Holiday Rentals in Midway

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Our top choices for Midway holiday rentals

1. Cozy 3-bedroom Cottage in the Heart of Historic and Charming Midway

Cozy 3-bedroom Cottage in the Heart of Historic and Charming Midway
Midway
The price is €294
includes taxes & fees
24 Nov - 25 Nov
Cozy 3-bedroom Cottage in the Heart of Historic and Charming Midway

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)
"Was a beautiful property with minimal check out requirements. Would stay again."
United States
Bobbie M.
The price is €410
includes taxes & fees
24 Nov - 25 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!

3. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (66 reviews)
"Great stay!"
United States
Beth S.
The price is €245
includes taxes & fees
15 Nov - 16 Nov
Bourbon Trail Lakehouse

4. 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, (72 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
The price is €204
includes taxes & fees
15 Nov - 16 Nov
East Suite-🕊️ at Bleubird Studio, Luxury stay, 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, (61 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
The price is €125
includes taxes & fees
15 Nov - 16 Nov
Quiet-Country and Spacious Grandma's Duplex

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, (309 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 €230
includes taxes & fees
16 Nov - 17 Nov
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

7. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (123 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is €175
includes taxes & fees
24 Nov - 25 Nov
High style on the Bourbon Trail

8. Hot Tub Tiny Home Hideaway Near Horse Park and Ark

Hot Tub Tiny Home Hideaway Near Horse Park and Ark
Georgetown
9.4 out of 10, Exceptional, (11 reviews)
"This was perfect for our weekend getaway"
United States
Josh J.
The price is €238
includes taxes & fees
15 Nov - 16 Nov
Hot Tub Tiny Home Hideaway Near Horse Park and Ark

9. Quiet Two Bedroom House

Quiet Two Bedroom House
Lexington
9.6 out of 10, Exceptional, (21 reviews)
"Great spot with beautiful views very close to keeneland."
United States
David B.
The price is €254
includes taxes & fees
23 Nov - 24 Nov
Quiet Two Bedroom House

10. 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 €143
includes taxes & fees
15 Nov - 16 Nov
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

11. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (25 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.
The price is €294
includes taxes & fees
15 Nov - 16 Nov
Sleeps 8. Cozy Bungalow in Downtown Georgetown

12. 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, (34 reviews)
"Great property that worked perfectly for our event at Kentucky Horse Park. Appreciate all the amenities included - rare these days with other VRBOs."
United States
Angela H.
The price is €318
includes taxes & fees
16 Nov - 17 Nov
Hot Tub/Playground/12 min to Horse Park/30min Ark

13. 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, (37 reviews)
"House was great for two weeks showing at the KY horse park. Quiet street, walkable to Georgetown shops and restaurants, close to grocery store, at most 15 minutes to the horse park. The house has nice outdoor spaces, easy to relax. The upstairs bedroom and bathroom is a great space for kids. Overall enjoyed our stay and would stay again."
United States
CHRISSY S.
The price is €361
includes taxes & fees
15 Nov - 16 Nov
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

14. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
9.8 out of 10, Exceptional, (357 reviews)
"Very poor looking motel, both inside and out!"
United States
Miguel
The price is €57
includes taxes & fees
16 Nov - 17 Nov
2 Full Beds | Non-Smoking, Micfridge

15. 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, (34 reviews)
"Jonathan was great! He was very responsive to our questions/requests. The hot tub is great and the kitchen had everything we needed. I would definitely stay here again. ."
United States
Kathy O.
The price is €358
includes taxes & fees
15 Nov - 16 Nov
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown

16. 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 €143
includes taxes & fees
27 Nov - 28 Nov
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

17. 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, (78 reviews)
"The house is clean and cute. Beds are very comfortable. Bathroom is tight and the wifi didn't work. The outside could use some work. Trees need to be trimmed, window screens were broken, etc. Conveniently located around everything and very much enjoyed our stay."
United States
Nick K.
The price is €138
includes taxes & fees
16 Nov - 17 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

18. 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, (48 reviews)
"Everything about this weekend was great"
United States
David M.
The price is €358
includes taxes & fees
15 Nov - 16 Nov
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

19. The Luxe/Hot Tub/Playground/12 Min to Horse Park

The Luxe/Hot Tub/Playground/12 Min to Horse Park
Georgetown
9.8 out of 10, Exceptional, (17 reviews)
"Clean, easy check in, wonderful yard for kiddos"
United States
Danielle L.
The Luxe/Hot Tub/Playground/12 Min to Horse Park

20. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (65 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is €173
includes taxes & fees
15 Nov - 16 Nov
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.

Find holiday rentals that suit your style

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, apart-hotels, 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 favorite 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 depends 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 €57 per night. Entering your travel dates in the search wizard you might find 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.