A river winding through a lush green landscape with fields and trees.

Midway Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Midway holiday rentals

A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

1. Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Midway
9.6 out of 10, Exceptional, (7 reviews)
"The property and accommodations were both amazing and exceeded my expectations. Atmosphere, serenity and amazing views in every direction. Wish we would have been able to stay longer.The amenities and attention to detail were amazing, everything was clean and fresh. Cannot recommend more strongly."
United States
Mark B.
The price is AU$660
includes taxes & fees
1 Nov - 2 Nov
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
A large, multi-story house with a central driveway and a pond in the background.

2. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (65 reviews)
"Great stay!"
United States
Beth S.
The price is AU$407
includes taxes & fees
2 Nov - 3 Nov
Bourbon Trail Lakehouse
A woman in a blue floral dress opening a glass door to a patio with a dog, a potted plant, and a vase of flowers.

3. East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (71 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
The price is AU$336
includes taxes & fees
18 Oct - 19 Oct
East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
A brick exterior with a welcome mat, two white sofas, and a red chair.

4. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (59 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
Quiet-Country and Spacious Grandma's Duplex
A modern kitchen with teal cabinets, a dining area with a wooden table and white chairs, and a cozy seating area with a patterned rug and a potted plant.

5. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (122 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is AU$290
includes taxes & fees
26 Oct - 27 Oct
High style on the Bourbon Trail
A white house with a porch, stone wall, and a small garden.

6. 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, (305 reviews)
"Good size kitchen and master bedroom...big tv..comfy couch...nice dining table...quiet and private."
United States
Lindi
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A single-story house with a front porch, a garage, and a small front yard.

7. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (23 reviews)
"We came in town for a UK graduation and the property was perfect for our needs. Comfortable beds and clean!"
United States
John S.
Sleeps 8. Cozy Bungalow in Downtown Georgetown
A modern kitchen with a wooden bar counter, two stools, a television, and a window with blinds.

8. Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown

Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
Georgetown
10.0 out of 10, Exceptional, (33 reviews)
"Great location for multiple bourbon trail experience."
United States
Mark S.
The price is AU$585
includes taxes & fees
15 Nov - 16 Nov
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

9. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is AU$239
includes taxes & fees
19 Oct - 20 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A bedroom with a bed, a ceiling fan, a large window, and a view of the outdoors.

10. Hot Tub/Playground/12 min to Horse Park/30min Ark

Hot Tub/Playground/12 min to Horse Park/30min Ark
Georgetown
10.0 out of 10, Exceptional, (33 reviews)
"Great house and yard!"
United States
Staci R.
Hot Tub/Playground/12 min to Horse Park/30min Ark
A modern kitchen with stainless steel appliances, a built-in oven, and a refrigerator. There is a living area with a sofa, coffee table, and a flat-screen TV.

11. Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Georgetown
10.0 out of 10, Exceptional, (47 reviews)
"It was very nice and clean and very comfortable! "
United States
Denise N.
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
A hot tub with a bottle and a glass of water on its edge.

12. Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Georgetown
9.8 out of 10, Exceptional, (33 reviews)
"Great house the kids loved the upstairs and my teenage daughter loved the downstairs room. Great location for a family and a fun walk to main street downtown. "
United States
Timette W.
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
A modern kitchen with white cabinets, a black refrigerator, granite countertops, and pendant lighting.

13. Game Room | King Suite | Firepit | Patio | Grill

Game Room | King Suite | Firepit | Patio | Grill
Georgetown
9.6 out of 10, Exceptional, (13 reviews)
"Very comfortable and beautiful! Enjoyed the lil fire pit area and that the back yard was fenced in for privacy. Excellent communication with host!!"
United States
Vicki S.
The price is AU$517
includes taxes & fees
18 Oct - 19 Oct
Game Room | King Suite | Firepit | Patio | Grill
A living room with a sofa, a coffee table, a rug, and a bookshelf.

14. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is AU$239
includes taxes & fees
20 Oct - 21 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A hotel lobby with a flat-screen TV, a coat rack, a table with chairs, and a view of the outside through large glass doors.

15. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
9.8 out of 10, Exceptional, (353 reviews)
"It felt like home during our stay! Friendly staff made us feel welcome."
United States
Anonymous traveller
The price is AU$92
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Micfridge
A modern living room with a sofa, a coffee table, and a bed.

16. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (35 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is AU$369
includes taxes & fees
26 Oct - 27 Oct
The Bourbon Garage- walking distance to Buffalo Trace!
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

17. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is AU$239
includes taxes & fees
27 Oct - 28 Oct
Capital City Condo #10
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

18. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is AU$239
includes taxes & fees
20 Oct - 21 Oct
Capital City Condo #8
A single-story house with a porch, a small garden, and a visible window.

19. Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Versailles
10.0 out of 10, Exceptional, (35 reviews)
The price is AU$645
includes taxes & fees
29 Oct - 30 Oct
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
A wooden coffee table with three bottles and a glass container in a living room.

20. This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.8 out of 10, Excellent, (77 reviews)
"Great stay! "
United States
Armando G.
The price is AU$230
includes taxes & fees
2 Nov - 3 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
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 Midway Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"It was great! Updated hotel, friendly staff and guests and good breakfast."
Ryan 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream

Find out more about Midway

Everything you need to know about Midway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Midway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Midway holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Midway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Midway. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Midway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Midway holiday rentals we have selected for you start as low as AU$92 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Midway rentals

At Expedia, we put the best Midway holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Midway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Midway holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Midway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Midway?

Yes, there are holiday rentals close to the most popular sights in Midway, or you can select a more secluded option if you're looking for a relaxing stay. Midway is known for its wineries and local tours. Make sure you have time to check out the art while you're in the area.

What are some of the best holiday rentals that Midway has to offer?

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!: This holiday home rental outside of Midway is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Midway?

With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Midway stay.

What’s there to see and do in Midway?

While exploring the area, visit family-friendly sights like Explorium, or get outside and enjoy nature at The Arboretum State Botanical Garden of Kentucky. In the wider area, you’ll find Equus Run Vineyard & Winery and The Kentucky Castle.

What’s a holiday rental in Midway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Midway. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family getaway.