Waddy Vacation Rentals

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Vacation Rentals in Waddy

The Havilah House! Country living with amazing views!
10.0 out of 10, Exceptional, 30 reviews
"I met my 8 girlfriends from college in central Kentucky. The Havilah House was the perfect location for keeneland and bourbon tours and halfway between the bluegrass and Louisville airports. The house is comfortable and well stocked. The host was very responsive and answered our questions quickly. I would highly recommend it."
The Havilah House! Country living with amazing views!
Luxury lodge in the heart of the Bluegrass
10.0 out of 10, Exceptional, 4 reviews
"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 ¥180,343
per night
Jun 19 - Jun 20
Luxury lodge in the heart of the Bluegrass
Capital City Cottage
9.8 out of 10, Exceptional, 9 reviews
"This house is in a cute historic neighborhood close to the capital. Perfect for morning and evening walks. Less than 10 minutes to Buffalo Trace distillery. House was clean and comfortable. Would definitely stay here again!"
The price is ¥15,682
per night
Jun 16 - Jun 17
Capital City Cottage
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
9.0 out of 10, Wonderful, 71 reviews
"Just what we needed for a couple of nights while in Frankfort for a family event. Great price! Older apartment buildings, this building was in the front part of complex, our parking lot had out of state license plates, I believe other buildings were long term rentals. Inside was updated, we would stay again."
The price is ¥10,193
per night
Jun 17 - Jun 18
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, 178 reviews
"A+++"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
10.0 out of 10, Exceptional, 60 reviews
"A terrific place to stay."
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.
9.0 out of 10, Wonderful, 22 reviews
"The code was showing on the wall next to the door which made us feel less than safe. I tried to contact the owner and he never responded. The sofa smelt like someone peed in it. The bedroom close to the kitchen had a mold smell. But the most worrying issue was the shower that was in the bathtub was on a platform with no rail to hold on to in order to get out safely. Otherwise we enjoyed the house."
The price is ¥9,880
per night
Jun 30 - Jul 1
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
10.0 out of 10, Exceptional, 12 reviews
"We so enjoyed this house. It had everything we needed. The house is beautiful with three bedrooms and bathrooms. The kitchen was so very nice with lots of extras. We thoroughly enjoyed the porch. So nice to relax and enjoy the weather. The location was excellent and it was within walking distance to restaurants and boutiques. The 6 of us loved it!!"
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, 15 reviews
"This beautiful cabin is in the heart of rolling hills! It was spotlessly cleaned and smelled so fresh! Beautiful outside areas including fireplace and outdoor furniture and games! Short drive to distilleries and wineries! Kim and Ryan were so gracious! Will make this a yearly retreat! A big plus- cats, goats, cows and Otis the donkey!!!"
The price is ¥15,525
per night
Jul 9 - Jul 10
Bourbon Trail Cabin on the Farm
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
10.0 out of 10, Exceptional, 26 reviews
"We wish we had planned to stay longer! The house and the property is ideal! We very much enjoyed the outdoor seating and fire pit. The bedrooms were all well appointed and very comfortable. We would definitely plan to stay here again if we travel back to the area."
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
New Modern Townhome, sleeps 6! Mod Farm 1217
The price is ¥18,818
per night
Jun 15 - Jun 16
New Modern Townhome, sleeps 6! Mod Farm 1217
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!
9.8 out of 10, Exceptional, 52 reviews
"Great place to stay! Loved the location. Felt like backwoods yet very close to several of the area’s bourbon trail stops and an easy drive to Frankfort and Lexington."
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!
1 Bedroom KY Bourbon Trail Loft in Horse Country
10.0 out of 10, Exceptional, 23 reviews
"This is where you want to stay in Frankfort. Nice place. Perfect location. Excellent host. We enjoyed our time there and had zero complaints."
1 Bedroom KY Bourbon Trail Loft in Horse Country
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.4 out of 10, Exceptional, 22 reviews
"Yearly my wife and I get away just to enjoy our time together. This is the second year in a row we stayed at this location and we are planning on next year already. The cabin is so relaxing and the host is outstanding in communicating with us before our arrival. This is the place to be. Thank you for an enjoyable time."
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Secluded "New" 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
10.0 out of 10, Exceptional, 34 reviews
"Absolutely incredible property, the pictures don’t do it justice. It’s so tranquil and the cabin itself was so beautifully decorate and clean! We will be back!"
Secluded "New" 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
The Green Cabin-on-The Bourbon Trail
9.8 out of 10, Exceptional, 180 reviews
"Great place to stay. Centrally located to most distilleries and short drive to Ark. Sitting on the porch sipping bourbon was very relaxing. Contact friends and they booked time in July."
The Green Cabin-on-The Bourbon Trail
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
10.0 out of 10, Exceptional, 31 reviews
"Loved it. It was a perfect setup for our family getaway and spending a weekend with my brother who is in a wheeelchair. Love that the ramp up to the door was ada compliant…. Only complaint was that the doorways was too small to accommodate his wheelchair but it all worked out :) "
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
9.8 out of 10, Exceptional, 191 reviews
"Wish we could have stayed longer!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
9.8 out of 10, Exceptional, 6 reviews
"We had an amazing time. The property is gorgeous and the decor exquisitely done. The location was close to restaurants and shops. Would highly recommend this property!"
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Family Wooded Retreat- Cottage 41
9.0 out of 10, Wonderful, 4 reviews
"The basics on the property were as expected. The snacks were a nice touch and the basics for the property were fine. The TV only had Roku, so any network TV, such as watching the World Series at night, couldn't be done. I've stayed at other VRBOs and they were upfront about the TV channels access. Letting the renters know upfront on the property summary that the TV is only Roku should be done. The property manual on-site is way out of date and held in a broken spiral notebook. It contains...
Family Wooded Retreat- Cottage 41
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See all available properties in Waddy
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.

Other types of properties in Waddy you may be interested in

The Havilah House! Country living with amazing views!
10.0 out of 10, Exceptional, 30 reviews
"I met my 8 girlfriends from college in central Kentucky. The Havilah House was the perfect location for keeneland and bourbon tours and halfway between the bluegrass and Louisville airports. The house is comfortable and well stocked. The host was very responsive and answered our questions quickly. I would highly recommend it."
The Havilah House! Country living with amazing views!
Luxury lodge in the heart of the Bluegrass
10.0 out of 10, Exceptional, 4 reviews
"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 ¥180,343
per night
Jun 19 - Jun 20
Luxury lodge in the heart of the Bluegrass
Capital Plaza Hotel
3.0 star property
8.4 out of 10, Very Good, 1,002 reviews
"Staff were helpful and welcoming. "
The price is ¥21,443
per night
Jun 16 - Jun 17
Capital Plaza Hotel
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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Frequently asked questions

Can I find vacation rentals in Waddy?

Yes, you can find vacation rentals close to well known local attractions in Waddy, or you can choose a more remote option if you're looking for a relaxing stay.

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

The Havilah House! Country living with amazing views! : Visitors like this Waddy vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 larger area, you’ll find Kentucky State Capitol and Kentucky Governor's Mansion.

What are vacation rentals like in Waddy?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Waddy. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.

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