Photo by Michael Schuier

Cottages in Jessamine County

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Jessamine County

Spacious Frankfort Retreat on Bourbon Trail!
House (4 Bedrooms) | Interior

Spacious Frankfort Retreat on Bourbon Trail!

3.0 star property
Spacious Frankfort Retreat on Bourbon Trail!
11 Mi to Danville: Family Home in Lancaster
House (3 Bedrooms) | Interior

11 Mi to Danville: Family Home in Lancaster

3.0 star property
11 Mi to Danville: Family Home in Lancaster
Georgetown Home ~ 6 Mi to Kentucky Horse Park!
House (3 Bedrooms) | Front of property

Georgetown Home ~ 6 Mi to Kentucky Horse Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very clean."
Georgetown Home ~ 6 Mi to Kentucky Horse Park!
Lexington Getaway w/ Backyard Deck < 2 Mi to UK!
Interior

Lexington Getaway w/ Backyard Deck < 2 Mi to UK!

3.0 star property
Lexington Getaway w/ Backyard Deck < 2 Mi to UK!
'blue Moon Cottage' w/ Amazing Views of 5 Counties
House (2 Bedrooms) | Interior

'blue Moon Cottage' w/ Amazing Views of 5 Counties

3.0 star property
'blue Moon Cottage' w/ Amazing Views of 5 Counties
Lexington Home ~ 2 Mi to University of Kentucky!
House (3 Bedrooms) | Interior

Lexington Home ~ 2 Mi to University of Kentucky!

3.0 star property
Lexington Home ~ 2 Mi to University of Kentucky!
10 Mi to Keeneland: Family Home w/ Deck & Yard
House (3 Bedrooms) | Front of property

10 Mi to Keeneland: Family Home w/ Deck & Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
"I liked the porch and the pergola. My granddaughter ran around the house in bare feet and her feet got incredibly dirty. Floors probably need a good cleaning. That was the only begative i had."
10 Mi to Keeneland: Family Home w/ Deck & Yard
Midway Home on 22 Acres Near Bourbon Trail!
House (3 Bedrooms) | Interior

Midway Home on 22 Acres Near Bourbon Trail!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our stay at the property! Even though we had a mechanical malfunction, it was taken care of quickly and on a Sunday morning no less! So I would recommend this property to anyone visiting Kentucky or doing the bourbon trail like us "
Midway Home on 22 Acres Near Bourbon Trail!
Charming Guesthouse Getaway on 10-acre Farm!
House (2 Bedrooms) | Interior

Charming Guesthouse Getaway on 10-acre Farm!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Peaceful and simple. The beds were all very comfortable, great kitchen with everything you need, and a beautiful backyard. The hosts were very communicative and recommended a great place for a Friday night dinner. Our stay exceeded my expectations. "
Charming Guesthouse Getaway on 10-acre Farm!
Inviting Frankfort Home Near Bourbon Trail!
Terrace/patio

Inviting Frankfort Home Near Bourbon Trail!

3.0 star property
Inviting Frankfort Home Near Bourbon Trail!
Lovely Lexington Home: 4 Mi to Downtown!
Interior

Lovely Lexington Home: 4 Mi to Downtown!

3.0 star property
Lovely Lexington Home: 4 Mi to Downtown!
Quaint Creekside Cottage w/ Porch & Backyard!
Interior

Quaint Creekside Cottage w/ Porch & Backyard!

3.0 star property
Quaint Creekside Cottage w/ Porch & Backyard!
Lawrenceburg Family Home w/ Seasonal Pool!
Terrace/patio

Lawrenceburg Family Home w/ Seasonal Pool!

3.0 star property
Lawrenceburg Family Home w/ Seasonal Pool!
Family Home w/ Ping-pong & Fire Pit in Lexington
House (2 Bedrooms) | Interior

Family Home w/ Ping-pong & Fire Pit in Lexington

3.0 star property
Family Home w/ Ping-pong & Fire Pit in Lexington
Walk to UK Campus: Charming Home w/ Patio!
House (4 Bedrooms) | Interior

Walk to UK Campus: Charming Home w/ Patio!

3.0 star property
Walk to UK Campus: Charming Home w/ Patio!
Our Lakeside Retreat w/ Deck on Lake Herrington!
House (3 Bedrooms) | Interior

Our Lakeside Retreat w/ Deck on Lake Herrington!

3.0 star property
Our Lakeside Retreat w/ Deck on Lake Herrington!
Lexington Family Home ~ 2 Miles to UK Campus!
Exterior

Lexington Family Home ~ 2 Miles to UK Campus!

3.0 star property
Lexington Family Home ~ 2 Miles to UK Campus!
15 Mi to Dtwn Lexington: Serene Wilmore Home!
Interior

15 Mi to Dtwn Lexington: Serene Wilmore Home!

3.0 star property
15 Mi to Dtwn Lexington: Serene Wilmore Home!
Historic & Spacious Family Home in Nicholasville!
House (5 Bedrooms) | Front of property

Historic & Spacious Family Home in Nicholasville!

3.0 star property
Historic & Spacious Family Home in Nicholasville!
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

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"awesome shower"
James 1-night trip
Posted 1 day ago
GLō Best Western Lexington