Nicholasville Holiday Rentals

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Our top choices for Nicholasville holiday rentals

10.0 out of 10, Exceptional, (25)
"We had a wonderful family vacation with our children, grandchildren and even great grandma. The house was clean and comfortable and perfect for all ages. The location was close to many things and we enjoyed the country setting to sit around the fire pit at night. We definitely recommend this stay. "
United States
Amy M.
The price is NZ$1,787
includes taxes & fees
2 Jan - 3 Jan 2026
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
10.0 out of 10, Exceptional, (12)
"Beautiful home!"
United States
Leah G.
The price is NZ$1,347
includes taxes & fees
4 Jan - 5 Jan 2026
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Holiday Home in Nicholasville

The Lodge A-Frame Getaway
2.0 star property
The price is NZ$994
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge A-Frame Getaway

Mobile Home in Lawrenceburg

Bourbon Trail: Caboose on the Farm
10.0 out of 10, Exceptional, (38)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
United States
Lindsey
The price is NZ$411
includes taxes & fees
25 Dec - 26 Dec
Bourbon Trail: Caboose on the Farm

Cottage in Versailles

Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (23)
"The cottage was wonderful! Just what we needed and wanted. Jennifer is a great host and we will certainly stay again if the opportunity arises. "
United States
Matt T.
The price is NZ$557
includes taxes & fees
25 Dec - 26 Dec
Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (4)
"Cute and comfortable place. I was very impressed and the host, Kyra was very communicative and great to work with! Will definitely be my "go-to" when I'm in the area again. "
United States
Lanita C.
The price is NZ$386
includes taxes & fees
25 Dec - 26 Dec
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
10.0 out of 10, Exceptional, (33)
"Always a great stay. We’ve stayed here several times, and will continue to do so when we visit our daughter at EKU. "
United States
Angela B.
The price is NZ$231
includes taxes & fees
25 Dec - 26 Dec
Cozy upstairs 2 bed/1 bath Richmond apt near EKU

Cabin in Lawrenceburg

Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, (48)
"Fantastic location and great hosts!"
United States
James S.
The price is NZ$307
includes taxes & fees
25 Dec - 26 Dec
Bourbon Trail Cabin on the Farm
2.0 star property
9.4 out of 10, Exceptional, (13)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
United States
Londyn
The price is NZ$383
includes taxes & fees
25 Dec - 26 Dec
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
10.0 out of 10, Exceptional, (22)
"Convenient location for the purpose of our stay."
United States
Scott S.
The price is NZ$693
includes taxes & fees
25 Dec - 26 Dec
Bourbon Trail Getaway | Hot Tub • Fire Pit

Cottage in Georgetown

Springside BoHo Getaway
9.8 out of 10, Exceptional, (55)
"Great place! We will stay here again. "
United States
Zeppelin F.
The price is NZ$536
includes taxes & fees
30 Dec - 31 Dec
Springside BoHo Getaway
2.0 star property
10.0 out of 10, Exceptional, (7)
"This place is super cute, very well maintained, and is easily accessible. The host was friendly and quick to respond to any messages sent. I would 100% stay here again when coming back to Lexington!"
United States
Chelsey G.
The price is NZ$354
includes taxes & fees
28 Dec - 29 Dec
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
8.8 out of 10, Excellent, (97)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
The price is NZ$284
includes taxes & fees
25 Dec - 26 Dec
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
10.0 out of 10, Exceptional, (23)
"Quiet, clean, convenient"
United States
Renee W.
The price is NZ$563
includes taxes & fees
25 Dec - 26 Dec
Hot Tub/Playground/12 min to Horse Park/30min Ark
9.8 out of 10, Exceptional, (84)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
The price is NZ$365
includes taxes & fees
28 Dec - 29 Dec
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
8.4 out of 10, Very good, (32)
"We enjoyed our stay here very much. Thank you!"
United States
julianne k.
The price is NZ$305
includes taxes & fees
25 Dec - 26 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Cabin in Lawrenceburg

Original Circa 1818 Oak Lodge
9.4 out of 10, Exceptional, (53)
"This little spot was everything myself and a couple of old friends needed for a long weekend. Very close to major distilleries. Neighborhood was quiet, and the yard spacious. Check in and check out was seamless. Everything needed for the stay was there. I will definitely stay there again!"
United States
Rey M.
The price is NZ$483
includes taxes & fees
25 Dec - 26 Dec
Original Circa 1818 Oak Lodge
10.0 out of 10, Exceptional, (26)
"We loved the setting, the cabin, the fire pit, and the rooster crowing! Great water pressure. Just perfect for us. "
United States
Patricia S.
The price is NZ$616
includes taxes & fees
25 Dec - 26 Dec
# 1 on Ky. Bourbon Trail HOT TUB all distilleries
10.0 out of 10, Exceptional, (120)
"This property was the perfect place to come back to and unwind after funfilled days on the bourbon trail!"
United States
Ashley C.
The price is NZ$392
includes taxes & fees
28 Dec - 29 Dec
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Apartment in Georgetown

Springside Bourbon Getaway
10.0 out of 10, Exceptional, (28)
"Lovely, just right for my husband, and I coming to watch a horse show! Beautifully decorated, great shower!"
United States
Carrie D.
The price is NZ$371
includes taxes & fees
25 Dec - 26 Dec
Springside Bourbon Getaway
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 Nicholasville Hotel Reviews

Find out more about Nicholasville

Everything you need to know about Nicholasville 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 Nicholasville 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 Nicholasville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Nicholasville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Nicholasville. 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 Nicholasville 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 Nicholasville holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Nicholasville rentals

At Expedia, we put the best Nicholasville 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 Nicholasville 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 Nicholasville 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 Nicholasville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Nicholasville?

Yes, there are holiday rentals in Nicholasville close to Jd Legends Bar & Grill, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Nicholasville has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

What are some of the best holiday rentals that Nicholasville has to offer?

Few and Proud: This holiday home rental outside of Nicholasville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Nicholasville?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Nicholasville stay.

What can I see and do in Nicholasville?

Cultural attractions include Camp Nelson National Monument, whereas Jd Legends Bar & Grill is just one of the family-friendly sights. While here, Chrisman Mill Vineyards and Connemara Golf Course are other places worth a visit.

What are holiday rentals like in Nicholasville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Nicholasville. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.