Holiday Rentals in Jessamine County

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Our top choices for Jessamine County holiday rentals

TV

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

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Nicholasville
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful home!"
United States
Leah G.
The price is €640
includes taxes & fees
1 Mar - 2 Mar
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Exterior

The Lodge A-Frame Getaway

The Lodge A-Frame Getaway
Nicholasville
The price is €526
includes taxes & fees
1 Mar - 2 Mar
The Lodge A-Frame Getaway
Outdoor dining

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"Loved every aspect of this unique stay! From the very cool caboose to friendly farm animals, we hope to be back again!"
United States
Cindi M.
The price is €200
includes taxes & fees
1 Feb - 2 Feb
Bourbon Trail: Caboose on the Farm
Fridge, microwave, oven, stovetop

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

Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Richmond
9.8 out of 10, Exceptional, (85 reviews)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
The price is €191
includes taxes & fees
2 Feb - 3 Feb
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Smart TV, stereo

Comfy Upstairs 2 bed/1 bath near EKU in Richmond

Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Richmond
10.0 out of 10, Exceptional, (41 reviews)
"I had a great stay!"
United States
Cody C.
The price is €116
includes taxes & fees
2 Feb - 3 Feb
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (36 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is €141
includes taxes & fees
31 Jan - 1 Feb
Capital City Condo #8
Interior

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (97 reviews)
"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 €141
includes taxes & fees
31 Jan - 1 Feb
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
3 bedrooms, iron/ironing board, travel cot, free WiFi

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

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Danville
9.8 out of 10, Exceptional, (46 reviews)
"Great stay, very responsive."
United States
Stacey S.
The price is €140
includes taxes & fees
31 Jan - 1 Feb
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Smart TV, fireplace

Luxury on Main / South

Luxury on Main / South
Richmond
10.0 out of 10, Exceptional, (44 reviews)
"Great place for a quick weekend getaway."
United States
Jennifer
The price is €156
includes taxes & fees
31 Jan - 1 Feb
Luxury on Main / South
Exterior

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.2 out of 10, Very good, (41 reviews)
"Small but perfect for bourbon tour HQ"
United States
Corey I.
The price is €149
includes taxes & fees
2 Feb - 3 Feb
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Smart TV, fireplace

Luxury on Main / West

Luxury on Main / West
Richmond
9.6 out of 10, Exceptional, (51 reviews)
"If you’re coming in the Richmond area. Add this place on your calendar. The host is amazing, made the experience a 10/10"
United States
Innocent M.
The price is €156
includes taxes & fees
31 Jan - 1 Feb
Luxury on Main / West
Smart TV, fireplace, books

Unique Stay in a 1907 Log Cabin on The Kentucky River

Unique Stay in a 1907 Log Cabin on The Kentucky River
Lexington
9.6 out of 10, Exceptional, (108 reviews)
"Stayed for one night to ease a long drive to Florida. Would recommend and dog friendly."
United States
Ashley G.
The price is €154
includes taxes & fees
1 Mar - 2 Mar
Unique Stay in a 1907 Log Cabin on The Kentucky River
Exterior

Cozy 1-bedroom in Lexington

Cozy 1-bedroom in Lexington
Lexington
9.2 out of 10, Wonderful, (10 reviews)
"Amazing stay and perfect for my fiancé’s first time in Lexington. Definitely will use again. Can’t thank you enough "
United States
donald b.
The price is €189
includes taxes & fees
1 Feb - 2 Feb
Cozy 1-bedroom in Lexington
Property grounds

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

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Georgetown
8.4 out of 10, Very good, (32 reviews)
"We had a beautiful stay. This house has a wonderful home feel! It was clean and had everything we needed. We will be back! "
United States
Corrie S.
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Exterior detail

Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (84 reviews)
"Great location in beautiful neighborhood! "
United States
Tiffany S.
The price is €161
includes taxes & fees
1 Mar - 2 Mar
Treetops Solar Sanctuary
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (140 reviews)
"Basement apartment of the house of an amazing hostess in Ms Joyce. Very comfortable accommodations. We enjoyed our time while we were in Lexington to watch our son play football for Tennessee."
United States
Brad G.
The price is €140
includes taxes & fees
31 Jan - 1 Feb
Lexington Apt. with parking & private entrance Preview listing
TV, offices

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Harrodsburg
9.6 out of 10, Exceptional, (27 reviews)
"Very nice and cute place. Everything was easy, like being at home. I only had one question for them and it was answered within minutes. Easy walk to downtown. "
United States
Barb P.
The price is €176
includes taxes & fees
31 Jan - 1 Feb
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Living area

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

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (4 reviews)
"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.
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Fridge, coffee/tea maker, cookware/dishes/utensils

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Richmond
9.0 out of 10, Wonderful, (27 reviews)
"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 €177
includes taxes & fees
28 Feb - 1 Mar
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Interior

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
Frankfort
8.8 out of 10, Excellent, (10 reviews)
"We had a great stay. The town is very walker friendly. The home is comfortable and met all our needs. We enjoyed our stay and will put it on our return list. "
United States
Rita F.
The price is €170
includes taxes & fees
31 Jan - 1 Feb
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river
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 Jessamine County Hotel Reviews

The Delegate

The Delegate

10/10 Excellent
"Very accomodating and friendly staff. Staff went above and beyond to help me and my wife get settled after a 15 hour drive. We were moving across country and had a lot of stuff to get off the car. The gentlemen taking care of the front desk at 5 am was more than helpful to help us .my wife and i will be back for sure"
Miguel 2-night trip
Posted 2 days ago
The Delegate

Find out more about Jessamine County

Holiday Homes in Jessamine County

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