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Vacation Rentals in Jessamine County

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Our top choices for Jessamine County vacation rentals

A modern living room with a dining area, a sofa set, a coffee table, and a TV.

1. Cozy home Near all desirable locations; border of Lexington and Nicholasville

Cozy home Near all desirable locations; border of Lexington and Nicholasville
Nicholasville
The price is ￥23,843
￥38,025 total
includes taxes & fees
Sep 11 - Sep 12
Cozy home Near all desirable locations; border of Lexington and Nicholasville
A living room with a brown leather sofa, a glass coffee table, and a patterned rug. There is a fireplace with a mirror above it.

2. The Shanklin House by C&K

The Shanklin House by C&K
Nicholasville
10.0 out of 10, Exceptional, (16 reviews)
"We love the Shanklin house, the location, the amenities. "
United States
susan h.
The price is ￥59,447
￥110,281 total
includes taxes & fees
Aug 31 - Sep 1
The Shanklin House by C&K
A multi-level interior with a staircase, doors, and a framed artwork.

3. Beautiful Full of Light 6 Bedroom's House

Beautiful Full of Light 6 Bedroom's House
Nicholasville
10.0 out of 10, Exceptional, (1 review)
"No TV'S but not an issue for us."
United States
Shane S.
The price is ￥95,370
￥164,892 total
includes taxes & fees
Aug 26 - Aug 27
Beautiful Full of Light 6 Bedroom's House
A single-story house with a front porch, a small garden, and a clear pathway leading to the entrance.

4. Cozy 1-bedroom in Lexington

Cozy 1-bedroom in Lexington
Lexington
9.6 out of 10, Exceptional, (14 reviews)
"We loved staying at this super lovely little house! It was perfect for two people, everything we needed and great location! If we ever plan a trip to Lexington- this is absolutely where we will stay!"
Canada
Renae
The price is ￥8,154
￥31,788 total
includes taxes & fees
Aug 29 - Aug 30
Cozy 1-bedroom in Lexington
A wooden structure with a sign that reads "TREETOPS ON GARDEN".

5. Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (92 reviews)
"Such a wonderful little hidden gem! The host was fantastic and was perfect for a trip up to Lexington! Would use again and would highly recommend!"
United States
Matthew Y.
The price is ￥12,589
￥28,263 total
includes taxes & fees
Aug 26 - Aug 27
Treetops Solar Sanctuary
A log cabin interior with a wooden desk, leather armchair, and a patterned rug.

6. 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, (112 reviews)
"Cabin was very unique, and charming. Had everything we needed. Steps a little wonky but easy to get through. Would definitely stay again. "
United States
Anonymous traveler
The price is ￥16,372
￥30,073 total
includes taxes & fees
Aug 27 - Aug 28
Unique Stay in a 1907 Log Cabin on The Kentucky River
A living room with a fireplace, a staircase, and a TV mounted above it.

7. My Old Kentucky Home

My Old Kentucky Home
Lexington
9.8 out of 10, Exceptional, (32 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is ￥12,398
￥39,481 total
includes taxes & fees
Sep 14 - Sep 15
My Old Kentucky Home
A modern living room with a glass coffee table, leather armchair, dining area with chairs, and a chandelier.

8. Luxury on Main / South

Luxury on Main / South
Richmond
10.0 out of 10, Exceptional, (54 reviews)
"Clean, well stocked and comfortable. I always enjoy my stay here. "
United States
Robert T.
The price is ￥15,100
￥28,913 total
includes taxes & fees
Aug 26 - Aug 27
Luxury on Main / South
A large, multi-story house with a central driveway and a pond in the background.

9. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay!"
United States
Jeff S.
The price is ￥15,021
￥42,461 total
includes taxes & fees
Aug 31 - Sep 1
Bourbon Trail Lakehouse - Pet Friendly!
A kitchen with a modern design, featuring a stainless steel sink, a window with a view of the outside, and a colorful tiled backsplash.

10. Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
Lexington
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was great! Awesome communication with the host, and it was in such a convenient location. We would stay again!"
United States
Caroline B.
The price is ￥17,767
￥49,406 total
includes taxes & fees
Aug 26 - Aug 27
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
A hotel lobby with a flat-screen TV, a coat rack, a table with chairs, and a view of the outside through large glass doors.

11. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
10.0 out of 10, Exceptional, (347 reviews)
"Felt very comfortable during our stay,plenty of space for us both."
United States
Anonymous traveler
The price is ￥9,694
￥10,663 total
includes taxes & fees
Sep 6 - Sep 7
2 Full Beds | Non-Smoking, Micfridge

12. 175 LEX - Walkable Loft to Rupp Arena & Downtown!

175 LEX - Walkable Loft to Rupp Arena & Downtown!
Downtown Lexington
9.6 out of 10, Exceptional, (17 reviews)
"I enjoyed this property. Well cared for and in a good location close to everything downtown. Would stay again."
United States
Brian
The price is ￥18,359
￥33,601 total
includes taxes & fees
Aug 26 - Aug 27
175 LEX - Walkable Loft to Rupp Arena & Downtown!
A modern apartment with a living room, kitchen, and dining area.

13. This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.

This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
Lexington
8.8 out of 10, Excellent, (16 reviews)
"The condo was beautiful and very clean and everything we needed from dishes and kitchen items to laundry, facilities, and soap and accessories. We enjoyed this place and will happily stay again."
United States
Sylvia B.
The price is ￥15,100
￥27,214 total
includes taxes & fees
Aug 26 - Aug 27
This condominium is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.
A living room with a sofa, a coffee table, a rug, and a bookshelf.

14. 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, (106 reviews)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
The price is ￥11,127
￥26,183 total
includes taxes & fees
Aug 26 - Aug 27
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A modern living room with a fireplace, white sofas, a coffee table, and a ceiling fan.

15. Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lexington
9.2 out of 10, Wonderful, (102 reviews)
"Perfect house"
United States
Brionna
The price is ￥19,869
￥38,732 total
includes taxes & fees
Aug 26 - Aug 27
Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

16. Cecil's Cozy Cottage

Cecil's Cozy Cottage
Lexington
9.4 out of 10, Exceptional, (88 reviews)
"Very clean and well appointed "
United States
Allison
The price is ￥18,279
￥35,423 total
includes taxes & fees
Aug 27 - Aug 28
Cecil's Cozy Cottage
A modern living room with a large sofa, a coffee table, and a TV. There is a fireplace with a large painting above it.

17. 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, (12 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
The price is ￥16,451
￥42,144 total
includes taxes & fees
Aug 26 - Aug 27
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
A modern living room with a black leather sofa, a white ottoman, and a large window with blue curtains.

18. Lex In The City - Downtown Condo

Lex In The City - Downtown Condo
Downtown Lexington
9.8 out of 10, Exceptional, (9 reviews)
"Clean and close to everything. Excellent place to stay and I hope to stay there again "
United States
Alison W.
The price is ￥18,359
￥34,155 total
includes taxes & fees
Aug 30 - Aug 31
Lex In The City - Downtown Condo
A log cabin interior with a sofa, a coffee table, a fireplace, and a staircase leading to another room.

19. 1800’s Historical Log Cabin near I-75 Interstate

1800’s Historical Log Cabin near I-75 Interstate
Lexington
9.4 out of 10, Exceptional, (75 reviews)
"It was really great staying in a historical home. It was clean and very comfortable."
United States
Nancy L.
The price is ￥19,710
￥37,636 total
includes taxes & fees
Aug 31 - Sep 1
1800’s Historical Log Cabin near I-75 Interstate
A modern living room with a large window, a gray sofa, white chairs, and a ceiling fan.

20. 175 LEX - Walkable Downtown Condo - Stunning View

175 LEX - Walkable Downtown Condo - Stunning View
Downtown Lexington
9.0 out of 10, Wonderful, (12 reviews)
"Great stay"
United States
Anonymous traveler
The price is ￥18,359
￥34,155 total
includes taxes & fees
Aug 30 - Aug 31
175 LEX - Walkable Downtown Condo - Stunning View
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

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

10/10 Excellent
"Loved the saltwater pool, plenty of shopping and dining nearby, room was clean, quiet, and comfortable."
Ian 1-night trip
Posted less than an hour ago
Holiday Inn Lexington - Hamburg by IHG

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Vacation Apartments in Jessamine County

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