Photo by Michael Schuier

Vacation Rentals in Jessamine County

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Top Vacation Rentals in Jessamine County

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

9.4 out of 10, Exceptional, (36)
"Everything was perfect! Only thing was parking was difficult with our F150 truck but we knew that going in from other reviews! Would stay again for sure!! "
The price is ¥9,287
¥23,991 total
includes taxes & fees
Nov 25 - Nov 26
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Treetops Solar Sanctuary

10.0 out of 10, Exceptional, (69)
"This space was very cozy and clean. Lots of thoughtful touches such as soft music playing on the big projection screen when we entered the room and a Keurig with several coffee options. The owner was a very good communicator. We had no trouble checking in. Very nice neighborhood. We would stay here again!"
The price is ¥10,680
¥25,691 total
includes taxes & fees
Dec 2 - Dec 3
Treetops Solar Sanctuary

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

9.0 out of 10, Wonderful, (29)
"Property was all that it was advertised to be. Multiple rooms and sleeping areas. Very responsive owner. Close to several bourbon tasting venues and to Keeneland horse racing park."
The price is ¥41,017
¥74,558 total
includes taxes & fees
Nov 30 - Dec 1
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

9.0 out of 10, Wonderful, (109)
"Highly recommend this townhouse! Clean, everything you need in a quiet neighborhood. Very responsive to questions. Will definitely book again!"
The price is ¥27,396
¥48,508 total
includes taxes & fees
Nov 25 - Nov 26
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

Capital City Cottage

9.4 out of 10, Exceptional, (22)
"We enjoyed our stay ! Very clean and comfortable!"
The price is ¥15,478
¥36,516 total
includes taxes & fees
Nov 25 - Nov 26
Capital City Cottage

Golf Simulator | Hot Tub | Game Room | Pool Table

10.0 out of 10, Exceptional, (34)
"Great location for Keenland and Kroger field and Very accessible to downtown. House was clean but probably could use a tankless water heater. Some of us had cold showers (party of 8). Great value compared to other locations we looked at. "
Golf Simulator | Hot Tub | Game Room | Pool Table

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

10.0 out of 10, Exceptional, (125)
"We had a lovely time with sisters and friends, celebrating friendship. The house is cozy and close to fine dining! "
The price is ¥45,660
¥79,766 total
includes taxes & fees
Nov 25 - Nov 26
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

3 Bdr/3 Bath House in Andover Convenient to All of Lexington

10.0 out of 10, Exceptional, (279)
"Can not say enough good things. Prperty is in a great area. We stayed 3 nights and we covered everything we could fit in. Great restaurants, the ARK, winery, distillery, casino, Horse Park... and much more. The management group/ owner was first class along with his support crew. They took geat care of us!!!thetotresponded"
3 Bdr/3 Bath House in Andover Convenient to All of Lexington

Charming little house on the Kentucky River

9.6 out of 10, Exceptional, (136)
"The instructions were perfect!! The view was amazing!! The place was clean and well stocked so if you forgot something, it’s probably there. Whoever this property is really cares about your stay. Loved the local channels with the antenna. Lots of DVD movies to choose from. I can’t wait to book my next trip. "
Charming little house on the Kentucky River

12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

10.0 out of 10, Exceptional, (34)
"Everything went perfectly, if we ever go back to Lexington I will like to stay here again."
12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

Firepit | Outdoor Deck | Great Location

10.0 out of 10, Exceptional, (65)
"Nice stay. Property was as expected. "
Firepit | Outdoor Deck | Great Location

Kentucky's Finest - Pet Friendly

9.6 out of 10, Exceptional, (13)
"Quick and easy "
The price is ¥13,930
¥34,466 total
includes taxes & fees
Nov 25 - Nov 26
Kentucky's Finest - Pet Friendly

Pool | Hot Tub | Covered Porch | Patio | Game Room

9.8 out of 10, Exceptional, (104)
"very clean, spacious, fun layout and we used the fireplace, gas grill, downstairs rec room, large kitchen... and had a ball!"
Pool | Hot Tub | Covered Porch | Patio | Game Room

Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75

9.8 out of 10, Exceptional, (68)
"Super nice and clean "
The price is ¥23,217
¥40,438 total
includes taxes & fees
Nov 27 - Nov 28
Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75

Private Home located at Lake Herrington

9.2 out of 10, Wonderful, (25)
"Came for a Family Wedding. Stayed from a Friday to Sunday. Danville KY was about 30 Minutes away. It's the closest city, enjoyed the shopping area. Had a Bk, McDonald's, Cracker Barrel and a Pizza/Italian Buffet called Giovanni's very good. Has a Walmart and Ollie's. Good location to check out for shopping. House was Beautiful inside, nice setup upstairs and downstairs. Hopefully Host got toilet downstairs in full working condition so you can have full use of toilet & tub. All in all we had a...
Private Home located at Lake Herrington

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

9.6 out of 10, Exceptional, (54)
"8 friends spending 3 days on the Bourbon Trail. Perfect location!"
The price is ¥23,217
¥58,043 total
includes taxes & fees
Dec 8 - Dec 9
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room

10.0 out of 10, Exceptional, (155)
"Appreciated the K-cups! Nice layout and Great Location. "
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room

175 LEX - Stunning Downtown Views on Main Street!

9.8 out of 10, Exceptional, (34)
"Great location. Clean. Host is responsive."
The price is ¥14,704
¥28,399 total
includes taxes & fees
Nov 26 - Nov 27
175 LEX - Stunning Downtown Views on Main Street!

Modern 2bd 2ba- Near I-75, Free WiFi, No Steps

9.8 out of 10, Exceptional, (64)
"This home was perfect for two couples enjoying a few days together. Home is exceptionally clean and is very comfortable. Location was very convenient to the interstate and nearby interests. Owner was quick to respond regarding any questions."
The price is ¥18,419
¥33,956 total
includes taxes & fees
Nov 25 - Nov 26
Modern 2bd 2ba- Near I-75, Free WiFi, No Steps

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (193)
"Overall, this property met its description. Centrally located to many stops on the trail. The only complaints we had were the sounds of what we believe were birds that may have nested inside the walls (it looked like there is some patching on the outside of the property) and the enormous amount of flies (mostly dead) inside. We tried to figure out where they were coming from but had no luck. There were enough that we had to sweep the dead ones up on a daily basis! If you can look past these...
The Green Cabin-on-The Bourbon Trail
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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