Cottages in Jessamine County

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Jessamine County cottages

Exterior

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Lexington
10.0 out of 10, Exceptional, (291 reviews)
"Warm cottage and absolutely wonderful hosts."
United States
Sarah W.
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Terrace/patio

8 min to Buffalo Trace, walk to Capital Charming 3-bedroom cottage in Frankfort.

8 min to Buffalo Trace, walk to Capital Charming 3-bedroom cottage in Frankfort.
Frankfort
8 min to Buffalo Trace, walk to Capital Charming 3-bedroom cottage in Frankfort.
Exterior

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

Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Frankfort
9.8 out of 10, Exceptional, (41 reviews)
"Cottage was clean. Ver quiet & peaceful location. The host was gracious & attentive. Made sure we had plenty of firewood for the fire pit."
United States
Bruce L.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Exterior

Springside BoHo Getaway

Springside BoHo Getaway
Georgetown
9.8 out of 10, Exceptional, (57 reviews)
"Great property in a great location!"
United States
Brent and Tonya R.
Springside BoHo Getaway
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, (25 reviews)
"Wonderful property and owners."
United States
Karen M.
The price is HK$3,081
HK$4,748 total
includes taxes & fees
7 Apr - 8 Apr
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Exterior

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (44 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
The price is HK$784
HK$1,891 total
includes taxes & fees
20 Apr - 21 Apr
Capital City Cottage
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, (33 reviews)
"Great place to stay, with great views of the creek/river directly out the back door! Jon was a great host and responded to messages very quick. Definitely will stay again when up visiting family. "
United States
ben t.
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
Exterior

Orchard Park cottage

Orchard Park cottage
Versailles
10.0 out of 10, Exceptional, (132 reviews)
"It was a very beautiful property, very conveniently located and comfortable"
United States
Kim S.
Orchard Park cottage
Interior

Cozy Cottage Perfect for Girls Night Away

Cozy Cottage Perfect for Girls Night Away
Lexington
10.0 out of 10, Exceptional, (14 reviews)
"This house is just as cute as the pictures with enough space for a large group. It’s also located within walking distance to good dining and shopping!"
United States
Monica W.
The price is HK$2,963
HK$5,423 total
includes taxes & fees
20 Apr - 21 Apr
Cozy Cottage Perfect for Girls Night Away
Outdoor dining

Discover Your Perfect Getaway: Cottage in the Heart of Horse & Bourbon Country!

Discover Your Perfect Getaway: Cottage in the Heart of Horse & Bourbon Country!
Midway
10.0 out of 10, Exceptional, (48 reviews)
"Host was very helpful and addressed any concerns. Great location and the home feels brand new. Great comfortable beds and nice bathrooms. "
United States
Liz T.
Discover Your Perfect Getaway: Cottage in the Heart of Horse & Bourbon Country!
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, (5 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

Charming 3-bedroom detached cottage on horse farm near Lexington and Georgetown.

Charming 3-bedroom detached cottage on horse farm near Lexington and Georgetown.
Paris
10.0 out of 10, Exceptional, (3 reviews)
"Well cared for, clean and friendly "
United States
Kerry F.
Charming 3-bedroom detached cottage on horse farm near Lexington and Georgetown.
Terrace/patio

1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
10.0 out of 10, Exceptional, (1 review)
"Receptiveness and availability of hostess to a small handful of concerns. Beauty of the rental unit itself and the view of the Courthouse (made famous in a sixties Hollywood production, "The Flim Flam Man). A part of Kentucky you might drive through bit rarely drive to. Really glad I took the time to do so in this lovely and welcoming stopping point on the Bourbon Trail."
United States
Amye B.
The price is HK$776
HK$2,100 total
includes taxes & fees
5 May - 6 May
1BD Modern Bourbon Cottage
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)
"Very nice! Loved it and would definitely book again! "
United States
Senia E.
Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable
Property grounds

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
Five Minutes from Keeneland!
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 HK$1,884
HK$3,091 total
includes taxes & fees
7 Apr - 8 Apr
Bourbon Barrel Cottages #5 on Ky. Bourbon Trail
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
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

Bourbon Barrel Cottages #7 on Kentucky's Bourbon Trail with Hot Tub and Firepit

Bourbon Barrel Cottages #7 on Kentucky's Bourbon Trail with Hot Tub and Firepit
Lawrenceburg
10.0 out of 10, Exceptional, (1 review)
"All of the above. All around great location private, clean, and nice. Angie the host was great and responsive. A little pricey with all the added fees but I would visit again "
United States
Valerie M.
The price is HK$2,299
HK$3,893 total
includes taxes & fees
19 Apr - 20 Apr
Bourbon Barrel Cottages #7 on Kentucky's Bourbon Trail with Hot Tub and Firepit
Exterior

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (12 reviews)
"We stayed for our anniversary and visited some of the distilleries in the area. Our cabin was so cool and our stay was great. We would definitely book again"
United States
Evan C.
The price is HK$1,803
HK$2,994 total
includes taxes & fees
12 Apr - 13 Apr
Bourbon Barrel Cottages #2 on Ky. 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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Top Jessamine County Hotel Reviews

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent
"Always stay here! Perfect location! My favorite! "
Susan 3-night trip
Posted less than an hour ago
Marriott Lexington Griffin Gate Golf Resort & Spa

Find out more about Jessamine County

Jessamine County Cottages information

Number of reviews
702
Accommodation
54 Cottages
Lowest Price
HK$1,891
Highest Price
HK$5,423

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