Cottages in Jessamine County

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Jessamine County cottages

Outdoor dining

Beautifully updated riverside 1840 cottage on the bourbon trail near Danville

Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
Perryville
10.0 out of 10, Exceptional, (32 reviews)
"Loved our stay, very clean and a great location. Enjoy the shops next door. We enjoyed the back patio and the games provided."
United States
Pamela W.
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
Interior

Cozy Cottage Perfect for Girls Night Away

Cozy Cottage Perfect for Girls Night Away
Lexington
10.0 out of 10, Exceptional, (14 reviews)
"The house and Host were perfect! We had such a great weekend. And the house was the perfect home away from home. "
United States
Melinda F.
The price is AED 1,448
AED 2,636 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Cottage Perfect for Girls Night Away
Exterior

Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Frankfort
10.0 out of 10, Exceptional, (37 reviews)
"Loved this quaint farmhouse cottage"
United States
Sandy F.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
House (3 Bedrooms) | Interior

11 Mi to Danville: Family Home in Lancaster

11 Mi to Danville: Family Home in Lancaster
3.0 star property
Lancaster
11 Mi to Danville: Family Home in Lancaster
House (4 Bedrooms) | Interior

Spacious Frankfort Retreat on Bourbon Trail!

Spacious Frankfort Retreat on Bourbon Trail!
3.0 star property
Frankfort
Spacious Frankfort Retreat on Bourbon Trail!
3 bedrooms, iron/ironing board, WiFi, bed sheets

3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark

3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
Georgetown
10.0 out of 10, Exceptional, (4 reviews)
"Great stay! Will be back again. "
United States
Traci B.
3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
Exterior

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
The price is AED 367
AED 886 total
includes taxes & fees
6 Feb - 7 Feb
Capital City Cottage
Exterior

Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY

Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY
Lexington
10.0 out of 10, Exceptional, (17 reviews)
"Great location to Keeneland, Distillery’s, great dining……darling gated property with front porch and fire pit for cozy nights! Listed as 2 bedroom, but one has a day bed. "
United States
Rebecca M.
Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY
House (3 Bedrooms) | Front of property

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

10 Mi to Keeneland: Family Home w/ Deck & Yard
3.0 star property
Lexington
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Tanya
10 Mi to Keeneland: Family Home w/ Deck & Yard
Property grounds

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful property and owners."
United States
Karen M.
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Exterior

Twin Cottages **** Presale**** cottage #7

Twin Cottages **** Presale**** cottage #7
Lawrenceburg
The price is AED 846
AED 1,549 total
includes taxes & fees
18 Feb - 19 Feb
Twin Cottages **** Presale**** cottage #7
Exterior

Springside BoHo Getaway

Springside BoHo Getaway
Georgetown
9.8 out of 10, Exceptional, (55 reviews)
"Great property in a great location!"
United States
Brent and Tonya R.
Springside BoHo Getaway
Property grounds

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23 reviews)
"The cottage was wonderful! Just what we needed and wanted. Jennifer is a great host and we will certainly stay again if the opportunity arises. "
United States
Matt T.
The price is AED 664
AED 1,182 total
includes taxes & fees
6 Feb - 7 Feb
Five Minutes from Keeneland!
House (3 Bedrooms) | Front of property

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

Lexington Getaway w/ Backyard Deck < 2 Mi to UK!
3.0 star property
Kenwick
Lexington Getaway w/ Backyard Deck < 2 Mi to UK!
Outdoor dining

Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable

Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay your house is beautiful and loved all the small details right down to coming in to a vase of fresh flowers. We came down for my husband’s 40th birthday Celebration and Thanksgiving, with our four kids. The board games were a huge hit, we played for hours. They had so many to choose from. The back yard was so incredibly relaxing and the jacuzzi was wonderful. Thank you for making this experience unforgettable, this house does not lack a single thing, the kitchen has...
United States
Jessica G.
Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable
House (3 Bedrooms) | Interior

Our Lakeside Retreat w/ Deck on Lake Herrington!

Our Lakeside Retreat w/ Deck on Lake Herrington!
3.0 star property
Lancaster
10.0 out of 10, Exceptional, (1 review)
"We enjoyed everything about the property "
United States
Jessica
Our Lakeside Retreat w/ Deck on Lake Herrington!
Exterior detail

Cottage In Downtown Georgetown Within Walking Distance Of Shops and Restaurants

Cottage In Downtown Georgetown Within Walking Distance Of Shops and Restaurants
Georgetown
9.4 out of 10, Exceptional, (3 reviews)
"Husband said the location was perfect for travel to work very clean communication with owner was excellent"
United States
Joni Z.
Cottage In Downtown Georgetown Within Walking Distance Of Shops and Restaurants
Exterior

Bourbon Barrel Cottages #5 on Ky. Bourbon Trail

Bourbon Barrel Cottages #5 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (14 reviews)
"Very clean place to stay. "
United States
Alisha F.
The price is AED 771
AED 1,310 total
includes taxes & fees
18 Feb - 19 Feb
Bourbon Barrel Cottages #5 on Ky. Bourbon Trail
House (3 Bedrooms) | Front of property

Georgetown Home ~ 6 Mi to Kentucky Horse Park!

Georgetown Home ~ 6 Mi to Kentucky Horse Park!
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very clean."
United States
Gabriel
Georgetown Home ~ 6 Mi to Kentucky Horse Park!
House (4 Bedrooms) | Interior

Lovely Lexington Home: 4 Mi to Downtown!

Lovely Lexington Home: 4 Mi to Downtown!
3.0 star property
Zandale
Lovely Lexington Home: 4 Mi to Downtown!
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 Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

10/10 Excellent
"Beautiful hotel, super clean & quiet. "
Renee 2-night trip
Posted 2 days ago
The Campbell House Lexington, Curio Collection by Hilton