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Cottages in Jessamine County

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Our top choices for Jessamine County cottages

1. 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, (45 reviews)
"Absolutely beautiful property! Loved the whole community!!"
United States
Eva T.
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville

2. 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, (308 reviews)
"The hosts were very attentive to our needs and made sure we had a happy stay. Would recommend them to anyone and would stay here again."
United States
Alicia C.
The price is AED 606
AED 989 total
includes taxes & fees
4 Dec - 5 Dec
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

3. 1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful place to stay while hitting the bourbon trail. Perfectly decorated to help the bourbon trail experience."
United States
Justin F.
1BD Modern Bourbon Cottage

4. Charming Tiny House on the Farm

Charming Tiny House on the Farm
Lancaster
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at the tiny house. It’s so charming and peaceful."
United States
Rachel S.
Charming Tiny House on the Farm

5. Capital City Cottage

Capital City Cottage
Frankfort
8.4 out of 10, Very good, (53 reviews)
"The property was close to the wedding venue at the mansion. When we arrived at the cottage and opened the door there was a heavy musty smell.The baseboards and vents were filthy.The bathroom door was clearly rotten from top to bottom. The entire bathroom is in dire need of a remodel."
United States
Susan
The price is AED 371
AED 873 total
includes taxes & fees
9 Nov - 10 Nov
Capital City Cottage

6. Our Cottage is a perfect retreat for adults only in beautiful bluegrass region

Our Cottage is a perfect retreat for adults only in beautiful bluegrass region
Lexington
10.0 out of 10, Exceptional, (26 reviews)
"It was a very peaceful stay"
United States
Brent J.
Our Cottage is a perfect retreat for adults only in beautiful bluegrass region

7. 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, (48 reviews)
"It was a great place to stay, very quiet and peaceful, close to many places to visit"
United States
Robert L.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

8. 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, (30 reviews)
"Great place! Owner was very accommodating. I highly recommend staying here!!"
United States
Jeff T.
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

9. 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, (9 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

10. Springside BoHo Getaway

Springside BoHo Getaway
Georgetown
9.8 out of 10, Exceptional, (59 reviews)
"The place was perfect for our long weekend. Close to downtown and restaurants and a very comfortable and clean stay. "
United States
Amy P.
Springside BoHo Getaway

11. Orchard Park cottage

Orchard Park cottage
Versailles
10.0 out of 10, Exceptional, (140 reviews)
"Just an overall great experience and place to stay. The staff was so lovely and helpful, the house was adorable and cozy, the grounds were peaceful and refreshing, and my 3 year old also loved it all. Highly recommend staying here."
United States
Susan W.
Orchard Park cottage

12. Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
9.8 out of 10, Exceptional, (30 reviews)
"Charming cottage in the heart of horse country."
United States
Kate M.
Five Minutes from Keeneland!

13. Bourbon Barrel Cottages #3 on Ky. Bourbon Trail. HOT TUB. All Distilleries

Bourbon Barrel Cottages #3 on Ky. Bourbon Trail. HOT TUB. All Distilleries
Lawrenceburg
10.0 out of 10, Exceptional, (18 reviews)
"We really enjoyed our stay at the bourbon barrel cottage. Would highly recommend and will book again when we are in the area."
United States
Stephanie B.
Bourbon Barrel Cottages #3 on Ky. Bourbon Trail. HOT TUB. All Distilleries

14. 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, (2 reviews)
"We enjoyed everything about the property "
United States
Jessica
Our Lakeside Retreat w/ Deck on Lake Herrington!

15. Midway Cottage: Bourbon Trail, KY Horse Park, Keeneland & UK

Midway Cottage: Bourbon Trail, KY Horse Park, Keeneland & UK
Midway
10.0 out of 10, Exceptional, (51 reviews)
"Great place to stay for quiet visit to Lexington area."
United States
Lawence C.
Midway Cottage: Bourbon Trail, KY Horse Park, Keeneland & UK

16. Bourbon Barrel Cottages #2 on Ky. Bourbon Trail. HOT TUB. All Distilleries.

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
Lawrenceburg
10.0 out of 10, Exceptional, (13 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.
Bourbon Barrel Cottages #2 on Ky. Bourbon Trail. HOT TUB. All Distilleries.

17. Cozy Cottage Perfect for Girls Night Away

Cozy Cottage Perfect for Girls Night Away
Lexington
9.8 out of 10, Exceptional, (17 reviews)
"This property was perfect for our weekend girls trip! We had plenty of space upstairs in the slumber party room for our children. Each room was decorated so cute! We enjoyed having the utensils needed to cook breakfast on this trip as well. Would recommend and stay again!"
United States
Hali B.
The price is AED 1,659
AED 2,770 total
includes taxes & fees
6 Dec - 7 Dec
Cozy Cottage Perfect for Girls Night Away

18. 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, (4 reviews)
"House was super cute and very well maintained, We loved all of the specials details through out. The hot tub was a big hit. We would defiantly stay here again. The host was very informative and easy to communicate with. Overall this was a great place to stay!"
United States
Laurie D.
Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable

19. Bourbon Barrel Cottages #7 on Ky. Bourbon Trail. HOT TUB. All Distilleries.

Bourbon Barrel Cottages #7 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
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.
Bourbon Barrel Cottages #7 on Ky. Bourbon Trail. HOT TUB. All Distilleries.

20. Bourbon Barrel Cottages #5 on Ky. Bourbon Trail. HOT TUB. All Distilleries.

Bourbon Barrel Cottages #5 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
Lawrenceburg
10.0 out of 10, Exceptional, (14 reviews)
"Very clean place to stay. "
United States
Alisha F.
Bourbon Barrel Cottages #5 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
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

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