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Midway Holiday Rentals

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Our top choices for Midway holiday rentals

1. Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
Midway
10.0 out of 10, Exceptional, (1 review)
"Great place for a family! Especially loved the jukebox and mini golf in the basement!"
United States
Austin P.
The price is AU$479
includes taxes & fees
14 Sept - 15 Sept
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

2. 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 amenities were outstanding. The place was beautiful, clean, cozy and comfortable!"
United States
WILLIAM K.
The price is AU$634
includes taxes & fees
8 Sept - 9 Sept
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!

3. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay!"
United States
Jeff S.
The price is AU$405
includes taxes & fees
14 Sept - 15 Sept
Bourbon Trail Lakehouse - Pet Friendly!

4. East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (67 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
The price is AU$322
includes taxes & fees
1 Sept - 2 Sept
East Suite-🕊️ at Bleubird Studio, Walk to Downtown

5. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (57 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
The price is AU$212
includes taxes & fees
14 Sept - 15 Sept
Quiet-Country and Spacious Grandma's Duplex

6. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (21 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

7. 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

8. 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, (32 reviews)
"Beautiful place. Well kept. Close to town. Kids' loft was a lot of fun. Host even provided guest robes and snacks. Would definitely stay again!"
United States
Julia B.
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

9. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (119 reviews)
"This one of our favorite places to stay. Place is always clean, great location, nice host! Highly recommend."
United States
Rick C.
The price is AU$278
includes taxes & fees
14 Sept - 15 Sept
High style on the Bourbon Trail

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

Game Room | King Suite | Firepit | Patio | Grill
Georgetown
9.6 out of 10, Exceptional, (12 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$451
includes taxes & fees
7 Sept - 8 Sept
Game Room | King Suite | Firepit | Patio | Grill

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, (43 reviews)
"A great stay! We enjoyed the hot tub after long days, and the living room was very comfortable. The house was easy to find, we walked to the Thai restaurant a block over nearly every night. We would stay again!"
United States
Araina R.
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

12. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
10.0 out of 10, Exceptional, (347 reviews)
"Felt very comfortable during our stay,plenty of space for us both."
United States
Anonymous traveller
The price is AU$93
includes taxes & fees
1 Sept - 2 Sept
2 Full Beds | Non-Smoking, Micfridge

13. 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, (106 reviews)
"Perfect location for the Bourbon Trail. Nice, clean, and affordable. 10 out of 10, would do it again!"
United States
Dwight K.
The price is AU$233
includes taxes & fees
1 Sept - 2 Sept
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

14. 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, (32 reviews)
"Great location for multiple bourbon trail experience."
United States
Mark S.
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown

15. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, Excellent, (41 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$233
includes taxes & fees
1 Sept - 2 Sept
Capital City Condo #8

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (30 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is AU$341
includes taxes & fees
29 Sept - 30 Sept
The Bourbon Garage- walking distance to Buffalo Trace!

17. 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$233
includes taxes & fees
12 Sept - 13 Sept
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

18. Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very good, (9 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is AU$233
includes taxes & fees
12 Sept - 13 Sept
Capital City Condo #10

19. Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Frankfort
10.0 out of 10, Exceptional, (35 reviews)
"Lovely home with lots of amenities. Loved watching the deer and hearing all the birds really made our visit enjoyable."
United States
Linda C.
The price is AU$448
includes taxes & fees
13 Sept - 14 Sept
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

20. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (62 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is AU$291
includes taxes & fees
1 Sept - 2 Sept
Bourbon Trail Cabin on the Farm
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

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$93 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 9 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 Blue Grass Railroad Museum, or get outside and enjoy nature at Masterson Station Park. 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.