Midway Holiday Rentals

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Our top choices for Midway holiday rentals

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
10.0 out of 10, Exceptional, (2 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 NZ$777
includes taxes & fees
8 Feb - 9 Feb
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

Bourbon Trail: Caboose on the Farm
Lawrenceburg
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 NZ$382
includes taxes & fees
19 Feb - 20 Feb
Bourbon Trail: Caboose on the Farm

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23 reviews)
"The cottage was wonderful! Just what we needed and wanted. Jennifer is a great host and we will certainly stay again if the opportunity arises. "
United States
Matt T.
The price is NZ$531
includes taxes & fees
8 Feb - 9 Feb
Five Minutes from Keeneland!

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (122 reviews)
"Great central location for our stay! Than you so much. Would absolutely recommend this to everyone!"
United States
Patrick
The price is NZ$348
includes taxes & fees
19 Feb - 20 Feb
2 Bed/2 Bath/Game Room

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.8 out of 10, Exceptional, (15 reviews)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is NZ$411
includes taxes & fees
18 Feb - 19 Feb
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Stamping Ground
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 NZ$351
includes taxes & fees
8 Feb - 9 Feb
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (12 reviews)
"We stayed for our anniversary and visited some of the distilleries in the area. Our cabin was so cool and our stay was great. We would definitely book again"
United States
Evan C.
The price is NZ$595
includes taxes & fees
8 Feb - 9 Feb
Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (49 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 NZ$296
includes taxes & fees
8 Feb - 9 Feb
Bourbon Trail Cabin on the Farm

East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay
Georgetown
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 NZ$381
includes taxes & fees
1 Mar - 2 Mar
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Bourbon Trail Getaway | Hot Tub • Fire Pit

Bourbon Trail Getaway | Hot Tub • Fire Pit
Lawrenceburg
10.0 out of 10, Exceptional, (24 reviews)
"Convenient location for the purpose of our stay."
United States
Scott S.
The price is NZ$669
includes taxes & fees
8 Feb - 9 Feb
Bourbon Trail Getaway | Hot Tub • Fire Pit

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (53 reviews)
"Great communication. Very clean property."
United States
Alan D.
The price is NZ$470
includes taxes & fees
2 Mar - 3 Mar
Original Circa 1818 Oak Lodge

Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.6 out of 10, Exceptional, (4 reviews)
"The cabin is located on a huge beautiful farm. When it wasnt raining we enjoyed hiking the trails and checking out the wild life.will definitely consider staying again!"
United States
Crystal S.
The price is NZ$472
includes taxes & fees
8 Feb - 9 Feb
Scenic Highgrounds Modern Cabin - Chicory

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

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Georgetown
9.6 out of 10, Exceptional, (25 reviews)
"Worked out perfect for a game day weekend."
United States
Colby H.
The price is NZ$558
includes taxes & fees
9 Feb - 10 Feb
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Frankfort
10.0 out of 10, Exceptional, (32 reviews)
"very clean, bedrooms spacious, horses and other animals made for very nice stay."
United States
Richard N.
The price is NZ$491
includes taxes & fees
17 Feb - 18 Feb
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
Lexington
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 NZ$540
includes taxes & fees
8 Feb - 9 Feb
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

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, (33 reviews)
"It was very nice and clean and very comfortable! "
United States
Denise N.
The price is NZ$594
includes taxes & fees
22 Feb - 23 Feb
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (50 reviews)
"Great place to stay!"
United States
Jeff S.
The price is NZ$413
includes taxes & fees
19 Feb - 20 Feb
Bourbon Trail Lakehouse - Pet Friendly!

# 1 on Ky. Bourbon Trail HOT TUB all distilleries

# 1 on Ky. Bourbon Trail HOT TUB all distilleries
Lawrenceburg
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 NZ$595
includes taxes & fees
8 Feb - 9 Feb
# 1 on Ky. Bourbon Trail HOT TUB all distilleries

My Old Kentucky Home

My Old Kentucky Home
Lexington
10.0 out of 10, Exceptional, (27 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is NZ$407
includes taxes & fees
1 Mar - 2 Mar
My Old Kentucky Home

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
10.0 out of 10, Exceptional, (19 reviews)
"Awesome place, it was clean and spacious! "
United States
Ben M.
The price is NZ$735
includes taxes & fees
9 Feb - 10 Feb
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
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 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 NZ$237 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?

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. 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.