Waddy holiday homes

We found 312 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Waddy that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Waddy

Showing deals for:11 Dec - 18 Dec

Front of cabin
Front porch gathering space
Retreat and unwind after a long day in the 6 person hot tub
Living room with 65" Smart TV and plenty of seating
Exceptional
(21 reviews)

Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays

Lawrenceburg

8% off
NZ$4,705
for 7 nights, 1 home
NZ$672 per night
includes taxes & fees
Bourbon Trail Cabin-Sleeps 10-Hot Tub, Firepit by Iconiq Stays
Exterior
Interior
Dining
Exterior
Exceptional
(5 reviews)

Historic Home Farm Stay in the Heart of Bourbon Country

Shelbyville

8% off
NZ$9,263
for 7 nights, 1 home
NZ$1,323 per night
includes taxes & fees
Historic Home Farm Stay in the Heart of Bourbon Country
Resort pool
Exterior
Second bedroom with twin beds and a trundle
Dining
Exceptional
(28 reviews)

Little Beauty Cottage No. 39, lake cottage, near Louisville

Taylorsville

8% off
NZ$3,263
for 7 nights, 1 home
NZ$466 per night
includes taxes & fees
Little Beauty Cottage No. 39, lake cottage, near Louisville
Outdoor dining
Private kitchen
Exterior
Pool
Exceptional
(11 reviews)

Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub

Bloomfield

7% off
NZ$7,786
for 7 nights, 1 home
NZ$1,112 per night
includes taxes & fees
Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub
Private kitchen
Dining
Interior
Room
Exceptional
(8 reviews)

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!

Frankfort

8% off
NZ$5,289
for 7 nights, 1 home
NZ$756 per night
includes taxes & fees
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Outdoor spa tub
Exterior detail
Dining
Living area
Exceptional
(5 reviews)

Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail

Taylorsville

8% off
NZ$2,799
for 7 nights, 1 cottage
NZ$400 per night
includes taxes & fees
Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail
Interior
Exterior
Primary Bedroom w/ Plush King mattress, double vanity en-suite bathroom, TV
Private kitchen
Exceptional
(15 reviews)

LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Private, 5-Acres

Bagdad

7% off
NZ$3,343
for 7 nights, 1 home
NZ$478 per night
includes taxes & fees
LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Private, 5-Acres
Interior
Interior
Dining
Interior
Exceptional
(114 reviews)

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

Lawrenceburg

8% off
NZ$4,001
for 7 nights, 1 home
NZ$572 per night
includes taxes & fees
1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!
Living area
Private kitchen
Exterior
Room
Exceptional
(15 reviews)

The White House in Bagdad! On the Bourbon Trail and 40 minutes from Valhalla.

Bagdad

12% off
NZ$2,607
for 7 nights, 1 home
NZ$372 per night
includes taxes & fees
The White House in Bagdad! On the Bourbon Trail and 40 minutes from Valhalla.
Living area
Property grounds
Dining
Private kitchen
Exceptional
(24 reviews)

The Stagg House on the Ky River

Frankfort

8% off
NZ$3,003
for 7 nights, 1 home
NZ$429 per night
includes taxes & fees
The Stagg House on the Ky River
Exterior
Living area
Dining
Interior
Exceptional
(6 reviews)

Horse & Bourbon - 2.5 miles from Buffalo Trace

Frankfort

10% off
NZ$3,707
for 7 nights, 1 home
NZ$530 per night
includes taxes & fees
Horse & Bourbon - 2.5 miles from Buffalo Trace
Interior
Dining
Room
Private kitchen
Excellent
(8 reviews)

"The Homestead" UPSCALE STAY - Downtown with Yard

Lawrenceburg

8% off
NZ$2,108
for 7 nights, 1 home
NZ$301 per night
includes taxes & fees
"The Homestead" UPSCALE STAY - Downtown with Yard
Queen master bedroom w/ en suite bathroom, Roku TV, closet & electric fireplace.
Fun awaits you at Double Shot on Main. It is bigger than it looks.
Deck with seating for 4, a table and gas grill.
Like wine? This winery is almost at your doorstep at less than a 10 min drive.
Exceptional
(141 reviews)

CLEAN! 2 Bed/2 Bath/Game Room

Lawrenceburg

8% off
NZ$2,442
for 7 nights, 1 home
NZ$349 per night
includes taxes & fees
CLEAN! 2 Bed/2 Bath/Game Room
Exterior of House
Kitchen
Dining Area
Downstairs Living
Exceptional
(5 reviews)

Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.

