Nicholasville Holiday Rentals

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Holiday Rentals in Nicholasville

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Lexington
10.0 out of 10, Exceptional, (24)
"Our family enjoyed an excellent stay at this property. It was well stocked and in a great location; private enough to feel like a vacation but super close to any amenity you might need. We loved the washer and dryer off the primary bedroom as well as the basement entertainment space."
United States
Jennifer S.
The price is AU$1,754
includes taxes & fees
2 Jan - 3 Jan 2026
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Nicholasville
10.0 out of 10, Exceptional, (12)
"Beautiful home!"
United States
Leah G.
The price is AU$1,083
includes taxes & fees
5 Dec - 6 Dec
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Bourbon Trail: Caboose on the Farm

Lawrenceburg
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 AU$374
includes taxes & fees
16 Dec - 17 Dec
Bourbon Trail: Caboose on the Farm

Five Minutes from Keeneland!

Versailles
10.0 out of 10, Exceptional, (23)
"My daughter and I stayed at this property ehile she was competing at the horse park. It was a lovely, restful place for us to start and end our busy days. The property is impeccably maintained, the hosts are wonderful, and the location in the heart of horse country was exactly what we needed. Thank you!"
United States
Rachel B.
The price is AU$487
includes taxes & fees
6 Dec - 7 Dec
Five Minutes from Keeneland!

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Lexington
10.0 out of 10, Exceptional, (285)
"Great visit "
United States
Titus M.
The price is AU$361
includes taxes & fees
6 Dec - 7 Dec
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Richmond
9.8 out of 10, Exceptional, (84)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
The price is AU$301
includes taxes & fees
12 Dec - 13 Dec
Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Unique Stay in a 1907 Log Cabin on The Kentucky River

Lexington
9.6 out of 10, Exceptional, (107)
"Stayed for one night to ease a long drive to Florida. Would recommend and dog friendly."
United States
Ashley G.
The price is AU$275
includes taxes & fees
7 Dec - 8 Dec
Unique Stay in a 1907 Log Cabin on The Kentucky River

Cozy upstairs 2 bed/1 bath Richmond apt near EKU

Richmond
10.0 out of 10, Exceptional, (32)
"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 AU$206
includes taxes & fees
5 Dec - 6 Dec
Cozy upstairs 2 bed/1 bath Richmond apt near EKU

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Lawrenceburg
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 AU$342
includes taxes & fees
5 Dec - 6 Dec
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

2.0 star property
Downtown Lexington
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 AU$343
includes taxes & fees
5 Dec - 6 Dec
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

My Old Kentucky Home

Lexington
10.0 out of 10, Exceptional, (27)
"Cool property, with a great location. Owner had great communication."
United States
Anonymous traveller
The price is AU$430
includes taxes & fees
5 Dec - 6 Dec
My Old Kentucky Home

1800’s Historical Log Cabin near I-75 Interstate

Lexington
9.4 out of 10, Exceptional, (55)
"Great location for spending time around Lexington, Hamburg only a few minutes away offers great food and shopping. "
United States
Paul M.
The price is AU$360
includes taxes & fees
7 Dec - 8 Dec
1800’s Historical Log Cabin near I-75 Interstate

Bourbon Trail Cabin on the Farm

Lawrenceburg
10.0 out of 10, Exceptional, (46)
"Fantastic location and great hosts!"
United States
James S.
The price is AU$273
includes taxes & fees
7 Dec - 8 Dec
Bourbon Trail Cabin on the Farm

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 AU$243
includes taxes & fees
7 Dec - 8 Dec
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

Ideal One-Bedroom Getaway on the Bourbon Trail

LAWRENCBURG
10.0 out of 10, Exceptional, (13)
"This little house was perfect. Very clean and well-kept. Modernly decorated. Walking distance to the little downtown area, the park and the town square. We loved our short stay! "
United States
Kristi
The price is AU$299
includes taxes & fees
7 Dec - 8 Dec
Ideal One-Bedroom Getaway on the Bourbon Trail

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Lawrenceburg
10.0 out of 10, Exceptional, (120)
"This property was outstanding! Super clean and every amenity you could want! We loved our stay so much that we will be back and will recommend to all of our friends. Thank you for such a wonderful stay. "
United States
Robert t.
The price is AU$342
includes taxes & fees
11 Dec - 12 Dec
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Georgetown
10.0 out of 10, Exceptional, (60)
"It was dreamy. Peaceful and beautiful. Jane is an excellent host! "
United States
Tami N.
The price is AU$356
includes taxes & fees
7 Dec - 8 Dec
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Springside BoHo Getaway

Georgetown
9.8 out of 10, Exceptional, (54)
"Great place! We will stay here again. "
United States
Zeppelin F.
The price is AU$476
includes taxes & fees
7 Dec - 8 Dec
Springside BoHo Getaway

Bourbon Trail Lakehouse - Pet Friendly!

Frankfort
9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
The price is AU$395
includes taxes & fees
7 Dec - 8 Dec
Bourbon Trail Lakehouse - Pet Friendly!

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Georgetown
8.4 out of 10, Very good, (32)
"We enjoyed our stay here very much. Thank you!"
United States
julianne k.
The price is AU$271
includes taxes & fees
14 Dec - 15 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
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 favourite 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 depend 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 AU$218 per night. Entering your travel dates in the search wizard might find you 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?

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.: This highly rated holiday home rental in Nicholasville is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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 to visit include Jd Legends Bar & Grill and Camp Nelson National Monument. While here, First Vineyard 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.