Midway Holiday Rentals

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Our top choices for Midway holiday rentals

10.0 out of 10, Exceptional, (3 reviews)
"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!"
United States
Stephanie P.
The price is AU$655
includes taxes & fees
2 Mar - 3 Mar
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!

Mobile Home in Lawrenceburg

Bourbon Trail: Caboose on the Farm
10.0 out of 10, Exceptional, (38 reviews)
"Loved every aspect of this unique stay! From the very cool caboose to friendly farm animals, we hope to be back again!"
United States
Cindi M.
The price is AU$332
includes taxes & fees
2 Mar - 3 Mar
Bourbon Trail: Caboose on the Farm
8.6 out of 10, Excellent, (33 reviews)
"We had a beautiful stay. This house has a wonderful home feel! It was clean and had everything we needed. We will be back! "
United States
Corrie S.
The price is AU$252
includes taxes & fees
16 Mar - 17 Mar
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
9.8 out of 10, Exceptional, (16 reviews)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is AU$358
includes taxes & fees
12 Mar - 13 Mar
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Cottage in Versailles

Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (23 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
Five Minutes from Keeneland!
10.0 out of 10, Exceptional, (60 reviews)
"Great place to stay -- perfect location, wonderful host, beautiful accomodations, and sweet welcome dog on top of it all! Highly recommended. "
United States
l v.
The price is AU$325
includes taxes & fees
2 Mar - 3 Mar
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay
9.8 out of 10, Exceptional, (52 reviews)
"Great place to stay!"
United States
Jeff S.
The price is AU$401
includes taxes & fees
11 Mar - 12 Mar
Bourbon Trail Lakehouse - Pet Friendly!

Cabin in Lawrenceburg

Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, (50 reviews)
"Awesome place. Just stayed overnight but will be back just to relax in the cabin. The surroundings are so peaceful and the animals were fun. "
United States
Rachel P.
The price is AU$253
includes taxes & fees
2 Mar - 3 Mar
Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, (14 reviews)
"Great place, clean, very peaceful."
United States
William I.
The price is AU$422
includes taxes & fees
2 Mar - 3 Mar
The Rutherford Inn is nestled in the heart of small town Lawrenceburg
9.8 out of 10, Exceptional, (6 reviews)
"Very cozy! The owners are incredibly kind and available if you need anything. Their hospitality is top notch, and we will definitely be back! "
United States
Whitney M.
The price is AU$294
includes taxes & fees
2 Mar - 3 Mar
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Cottage in Frankfort

Capital City Cottage
8.6 out of 10, Excellent, (43 reviews)
"Place needs some work. Wasn't what we expected but it worked out for a short burbon trail trip and the price was good. "
United States
Anonymous traveller
The price is AU$351
includes taxes & fees
12 Mar - 13 Mar
Capital City Cottage
9.2 out of 10, Wonderful, (30 reviews)
"Stayed one night while traveling with our dog. Great set up, very comfortable. Fenced yard was spacious and lovely. Neighborhood felt safe and secure. Visited the cows in the nearby field. Would definitely stay again!"
United States
Elaine H.
The price is AU$378
includes taxes & fees
16 Mar - 17 Mar
Pet-Friendly Bluegrass Retreat w/ Fenced Yard
10.0 out of 10, Exceptional, (26 reviews)
"Great, secluded location far enough away for peace and quiet yet close enough to lots of fun activities."
United States
Kevin B.
The price is AU$510
includes taxes & fees
4 Mar - 5 Mar
# 1 on Ky. Bourbon Trail HOT TUB all distilleries
9.8 out of 10, Exceptional, (10 reviews)
"Very nice and clean home. And was equipped with what we needed. Would stay again if in that area."
United States
Pamela L.
The price is AU$451
includes taxes & fees
15 Mar - 16 Mar
Romantic Game Night | King Suite | Firepit | Patio

Cabin in Lawrenceburg

Original Circa 1818 Oak Lodge
9.4 out of 10, Exceptional, (53 reviews)
"Great communication. Very clean property."
United States
Alan D.
The price is AU$394
includes taxes & fees
12 Mar - 13 Mar
Original Circa 1818 Oak Lodge
10.0 out of 10, Exceptional, (33 reviews)
"It was very nice and clean and very comfortable! "
United States
Denise N.
The price is AU$534
includes taxes & fees
2 Mar - 3 Mar
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
8.8 out of 10, Excellent, (97 reviews)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
The price is AU$234
includes taxes & fees
2 Mar - 3 Mar
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
10.0 out of 10, Exceptional, (9 reviews)
"Nice and quiet street. Easy check in. Host was very responsive and made sure we were taken care of. "
United States
Michael D.
The price is AU$458
includes taxes & fees
3 Mar - 4 Mar
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

Holiday Home in Lexington

My Old Kentucky Home
10.0 out of 10, Exceptional, (27 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is AU$346
includes taxes & fees
23 Mar - 24 Mar
My Old Kentucky Home
9.6 out of 10, Exceptional, (86 reviews)
"Fantastic property!"
United States
Don F.
The price is AU$525
includes taxes & fees
15 Mar - 16 Mar
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, 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

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$226 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 10 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.