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Boyle County Holiday Rentals

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Top Cities in Boyle County

Top Holiday Rentals Destinations in Boyle County

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

Danville
9.8 out of 10, Exceptional, (42)
"It was a great place! Great location as we were there for a baseball tournament and we were within 5 mins to the fields. "
United States
Katie H.
The price is NZ$274
includes taxes & fees
7 Dec - 8 Dec
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

Danville
9.6 out of 10, Exceptional, (24)
"Great location, great time"
United States
Peter G.
Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

Bourbon Barndominium Bonanza! Golf Simulator+Theater+Hot Tub+Sports Bar+Arcade

Lancaster
10.0 out of 10, Exceptional, (7)
"Great place"
United States
Anthony K.
Bourbon Barndominium Bonanza! Golf Simulator+Theater+Hot Tub+Sports Bar+Arcade

Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

2.0 star property
Springfield
10.0 out of 10, Exceptional, (38)
"A great place to stay and un wind and also hit many distilleries. "
United States
Robin W.
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

Nicholasville
10.0 out of 10, Exceptional, (94)
"Sam was the perfect host. The house is awesome and very well stocked with pool toys etc. I would recommend it to everyone. "
United States
Sherry M.
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Lawrenceburg
10.0 out of 10, Exceptional, (8)
"Excellent and well-appointed home which made our family get-together wonderful. The property itself is large and spacious, so there is lots to do--rain or shine!Close to several bourbon distilleries, horse stables, and parks. Highly recommend!"
United States
Martin C.
The price is NZ$2,092
includes taxes & fees
7 Dec - 8 Dec
Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Nice log cabin home in the heart of bourbon country. Pet friendly.

Lebanon
10.0 out of 10, Exceptional, (20)
"Cute country house, loved the whimsical decor! "
United States
Brandon H.
The price is NZ$287
includes taxes & fees
7 Dec - 8 Dec
Nice log cabin home in the heart of bourbon country. Pet friendly.

Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail

Chaplin
10.0 out of 10, Exceptional, (74)
"Sundance Acres is beautiful, peaceful and relaxing. Very private yet within close proximity to area attractions. We enjoyed Taylorsville lake area as well as Kentucky Horse Farm. We especially enjoyed fishing in the the pond and walks on the property. The cabin is immaculate and well stocked. Check in and out was effortless and hosts were very responsive. I would highly recommend this property to anyone planning a trip to this area of Kentucky."
United States
Bessie S.
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail

Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail

Willisburg
10.0 out of 10, Exceptional, (14)
"Beautiful property and an awesome host. Will return when plans allow. "
United States
R M.
Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail

This house is a 4 bedroom(s), 3 bathrooms, located in Lancaster, KY.

2.0 star property
Lancaster
9.8 out of 10, Exceptional, (6)
"The house is large and well decorated "
United States
Brad S.
The price is NZ$757
includes taxes & fees
7 Dec - 8 Dec
This house is a 4 bedroom(s), 3 bathrooms, located in Lancaster, KY.

Cozy vacation home in Kings Mountain with incredible views, and tons of room.

Kings Mountain
10.0 out of 10, Exceptional, (12)
"Great accommodations for our group"
United States
Sherry B.
The price is NZ$991
includes taxes & fees
7 Dec - 8 Dec
Cozy vacation home in Kings Mountain with incredible views, and tons of room.

Barrel House Bliss: Hot Tub & Bourbon Trail Joy

Springfield
10.0 out of 10, Exceptional, (36)
"The home was beautiful! The decor was gorgeous Better than we expected by far "
United States
Beverly M.
The price is NZ$573
includes taxes & fees
8 Dec - 9 Dec
Barrel House Bliss: Hot Tub & Bourbon Trail Joy

Heritage Lodge - New!

Versailles
10.0 out of 10, Exceptional, (5)
"Great home on great area. Very easy experience with host. Definitely would stay here again. "
United States
Richard L.
Heritage Lodge - New!

Historic Simmstown Manor Located on Bourbon Trail

Springfield
10.0 out of 10, Exceptional, (42)
"Beautiful historic home that’s been updated but also preserves the history of the house. Was an excellent, comfortable stay for our large group that split between the main house & carriage house. It was an easy drive to distilleries in the area and into Bardstown or Springfield. "
United States
Shenan B.
Historic Simmstown Manor Located on Bourbon Trail

The Guest House of Kentucky (Entire House)

Lancaster
8.8 out of 10, Excellent, (3)
"Convenient to wedding venueLots of room for bridal party"
United States
Rebecca C.
The price is NZ$884
includes taxes & fees
7 Dec - 8 Dec
The Guest House of Kentucky (Entire House)

The Belle LUX KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!

Lawrenceburg
10.0 out of 10, Exceptional, (14)
"Great facility worked out well for five adult couples lots of room"
United States
Scott T.
The price is NZ$2,126
includes taxes & fees
8 Dec - 9 Dec
The Belle LUX KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Springfield
10.0 out of 10, Exceptional, (9)
"We loved our stay!"
United States
Marymae H.
The price is NZ$534
includes taxes & fees
5 Jan - 6 Jan 2026
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

It's rare to find a place that's both historic & one-of-a-kind

Harrodsburg
9.8 out of 10, Exceptional, (54)
"The property was lovely, welcoming, and cozy. It was a perfect place for a getaway weekend."
United States
Erica H.
The price is NZ$272
includes taxes & fees
14 Dec - 15 Dec
It's rare to find a place that's both historic & one-of-a-kind

Christmas Decor - Bourbon Trail - Lakefront - AMAZING Fish from dock - Slip

Harrodsburg
10.0 out of 10, Exceptional, (12)
"Had a great time at the house! We were in town for the Bourbon trail and Keeneland. The house was perfect for our group of 8 and remote enough that we got a great bang for our buck while still being able to get a bus for the bourbon trail. Plenty of room for people to sleep and the game room was really cool. The Captain’s quarters (master bedroom) was amazing! I’d definitely stay again. "
United States
Jack M.
Christmas Decor - Bourbon Trail - Lakefront - AMAZING Fish from dock - Slip

11 Mi to Danville: Family Home in Lancaster

3.0 star property
Lancaster
11 Mi to Danville: Family Home in Lancaster
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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Top Boyle County Hotel Reviews

Find out more about Boyle County

Everything you need to know about Boyle County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boyle County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boyle County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boyle County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boyle County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boyle County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boyle County holiday rentals we have selected for you start as low as NZ$272 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boyle County rentals

At Expedia, we put the best Boyle County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Boyle County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boyle County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boyle County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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