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Compare 49 Cottages in Waddy with updated reviews, rates, and availability.

Perfect Bourbon Trail Couple Getaway
Quaint and charming.
Perfect Bourbon Trail Couple Getaway
10.0 out of 10, Exceptional, (12)
"It was a last minute brief vacation. The cottage was very nice and added to the much needed break. Clean, private, quiet. Just really really nice"
Perfect Bourbon Trail Couple Getaway
A Romantic Getaway on the Bourbon Trail
Living area
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
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Exterior
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
9.8 out of 10, Exceptional, (8)
"Very nice cabin, more roomie than I had expected (which of course is nice). Good little place we spent the night of our wedding in between Indiana and red river gorge "
The price is SAR 571
SAR 996 total
includes taxes & fees
10 Nov - 11 Nov
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Living area
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
10.0 out of 10, Exceptional, (23)
"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.
Capital City Cottage
Living area
Capital City Cottage
9.4 out of 10, Exceptional, (22)
"We enjoyed our stay ! Very clean and comfortable!"
The price is SAR 376
SAR 899 total
includes taxes & fees
10 Nov - 11 Nov
Capital City Cottage
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Look for our sign and you will know you are Bourbon Country Cottage!
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
10.0 out of 10, Exceptional, (46)
"Great spot to enjoy all the Kentucky bourbon in the area. James was great communicating the entire time and took great care of things during our trip. Definitely would go back!"
Bourbon Country Cottage <br>Newly renovated in the country with amazing views
Bourbon Barrel Cottages on Kentucky Bourbon Trail minutes from main distilleries
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Bourbon Barrel Cottages on Kentucky Bourbon Trail minutes from main distilleries
10.0 out of 10, Exceptional, (10)
"What a hidden gem out in the country! We were in the area for meeting up with family and catching some local bourbon tours. This was the perfect place to get away. Quiet and private, very well decorated inside and outside spaces! Owners were very welcoming and helpful."
The price is SAR 982
SAR 1,634 total
includes taxes & fees
17 Nov - 18 Nov
Bourbon Barrel Cottages on Kentucky Bourbon Trail minutes from main distilleries
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Living area
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
9.6 out of 10, Exceptional, (10)
"Eire Cottage is beautifully appointed, super clean and with lots of extras. The kitchen is fully stocked with everything you need and Brandan has numerous treats for guests to get you through until you make a grocery run. So many VRBO's have salt and pepper and these are the only staples. Eire Cottage had a number of items such as coffee, filters, sugar, ketchup, and mustard, etc. We had six adults and the house worked well for us. We had two vehicles and it would be tight to get a third...
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Terrace/patio
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
3.0 star property
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Seating for 6 in this cozy living room with fire place & 42-inch SMART LCD TV
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (195)
"I am a 65 YO woman and I stayed at this cottage by myself the week of 10/22/24. I am pleased to give a 5-star rating because: this cottage was easy to find and located in a pleasant, quiet area. I felt safe in this cottage; it was very clean; bed slept wonderful; water pressure and temp were great; cottage looks exactly like pictures; everything worked as expected, and my communications with the property manager were easy. This area is wonderful if you want peace and quiet, close to the lake...
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
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
Beautiful restored Victorian farmhouse
Living area
Beautiful restored Victorian farmhouse
9.2 out of 10, Wonderful, (9)
"Just what it listed and the location was great to where we need it to be"
The price is SAR 920
SAR 1,784 total
includes taxes & fees
11 Nov - 12 Nov
Beautiful restored Victorian farmhouse
Family Wooded Retreat- Cottage 41
Living area
Family Wooded Retreat- Cottage 41
9.4 out of 10, Exceptional, (9)
"It was great. Perfect location and wonderful setting. "
Family Wooded Retreat- Cottage 41
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
The NEW hot tub awaits you..
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
10.0 out of 10, Exceptional, (19)
"The location is perfect for horse races and distillery tours. With it being located in between Lexington and Louisville, it was perfect for day trips to places of interest. "
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
Lake-View Kentucky Getaway w/ Resort Amenities!
Taylorsville Vacation Rental | 2BR | 2BA | 991 Sq Ft | Stairs Required
Lake-View Kentucky Getaway w/ Resort Amenities!
9.0 out of 10, Wonderful, (6)
"Had an awesome time at #38. Clean, plenty of room, nice location, easy to reach local distilleries and other attractions. We had a great time. Recommend."
Lake-View Kentucky Getaway w/ Resort Amenities!
Peaceful Cottage Minutes from Lake Access
Aerial view
Peaceful Cottage Minutes from Lake Access
10.0 out of 10, Exceptional, (4)
"This location is very relaxing and central to many distilleries. It was very cosy and lovely. "
Peaceful Cottage Minutes from Lake Access
Two Bourbon Barrel Cabins
You are renting both cabins for price listed
Two Bourbon Barrel Cabins
10.0 out of 10, Exceptional, (12)
"Wonderfully stay! Great distance from everything we wanted to do. Cabins are perfect for a couples trip. "
The price is SAR 1,202
SAR 1,903 total
includes taxes & fees
16 Nov - 17 Nov
Two Bourbon Barrel Cabins
Five Minutes from Keeneland!
Interior
Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (17)
"Jennifer and Ben's property was just beautiful and exactly as listed. We so enjoyed our stay at Soggy Bottom Cottage! The grounds were lovely and we thoroughly enjoyed our daily walks along the property. The location was perfect as we visited a few distilleries during our stay. Jennifer gave us some wonderful restaurant recommendations that were close by. Both Jennifer and Ben were so welcoming but yet completely respected our privacy. The cottage had everything we needed and we appreciated the...
The price is SAR 755
SAR 1,300 total
includes taxes & fees
11 Nov - 12 Nov
Five Minutes from Keeneland!
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Taylorsville Vacation Rental | 2BR | 2BA | Stairs to Enter | 991 Sq Ft
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
9.6 out of 10, Exceptional, (5)
"Everything was nice. Quite neighborhood. We really enjoyed the stay and will return. "
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
Orchard Park cottage
Orchard Park Cottage
Orchard Park cottage
10.0 out of 10, Exceptional, (119)
"Best rental in Lexington area. Amazing views and close to everything. Great host too "
Orchard Park 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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Other property types in Waddy

Luxury lodge in the heart of the Bluegrass
Living area
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 SAR 4,320
SAR 7,041 total
includes taxes & fees
11 Nov - 12 Nov
Luxury lodge in the heart of the Bluegrass
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates
Welcome to Chandler Ridge
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates
9.6 out of 10, Exceptional, (206)
"A group of four of us stayed at the property as our home base for visiting distilleries in the area. While the property location is isolated, we were still near enough to everyplace we wanted to visit that it was never inconvenient. As a matter of fact, the location of the property was one of its best features. The surroundings are beautiful and everything was so quiet and peaceful. The house is immaculate, well maintained, and has every amenity you could wish. We spent our evenings around...
The price is SAR 1,499
SAR 2,503 total
includes taxes & fees
19 Nov - 20 Nov
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates
"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, (111)
"Great "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
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.

Frequently asked questions

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