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Midway Holiday Rentals

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Holiday Rentals in Midway

This barn is a 2 bedroom(s), 1.5 bathrooms, located in Midway, KY.
This barn is a 2 bedroom(s), 1.5 bathrooms, located in Midway, KY.
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!
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had the most amazing time at FarRhode! The owners thought of everything. The place is so beautiful and well stocked with everything you could need. The view from any window is stunning and the star gazing off the deck at night was spectacular. We saw cows, horses, geese, a skunk and “Bobby” the donkey. The location is perfect for the bourbon trail and Keeneland. We will definitely be renting again!"
The price is AU$732
includes taxes & fees
28 Oct - 29 Oct
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!
Bourbon Trail: Caboose on the Farm
10.0 out of 10, Exceptional, (33)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
The price is AU$266
includes taxes & fees
20 Oct - 21 Oct
Bourbon Trail: Caboose on the Farm
Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, (42)
"Fantastic location and great hosts!"
The price is AU$221
includes taxes & fees
20 Oct - 21 Oct
Bourbon Trail Cabin on the Farm
Modern cottage located in the heart of the Bourbon Trail
9.8 out of 10, Exceptional, (28)
"We had a quick 1 night stay but the place was great, clean, cute and perfect."
The price is AU$299
includes taxes & fees
26 Oct - 27 Oct
Modern cottage located in the heart of the Bourbon Trail
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
8.8 out of 10, Excellent, (95)
"Great HUB for bourbon excursion. Lots to do in the area. "
The price is AU$256
includes taxes & fees
20 Oct - 21 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
2.0 star property
9.6 out of 10, Exceptional, (11)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
The price is AU$355
includes taxes & fees
3 Nov - 4 Nov
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (22)
"My daughter and I stayed at this property ehile she was competing at the horse park. It was a lovely, restful place for us to start and end our busy days. The property is impeccably maintained, the hosts are wonderful, and the location in the heart of horse country was exactly what we needed. Thank you!"
The price is AU$541
includes taxes & fees
14 Nov - 15 Nov
Five Minutes from Keeneland!
Lexington Apt. with parking & private entrance Preview listing
10.0 out of 10, Exceptional, (135)
"This is a very clean and comfortable place to stay when visiting Lexington . "
The price is AU$253
includes taxes & fees
26 Oct - 27 Oct
Lexington Apt. with parking & private entrance Preview listing
My Old Kentucky Home
10.0 out of 10, Exceptional, (26)
"Cool property, with a great location. Owner had great communication."
The price is AU$438
includes taxes & fees
19 Oct - 20 Oct
My Old Kentucky Home
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
8.4 out of 10, Very good, (31)
"We enjoyed our stay here very much. Thank you!"
The price is AU$275
includes taxes & fees
19 Oct - 20 Oct
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Charming Home Near UK Campus! Perfect for Family Visits.
10.0 out of 10, Exceptional, (25)
"Great stay. Great place."
The price is AU$392
includes taxes & fees
22 Oct - 23 Oct
Charming Home Near UK Campus! Perfect for Family Visits.
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, super clean and cute! "
The price is AU$315
includes taxes & fees
12 Nov - 13 Nov
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe
East Suite-🕊️ Bleubird Studio + Suites -Art • Yoga • Boutique Stay
10.0 out of 10, Exceptional, (58)
"Wonderful and quaint stay at a lovely home. Jane is fabtastic!"
The price is AU$356
includes taxes & fees
29 Oct - 30 Oct
East Suite-🕊️ Bleubird Studio + Suites -Art • Yoga • Boutique Stay
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
9.8 out of 10, Exceptional, (100)
"Clean, comfortable apartment in the heart of Lexington. Communication with hosts was excellent. Great value for money."
The price is AU$287
includes taxes & fees
20 Oct - 21 Oct
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
2.0 star property
10.0 out of 10, Exceptional, (5)
The price is AU$325
includes taxes & fees
20 Oct - 21 Oct
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
9.8 out of 10, Exceptional, (13)
"Property was clean and comfy! Would stay again. "
The price is AU$408
includes taxes & fees
26 Oct - 27 Oct
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Location, Location, Location
9.2 out of 10, Wonderful, (62)
"Thank you for the use of your VRBO home. We had a wonderful stay, home is located minutes from downtown and Rupp arena. Lots of memories made, thank you again. "
The price is AU$342
includes taxes & fees
2 Nov - 3 Nov
Location, Location, Location
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
10.0 out of 10, Exceptional, (115)
"Us and another couple came for a bourbon weekend. It was the perfect location between Bardstown and Frankfort. The location was a bit hard to find the first time especially at night, but the host gave great directions!"
The price is AU$347
includes taxes & fees
2 Nov - 3 Nov
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Bourbon Trail Lakehouse - Pet Friendly!
9.8 out of 10, Exceptional, (44)
"Nice place for a good deal! "
The price is AU$416
includes taxes & fees
29 Oct - 30 Oct
Bourbon Trail Lakehouse - Pet Friendly!
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$246 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?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: This holiday home rental outside of Midway is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Blue Grass Railroad Museum, or get outside and enjoy nature at Masterson Station Park. Equus Run Vineyard & Winery and Damselfly Gallery are other places to visit while you're in town.

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.