Shelbyville

8% off
NZ$3,565
for 7 nights, 1 home
NZ$509 per night
includes taxes & fees
Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.
Living area
Exterior
Interior
Private kitchen
Exceptional
(9 reviews)

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

Shelbyville

13% off
NZ$7,165
for 7 nights, 1 cabin
NZ$1,024 per night
includes taxes & fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Elevate your vacation dining meals in this space.
Craft your favorite dishes in our modern and fully equipped kitchen.
Relax in our cozy living room featuring a 65 in flat screen TV & large windows.
Fave spot for morning coffee and nightcaps.
Exceptional
(41 reviews)

Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail

Frankfort

9% off
NZ$4,072
for 7 nights, 1 home
NZ$582 per night
includes taxes & fees
Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail
Room
View from living room
Living room with seating for 8
Kitchen
Exceptional
(26 reviews)

Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace

Frankfort

7% off
NZ$3,698
for 7 nights, 1 home
NZ$528 per night
includes taxes & fees
Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace
Room
Interior
Private kitchen
Outdoor dining
Exceptional
(24 reviews)

Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!

Frankfort

8% off
NZ$2,219
for 7 nights, 1 home
NZ$317 per night
includes taxes & fees
Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!
Living area
Private kitchen
Interior
Interior
Exceptional
(5 reviews)

Duvall's Downtown Guest Retreat

Frankfort

7% off
NZ$2,810
for 7 nights, 1 apartment
NZ$401 per night
includes taxes & fees
Duvall's Downtown Guest Retreat
Interior
Private kitchen
Exterior detail
Interior
Exceptional
(48 reviews)

Bing’s Downtown Guest Suite on Main

Frankfort

7% off
NZ$2,224
for 7 nights, 1 apartment
NZ$318 per night
includes taxes & fees
Bing’s Downtown Guest Suite on Main
Relax and Unwind in the Speakeasy Room
Your Kentucky Adventure Awaits!
The outdoor space is fenced with a hot tub, fire pit, corn hole, connect four and covered dining area
Large kitchen with high end appliances, gas stove and counter space for preparing meals
Exceptional
(53 reviews)

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

Frankfort

7% off
NZ$4,573
for 7 nights, 1 home
NZ$653 per night
includes taxes & fees
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Choose a holiday rental for your Waddy getaway

Learn about the unique charm of Waddy with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Waddy

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Waddy a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Lovers Leap Vineyards and Winery (11.2 mi / 18 km)
  • Rising Sons Home Farm Winery (10.4 mi / 16.7 km)
  • Talon Winery (11.2 mi / 18 km)
  • Wild Turkey Trace Golf Course (11.6 mi / 18.7 km)
  • Prodigy Vineyards & Winery (14.9 mi / 24 km)
  • Weissinger Hills Golf Course (8.3 mi / 13.3 km)

Exploring the natural landscape of Waddy

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Waddy is a great place to spend some time outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Taylorsville Lake State Park (12.2 mi / 19.6 km)
  • Taylorsville Lake (13.1 mi / 21 km)
  • Cove Spring Park (13.5 mi / 21.8 km)
  • Capitol View Park (11.6 mi / 18.6 km)
  • Buckley Wildlife Sanctuary & Audobon Center (11.9 mi / 19.2 km)
  • Floral Clock Monument (11.3 mi / 18.2 km)

Transport to and around Waddy

Fly into Lexington, KY (LEX-Blue Grass), the closest airport, located 26.8 mi (43.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Louisville, KY (LOU-Bowman Field), which is 32.7 mi (52.7 km) away.

