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Compare 58 Cottages in Waddy with updated reviews, rates, and availability.

Capital City Cottage

9.4 out of 10, Exceptional, (25)
"The surrounding property is low income but we met several of the elderly neighbors one was actually Santa Claus. I went out early on a Saturday morning to see an elderly man with his bright red trousers with big fuzzy white cuffs feeding his cat. He was getting dressed to play Santa Claus on the Santa train in nearby Versailles, Kentucky. The house is old but extremely clean with comfortable beds and well supplied kitchen. There’s a nearby bakery the outstanding in very easy walking distance....
The price is AED 367
AED 883 total
includes taxes & fees
13 Apr - 14 Apr
Capital City Cottage

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

10.0 out of 10, Exceptional, (209)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Perfect Bourbon Trail Couple Getaway

10.0 out of 10, Exceptional, (14)
"If you are looking for a peaceful place and don’t mind driving about 15 minutes to get to bars/restaurants, distilleries, and other entertainment then this is absolutely the place for you. We had a wonderful time staying here. Had everything we needed and made it work with a small bathroom. Our dog was also comfortable in the home and we felt safe leaving him there when we ran out to explore. "
Perfect Bourbon Trail Couple Getaway

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

10.0 out of 10, Exceptional, (28)
"Darlene helped us through a “Mother Nature” issue."
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (33)
"Very clean and comfortable stay. The neighborhood was quiet which went perfectly with the view overlooking the lake. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

Orchard Park cottage

10.0 out of 10, Exceptional, (121)
"This was our favorite family trip yet, we will be back! The guest home and the property were beautifully peaceful. Our daughter enjoyed waking up and ending her day surrounded by horses, she made a few friends! Ryan, Kitty and Allison were all lovely and greeted us upon arrival. We enjoyed fires in the fireplace and cooking. "
Orchard Park cottage

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (20)
"The property is beautiful. The owners are fantastic. If you love historical buildings that have been restored to capture their history while providing modern comforts, you would be cheating yourself if you didn’t stay at this property. Kudos to the owners!"
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

A Romantic Getaway on the Bourbon Trail

10.0 out of 10, Exceptional, (45)
"My husband and I celebrated our 17th anniversary together for 2 nights at this sweet getaway. The cottage was cozy, clean, thoughtful and beautiful. We would love to come back! "
A Romantic Getaway on the Bourbon Trail

Modern cottage located in the heart of the Bourbon Trail

10.0 out of 10, Exceptional, (14)
"Had a wonderful 2 nights here. Beautifully updated interior. Right in town and close to distilleries. Easy communication. I recommend! "
Modern cottage located in the heart of the Bourbon Trail

Ideal One-Bedroom Getaway on the Bourbon Trail

10.0 out of 10, Exceptional, (3)
"Adorable and clean! Host was great to work with!"
The price is AED 455
AED 792 total
includes taxes & fees
14 Apr - 15 Apr
Ideal One-Bedroom Getaway on the Bourbon Trail

Bourbon Country Cottage <br>Newly renovated in the country with amazing views

10.0 out of 10, Exceptional, (47)
"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

Best View of Taylorville Lake My Perfect Place

9.4 out of 10, Exceptional, (59)
"We enjoyed our stay here! House was very clean and cozy. We enjoyed the fireplace and the hot tub. Kim was very responsive when we messaged her. We would definitely stay here again!"
Best View of Taylorville Lake My Perfect Place

Boating, bourbon and high speed internet, oh my!

10.0 out of 10, Exceptional, (14)
"We stayed for a long weekend to go to a few burbon trail stops and sightseeing in Louisville and Lexington. Quiet, peaceful, stocked with everything we needed. Location is very rural, but we didn’t mind making the scenic drives. We visited Keenland, and Louisville for the pumpkin spectacular. The hot tub was a perfect spot to relax. Beds were comfortable, enough seating for all 4 adults to relax and watch football. State park is nearby, we went for a hike. Owner was quick with responses when...
Boating, bourbon and high speed internet, oh my!

Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake

10.0 out of 10, Exceptional, (2)
"Warm and inviting home with all needed amenities. Denise was available and very responsive whenever I reached out to her. Would definitely stay again if in the area."
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake

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 AED 738
AED 1,271 total
includes taxes & fees
5 May - 6 May
Five Minutes from Keeneland!

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

9.8 out of 10, Exceptional, (7)
"Came for a long weekend to do the bourbon trail with friends and stayed at The Blue Belle. House works great for 2 couples, had plenty of room plus having a 3rd bathroom was very nice. Overall very clean and well stocked except for forks but we weren’t home much so it didn’t matter. We were able to walk to nearby restaurants easily. Parking is on the street and the neighborhood is a little odd with a mix of industrial and other cute old houses. Felt safe, but was odd arriving at night and seeing...
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Spacious Frankfort Retreat on Bourbon Trail!

3.0 star property
Spacious Frankfort Retreat on Bourbon Trail!

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

3.0 star property
Cozy Cottage in Taylorsville: Hot Tub & Lake Views

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (10)
"Phil was great at communicating and responding. The Victorian home was as described. You got the modern conveniences with the Victorian vibe all in one. Clean and plenty of amenities and extra blankets which I was grateful for. While it was secluded in the back, I would have liked blinds or shutters on the big bay windows for privacy where the kids were on the sleeper sofa. Otherwise it’s was perfect!"
The price is AED 900
AED 1,753 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful restored Victorian farmhouse

Lake-View Kentucky Getaway w/ Resort Amenities!

9.4 out of 10, Exceptional, (8)
"Perfect location as we were visiting family in town. "
Lake-View Kentucky Getaway w/ Resort Amenities!
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, (22)
"This place is in a great location. Secluded by near everything you need. The entire property was well maintained and the hosts were easy to work with and very prompt in response. There was an HVAC issue that changed the comfort aspect of our stay but overall the stay was great. "
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

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

9.6 out of 10, Exceptional, (219)
"We just finished up our annual week-long family reunion at Chandler Ridge. The family comes and goes as they need, and we are able to kick back, relax, and enjoy each other and the wonderful, peaceful quiet. Mary responded immediately when we had an issue, and was extremely respectful of our privacy and time together. Absolutely fabulous!"
The price is AED 1,098
AED 1,953 total
includes taxes & fees
15 Apr - 16 Apr
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

3B/3B; Single Family Lakeside Retreat W/Hot Tub

9.6 out of 10, Exceptional, (45)
"This was a peaceful and much needed getaway. Thank yall so much"
3B/3B; Single Family Lakeside Retreat W/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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