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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Midway cottages

A white house with a porch, stone wall, and a small garden.

1. 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, (307 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 NZ$439
includes taxes & fees
7 Nov - 8 Nov
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A wooden cabin with a deck and a fire pit in front.

2. Bourbon Barrel Cabin A. There are 2 Cabins A & B.

Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Frankfort
10.0 out of 10, Exceptional, (11 reviews)
"Great cabin!"
United States
Kendra N.
The price is NZ$420
includes taxes & fees
19 Nov - 20 Nov
Bourbon Barrel Cabin A. There are 2 Cabins A & B.
A white house with a porch, a picket fence, and a red bush.

3. 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 NZ$421
includes taxes & fees
9 Nov - 10 Nov
Capital City Cottage
A rustic cabin with a wooden deck, a porch, and a staircase leading to the entrance.

4. 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.
The price is NZ$840
includes taxes & fees
11 Nov - 12 Nov
Bourbon Barrel Cottages #2 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
A small building with a dark roof and a sign that reads 'BOURBON CROSSING.'

5. 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.
The price is NZ$486
includes taxes & fees
9 Nov - 10 Nov
1BD Modern Bourbon Cottage
A single-story house with a covered porch, a stone foundation, and a red exterior.

6. Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Stamping Ground
9.8 out of 10, Exceptional, (8 reviews)
"Great hidden gem "
United States
lucian v.
The price is NZ$298
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
A wooden cabin with a porch, a small staircase, and a garden area with plants and a hammock.

7. 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.
The price is NZ$838
includes taxes & fees
8 Nov - 9 Nov
Bourbon Barrel Cottages #5 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
A building with a dark exterior, a wooden porch, and a gravel garden with flowers.

8. 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.
The price is NZ$949
includes taxes & fees
8 Nov - 9 Nov
Bourbon Barrel Cottages #7 on Ky. Bourbon Trail. HOT TUB. All Distilleries.
Two cabins with wooden decks and black exteriors, set in a forested area with a clear sky.

9. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
9.8 out of 10, Exceptional, (29 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
The price is NZ$777
includes taxes & fees
19 Nov - 20 Nov
Two Bourbon Barrel Cabins
A small, dark-colored cabin with a wooden deck and a covered porch, surrounded by trees and a grassy yard.

10. Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (26 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
The price is NZ$426
includes taxes & fees
12 Nov - 13 Nov
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
A building with a dark exterior, a wooden porch, and a gravel garden with flowers.

11. 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.
The price is NZ$2,474
includes taxes & fees
9 Nov - 10 Nov
Bourbon Barrel Cottages #3 on Ky. Bourbon Trail. HOT TUB. All Distilleries
A bathroom with a pink wall, a gold-framed mirror, a white light switch, a bottle of wine, and a glass on a white countertop.

12. 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 NZ$1,340
includes taxes & fees
6 Dec - 7 Dec
Cozy Cottage Perfect for Girls Night Away
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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Learn more about Midway

Historic railway town Midway offers charming Main Street shops and the acclaimed Holly Hill Inn for farm-to-table dining. Visit Equus Run Vineyards for wine tastings or time your trip for the Francisco's Farm Arts Festival at Midway University.

See all hotels in Midway
A rural landscape with a winding road, a pond, and a river.

Top reviews in Midway

A Holiday Inn Express hotel with a brick facade, a covered entrance, and a horse statue in the foreground.
Holiday Inn Express & Suites Lexington Dtwn Area-Keenland by IHG

Holiday Inn Express & Suites Lexington Dtwn Area-Keenland by IHG

Holiday Inn Express & Suites Lexington Dtwn Area-Keenland by IHG
Lexington

8/10 Good

A good location and access to food
Australia
MICHAEL
Reviewed February 25, 2025
Holiday Inn Express & Suites Lexington Dtwn Area-Keenland by IHG

Frequently Asked Questions

How much do cottages in Midway cost?

Expect to pay between NZ$297 and NZ$2,474 per night for cottages in Midway. Whatever your budget, an excellent stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Midway?

Use up your holiday days and pick from cottages in Midway. Picturing a place where you can dive into nature and forget the world? Expedia will help you find your ideal stay in just a few clicks.

What is there to do in Midway near my cottage?

Once you've unpacked your things and settled in, head out and explore the fantastic things Midway has to offer. Equus Run Vineyard & Winery is a top attraction to add to your to-do list.

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