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Jessamine County Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured Vacation Homes in Jessamine County

Carriage on Petticoat
Terrace/patio

Carriage on Petticoat

2.0 star property
10.0 out of 10, Exceptional, (22)
"Nice place, good host and great location. I would stay here again."
The price is CA $206
CA $467 total
includes taxes & fees
Aug 13 - Aug 14
Carriage on Petticoat
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
Fridge, coffee/tea maker, cookware/dishes/utensils

This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

9.2 out of 10, Wonderful, (66)
"Everything was exquisite!!! Clean, Inviting and cozy!!!"
The price is CA $200
CA $366 total
includes taxes & fees
Aug 12 - Aug 13
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Outdoor dining

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

9.6 out of 10, Exceptional, (32)
"We’ve been in town for a couple weeks for work, great location.. no complaints! "
The price is CA $167
CA $245 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Location, Location, Location
Fridge, microwave, oven, stovetop

Location, Location, Location

9.2 out of 10, Wonderful, (57)
"My week stay was great! Hosts were flexible and accommodated a reservation change to add two additional days. Would highly recommend for anyone staying in Lexington!"
The price is CA $151
CA $293 total
includes taxes & fees
Aug 12 - Aug 13
Location, Location, Location
Make your visit to the beautiful city of Berea memorable!
Exterior

Make your visit to the beautiful city of Berea memorable!

9.8 out of 10, Exceptional, (74)
"This was the perfect house for us. The trundle bed in the 2nd bedroom was a nice surprise for our teen boys."
Make your visit to the beautiful city of Berea memorable!
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (76)
"We had a great stay. Perfect for multigenerational families."
The price is CA $213
CA $533 total
includes taxes & fees
Aug 12 - Aug 13
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

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

8.8 out of 10, Excellent, (55)
"The property was nice and felt cozy the entire stay"
The price is CA $83
CA $218 total
includes taxes & fees
Aug 25 - Aug 26
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
Interior

Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

9.8 out of 10, Exceptional, (8)
"Great location, clean and nicely furnished home, close to everything."
The price is CA $120
CA $337 total
includes taxes & fees
Aug 19 - Aug 20
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown
East Suite-Bleubird Studio- 5miles to KY Horse Park, 30min The Ark,Bourbon Trail
Exterior

East Suite-Bleubird Studio- 5miles to KY Horse Park, 30min The Ark,Bourbon Trail

10.0 out of 10, Exceptional, (54)
"Always a wonderful stay! Jane is a delight!"
The price is CA $163
CA $303 total
includes taxes & fees
Aug 12 - Aug 13
East Suite-Bleubird Studio- 5miles to KY Horse Park, 30min The Ark,Bourbon Trail
Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Property grounds

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!

Home in Frankfort countryside-close to distilleries, Keeneland &Churchill Downs!
Minutes to Keeneland/Airport/UK & more!
Fridge, microwave, oven, stovetop

Minutes to Keeneland/Airport/UK & more!

10.0 out of 10, Exceptional, (17)
"This is a great property! We were so close to the things we wanted to see and do. Was such a nice house and would definitely stay again!!"
Minutes to Keeneland/Airport/UK & more!
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
Property grounds

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (120)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
Golden House: Sleeps 12 • Cozy + Modern - close to UK, Summit + Keeneland!
Interior

Golden House: Sleeps 12 • Cozy + Modern - close to UK, Summit + Keeneland!

10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our stay at Golden House. From the well equipped kitchen to the lovely sitting room to the fun basement, all was just as described or better!"
Golden House: Sleeps 12 • Cozy + Modern - close to UK, Summit + Keeneland!
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior

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

9.0 out of 10, Wonderful, (29)
"The house was just as described and very clean. We would definitely stay again!"
The price is CA $121
CA $263 total
includes taxes & fees
Aug 26 - Aug 27
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
💙Modern Downtown with Parking - Keeneland - Horse Park
Outdoor dining

💙Modern Downtown with Parking - Keeneland - Horse Park

9.6 out of 10, Exceptional, (19)
"Enjoyed our stay. Location was great. "
The price is CA $161
CA $393 total
includes taxes & fees
Aug 12 - Aug 13
💙Modern Downtown with Parking - Keeneland - Horse Park
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Property grounds

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

10.0 out of 10, Exceptional, (138)
"A lovely combination of historical charm with all the modern conveniences you need. And you can’t beat the location! Loved our stay."
The price is CA $365
CA $652 total
includes taxes & fees
Aug 13 - Aug 14
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
It's rare to find a place that's both historic & one-of-a-kind
Interior

It's rare to find a place that's both historic & one-of-a-kind

10.0 out of 10, Exceptional, (44)
"We really enjoyed staying here! We had a swim meet in Danville and commuted back and forth. Check in and out was easy! "
The price is CA $110
CA $216 total
includes taxes & fees
Aug 17 - Aug 18
It's rare to find a place that's both historic & one-of-a-kind
Luxurious 1-bedroom with Free Parking
Exterior

Luxurious 1-bedroom with Free Parking

9.8 out of 10, Exceptional, (42)
"Nicely upgraded unit, relaxing and comfortable. Close to everything!"
The price is CA $123
CA $334 total
includes taxes & fees
Aug 13 - Aug 14
Luxurious 1-bedroom with Free Parking
This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (58)
"Super location, amenities, very clean, fenced yard for our dog was a definite bonus. Would rent again for sure!"
The price is CA $158
CA $300 total
includes taxes & fees
Sep 8 - Sep 9
This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Enriched with history & tradition is where you will find Capitol Walk
Fridge, microwave, oven, stovetop

Enriched with history & tradition is where you will find Capitol Walk

2.0 star property
9.4 out of 10, Exceptional, (15)
"Great place!"
The price is CA $200
CA $360 total
includes taxes & fees
Aug 13 - Aug 14
Enriched with history & tradition is where you will find Capitol Walk
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Right in the middle of anything you’d need. Food options are fantastic especially Sonny’s Barbecue! Great value and highly recommend. "
Paul 1-night trip
Posted 1 day ago
GuestHouse Lexington