Nicholasville Holiday Rentals

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Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Nicholasville holiday rentals

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

Holiday Home in Lexington

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
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 HK$2,899
HK$8,060 total
includes taxes & fees
2 Jan - 3 Jan 2026
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
Fridge, microwave, oven, stovetop
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Holiday Home in Nicholasville

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
10.0 out of 10, Exceptional, (12)
"Beautiful home!"
United States
Leah G.
The price is HK$3,112
HK$5,626 total
includes taxes & fees
21 Dec - 22 Dec
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Smart TV, fireplace, books
Bourbon Trail: Caboose on the Farm

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 HK$1,103
HK$1,855 total
includes taxes & fees
23 Dec - 24 Dec
Bourbon Trail: Caboose on the Farm
Smart TV
Cozy upstairs 2 bed/1 bath Richmond apt near EKU

Apartment in Richmond

Cozy upstairs 2 bed/1 bath Richmond apt near EKU
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 HK$595
HK$1,042 total
includes taxes & fees
21 Dec - 22 Dec
Cozy upstairs 2 bed/1 bath Richmond apt near EKU
Interior
Five Minutes from Keeneland!

Cottage in Versailles

Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (23)
"This wonderful property is in the heart of lovely horse farms. Minutes from the airport, Keeneland Race Track and downtown Lexington. Super easy to find and so warm and welcoming. Just perfect for adventures. "
United States
Heidi D.
The price is HK$1,564
HK$2,711 total
includes taxes & fees
14 Jan - 15 Jan 2026
Five Minutes from Keeneland!
Smart TV, fireplace, books
1800’s Historical Log Cabin near I-75 Interstate

Cabin in Lexington

1800’s Historical Log Cabin near I-75 Interstate
9.4 out of 10, Exceptional, (57)
"Great location for spending time around Lexington, Hamburg only a few minutes away offers great food and shopping. "
United States
Paul M.
1800’s Historical Log Cabin near I-75 Interstate
Exterior
Lexington Apt. with parking & private entrance Preview listing

Apartment in Copperfield

Lexington Apt. with parking & private entrance Preview listing
10.0 out of 10, Exceptional, (138)
"The apartment is very nice and comfortable. Check in was a breeze. Will stay again if available. "
United States
Beverly C.
The price is HK$622
HK$1,264 total
includes taxes & fees
20 Jan - 21 Jan 2026
Lexington Apt. with parking & private entrance Preview listing
Fridge, coffee/tea maker, cookware/dishes/utensils
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

Apartment in Richmond

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
9.2 out of 10, Wonderful, (26)
"We really enjoyed our stay. The property was very clean and everything was exactly as described. I would stay here again without a second thought. Very nice place, conveniently located to everything we needed to get to. "
United States
Lori T.
The price is HK$693
HK$1,409 total
includes taxes & fees
21 Dec - 22 Dec
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Fridge, microwave, stovetop, coffee/tea maker
Capital City Condo #2

Condo in Frankfort

Capital City Condo #2
9.2 out of 10, Wonderful, (59)
"My husband and I stayed for 4 nights and this condo was a great place to come back to each evening to relax. Easy check in/check out, location was a bit run down but never had any problems or felt unsafe so don't let that discourage you from choosing this place for your stay in Frankfort. "
United States
Carrie D.
The price is HK$545
HK$1,282 total
includes taxes & fees
30 Dec - 31 Dec
Capital City Condo #2
Interior
Bourbon Trail Cabin on the Farm

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 HK$735
HK$1,385 total
includes taxes & fees
25 Dec - 26 Dec
Bourbon Trail Cabin on the Farm
Smart TV, books
Capital City Condo #8

Condo in Frankfort

Capital City Condo #8
8.6 out of 10, Excellent, (36)
"The condo was good for an overnight stay. The owners were very responsive & kind. Very close to just about anything you want to do. The price was good for the accommodations. Thank you for the hospitality! "
United States
Pollee F.
The price is HK$545
HK$1,282 total
includes taxes & fees
30 Dec - 31 Dec
Capital City Condo #8
Fridge, microwave, oven, stovetop
Luxury on Main / South

Apartment in Richmond

Luxury on Main / South
10.0 out of 10, Exceptional, (44)
"Great place for a quick weekend getaway."
United States
Jennifer
The price is HK$739
HK$1,415 total
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury on Main / South
Property grounds
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Cottage in Lexington

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
10.0 out of 10, Exceptional, (285)
"Great visit "
United States
Titus M.
The price is HK$1,015
HK$1,811 total
includes taxes & fees
21 Dec - 22 Dec
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Property grounds
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Holiday Home in Georgetown

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
8.4 out of 10, Very good, (32)
"We enjoyed our stay here very much. Thank you!"
United States
julianne k.
The price is HK$622
HK$1,378 total
includes taxes & fees
21 Dec - 22 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Fridge, microwave, oven, stovetop
My Old Kentucky Home

Holiday Home in Lexington

My Old Kentucky Home
10.0 out of 10, Exceptional, (27)
"Cool property, with a great location. Owner had great communication."
United States
Anonymous traveller
The price is HK$607
HK$1,924 total
includes taxes & fees
21 Dec - 22 Dec
My Old Kentucky Home
Interior
Unique Stay in a 1907 Log Cabin on The Kentucky River

Cabin in Lexington

Unique Stay in a 1907 Log Cabin on The Kentucky River
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 HK$934
HK$1,626 total
includes taxes & fees
26 Dec - 27 Dec
Unique Stay in a 1907 Log Cabin on The Kentucky River
Dining
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Holiday Home in Harrodsburg

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
9.6 out of 10, Exceptional, (27)
"The home was clean and well appointed. My parents appreciated having lamps on both sides of the bed for reading. Wonderful home to visit our student for family weekend. "
United States
Michele T.
The price is HK$778
HK$1,564 total
includes taxes & fees
20 Jan - 21 Jan 2026
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Exterior
Cozy 1-bedroom in Lexington

Holiday Home in Lexington

Cozy 1-bedroom in Lexington
9.2 out of 10, Wonderful, (10)
"The property was clean and well kept, the location is perfect and communication was immediate. I will definitely rent again!"
United States
Becky S.
The price is HK$532
HK$1,765 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 1-bedroom in Lexington
Fridge, microwave, oven, stovetop
Cecil's Cozy Cottage

Holiday Home in Lexington

Cecil's Cozy Cottage
9.4 out of 10, Exceptional, (69)
"Loved the large fenced yard for my dog"
United States
Babs D.
The price is HK$895
HK$1,761 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cecil's Cozy Cottage
2 bedrooms, desk, iron/ironing board, travel cot
Bourbon Trail Lakehouse - Pet Friendly!

Holiday Home in Frankfort

Bourbon Trail Lakehouse - Pet Friendly!
9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
The price is HK$694
HK$2,006 total
includes taxes & fees
21 Dec - 22 Dec
Bourbon Trail Lakehouse - Pet Friendly!
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

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"The rooms was very clean. They had a great bar "
Jessica 1-night trip
Posted 4 days ago
DoubleTree Suites by Hilton Hotel Lexington

Find out more about Nicholasville

Search for holiday rentals in Nicholasville on Expedia! You can easily find your home rentals, villas, holiday apartments in Nicholasville using one of the methods below:

  • View our selection of featured holiday rentals in Nicholasville
  • Use the map to find apartments and other holiday homes in the Nicholasville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Nicholasville while they last

Look no further and take a look at our great range of rental properties in Nicholasville!

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.