tours. This rental fit the bill. The neighborhood is on the run down side, but felt secure. The house has a ton of old time charm with dark wood accents throughout. The three king beds were comfortable, and the house was as described. A full bath up and a full bath down. Overall, an excellent place to stay. We highly recommend! Two restaurants- The Stave and Locals Pizza- were very good. "
The price is AED 569
AED 1,096 total
includes taxes & fees
9 Feb - 10 Feb
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

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

9.8 out of 10, Exceptional, (119)
"We enjoyed Kentucky very much. The location of the house was perfect for everything we did. My dad is a huge fan of bourbon so we thought the was a perfect idea for his bday. We enjoyed Woodford, buffalo trace, and castle and key. We ate breakfast at tammy’s every morning. We walked downtown Frankfort went to Daniel bones grave and much more. We will be back. "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

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

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...
The price is AED 551
AED 1,601 total
includes taxes & fees
4 Feb - 5 Feb
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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is AED 364
AED 793 total
includes taxes & fees
6 Feb - 7 Feb
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

10.0 out of 10, Exceptional, (1)
"Our family visited the Frankfort, KY, area between Christmas and New Years and found this historic home and its responsive hosts ready for guests. As the first guests to stay, we found so many great touches throughout the property, all with guests' comfort and convenience in mind!The decor is trendy and pleasant with a uniform color scheme throughout. Obvious care went into the remodeling of three (yes, three!) bathrooms. Each bedroom had a king-size bed, which our three teenagers enjoyed. Rooms...
The price is AED 750
AED 2,049 total
includes taxes & fees
3 Feb - 4 Feb
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

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

10.0 out of 10, Exceptional, (10)
"The Bluegrass Bourbon house was great for 3 couples with the three bedrooms and baths, large well-equipped kitchen, and Speakeasy room. It was too cold to use the firepit and hot tub, so we plan to return again in warmer weather. The host was very quick to respond and attentive to my questions. He made the rental experience wonderful, excellent host."
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

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

9.8 out of 10, Exceptional, (69)
"Loved the quiet neighborhood and view of the lake.Small cabin was a great bonus space!Everything you needed for a comfy stay and ability to cook!"
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

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

10.0 out of 10, Exceptional, (86)
"Extremely clean and cozy home, all the amenities that you would want or need. Fantastic place to stay!"
The price is AED 496
AED 792 total
includes taxes & fees
3 Feb - 4 Feb
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.

9.2 out of 10, Wonderful, (40)
"We liked the centralized location of the property, it was easy to get to distilleries, restaurants, and the highway. The property was tidy, and provided all the necessary items for a week stay. Our only complaints would be the bedding (pillow cases & duvet covers) smelled like body odor & smoke, like they hadn't been washed in a while. Also, the floors had a lot of debris when we did arrive, and we found that some of the dishes weren't cleaned well. The property is small, and a bit cramped,...
The price is AED 220
AED 569 total
includes taxes & fees
3 Feb - 4 Feb
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

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 AED 643
AED 1,728 total
includes taxes & fees
3 Feb - 4 Feb
NEW: Hot Tub, Pool, Fully Loaded, 10 min to Bulleit, Between LOU and LEX.

New Luxury Brbn Trail w HotTub + GameRoom + Sauna

10.0 out of 10, Exceptional, (52)
"Online listings often do not live up to the expectations, but this place exceeded expectations on all fronts. The recreational room is such a great concept, and made for a great “game day” with football and music on all televisions. We had a cornhole and darts tournament while we were snowed in, enjoying great bourbon. Kristine and Scott left us nice gifts which was very appreciated. Hope to make it back!! Thanks for making it a great bachelor party "
New Luxury Brbn Trail w HotTub + GameRoom + Sauna

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 AED 4,293
AED 9,531 total
includes taxes & fees
5 Feb - 6 Feb
Historic Woodford Buffalo Trace Distil - Sleeps 24

The Stagg House on the Ky River

10.0 out of 10, Exceptional, (7)
"We were looking for a cozy quiet place for a few days, this place was very nice with a great fireplace"
The price is AED 698
AED 1,151 total
includes taxes & fees
23 Feb - 24 Feb
The Stagg House on the Ky River

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

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!

9.8 out of 10, Exceptional, (110)
"We enjoyed our stay. The cabin was well equipped and the beds slept good. The weather was messy so didn’t get to enjoy much time outside. "
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

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

9.8 out of 10, Exceptional, (35)
"Barefoot Cottage was just a great stay. Location, ease of entry, neighborhood, amenities - all first rate. The hot tub was really a bonus. Would definitely recommend."
The price is AED 687
AED 1,431 total
includes taxes & fees
3 Feb - 4 Feb
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

10.0 out of 10, Exceptional, (16)
"House is as advertised. It is quiet and peaceful but yet still close enough to the city to go do things."
The price is AED 584
AED 1,151 total
includes taxes & fees
3 Feb - 4 Feb
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
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

10.0 out of 10, Exceptional, (19)
"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

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 AED 2,571
AED 4,784 total
includes taxes & fees
10 Feb - 11 Feb
Luxury lodge in the heart of the Bluegrass

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