Frequently asked questions

What is the best area to stay in Waddy when booking a holiday rental?
When considering a holiday rental in Waddy, Kentucky, a popular area to stay is the charming neighbourhood near the scenic countryside. This region is characterised by its beautiful landscapes, which are great for those who appreciate nature and outdoor activities. You can often find a variety of properties here, ranging from quaint cottages to more spacious family homes, making it suitable for different group sizes.Additionally, the proximity to attractions like the nearby Kentucky Horse Park offers a unique insight into the state's equestrian culture, while the local wineries provide delightful tastings and tours for wine enthusiasts. The area also features lovely walking trails and parks, ensuring plenty of opportunities for relaxation and exploration.
What is the most popular type of holiday rental accomodation in Waddy?
In Waddy, holiday houses and cabins are the most popular types of holiday rentals, with several options available in the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, providing a comfortable home-away-from-home experience for guests. Many of these rentals also include outdoor spaces, such as decks or patios, where visitors can relax and enjoy the natural surroundings. This makes Waddy an appealing destination for families or groups seeking a tranquil getaway in a rural setting.
Are there any family house rentals in Waddy?
In Waddy, Kentucky, there are several family-friendly house rentals available, making it an appealing choice for those travelling with children. The area features spacious homes that often come equipped with full kitchens, allowing families to prepare meals together. Many properties also provide outdoor spaces for kids to play and enjoy the fresh air.Visitors to Waddy can explore nearby attractions such as the picturesque countryside, which is superb for leisurely walks and picnics. The community atmosphere enhances the experience, offering a relaxed setting for families looking to unwind and connect with nature.
Can I rent a holiday home with a pool or hot tub in Waddy?
In Waddy, Kentucky, there are several holiday homes available for rent that feature pools and hot tubs. This quaint area offers a peaceful retreat in the heart of the Bluegrass region, making it an inviting destination for those looking to unwind. Many of these properties come equipped with amenities such as private swimming pools, hot tubs for relaxation, and spacious outdoor areas superb for gatherings. Additionally, fully equipped kitchens allow for convenient meal preparation, while comfortable living spaces provide an inviting space.
Are there pet-friendly house rentals in Waddy?
In Waddy, there are several pet-friendly house rentals available, making it an excellent choice for travellers wanting to bring their furry companions along. The area offers a mix of charming cottages and spacious homes that often come with amenities like fully equipped kitchens, outdoor spaces, and comfortable living areas. These properties are well-suited for families or groups, providing a welcoming environment for both humans and pets.While Waddy itself is a tranquil rural area, it is conveniently located near various parks and natural spaces that are great for outdoor activities with pets. The scenic surroundings offer opportunities for walks and exploration, ensuring that both guests and their pets can enjoy the beauty of the Kentucky landscape.
Are there any remote work holiday rentals in Waddy?
In Waddy, Kentucky, there are several remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Properties in this area typically come equipped with essential amenities such as free Wi-Fi, dedicated workspaces including desks and desk chairs, and internet access through third-party services. This allows guests to maintain productivity while enjoying the peaceful surroundings of Waddy. The calming rural landscape offers a superb backdrop for those seeking a quiet retreat, while still being able to stay connected for work-related tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Waddy?
In Waddy, popular holiday rental amenities typically include kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature onsite parking, making it convenient for those travelling by car. Guests can expect outdoor spaces such as decks or patios, which provide the ideal setting for relaxation or enjoying a meal outdoors. Other useful amenities often found in these rentals include blenders for making smoothies or other beverages and coffee and tea makers for those who enjoy a warm drink in the morning.
What are the top attractions in Waddy?
Waddy, Kentucky, is a charming rural area that offers a peaceful escape with its natural beauty and local attractions. One of the main draws is the nearby Cedar Creek Lake, where visitors can enjoy fishing, boating, and picnicking by the water. The serene landscape surrounding the lake provides opportunities for hiking and wildlife observation, making it a lovely spot for nature enthusiasts.The Waddy community itself is characterised by its small-town charm, with local shops and eateries that give a taste of Southern hospitality. For those interested in history, a short drive can take you to the Kentucky Horse Park in nearby Lexington, where you can learn about the state's equestrian heritage. Additionally, the area is close to the scenic beauty of the Red River Gorge, known for its stunning rock formations and hiking trails.
Are all fees included in the Waddy holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Waddy holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Waddy with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Waddy holiday homes?
You can find great discounts on holiday homes in Waddy on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Waddy holiday home booking on Bookabach?
To find Waddy holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Waddy?
A long-stay holiday home in Waddy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Waddy holiday home?
Book your Waddy holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Waddy?
Prices for holiday homes in Waddy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Waddy to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.