Aerial panorama of horse farms and fields close to the city of Midway, Kentucky

Midway Vacation Rentals

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Our top choices for Midway vacation rentals

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
The price is CA $252
CA $486 total
includes taxes & fees
Jul 19 - Jul 20
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

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, (4 reviews)
"The amenities were outstanding. The place was beautiful, clean, cozy and comfortable!"
United States
WILLIAM K.
The price is CA $368
CA $661 total
includes taxes & fees
Jun 28 - Jun 29
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!

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, (103 reviews)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
The price is CA $99
CA $233 total
includes taxes & fees
Jun 28 - Jun 29
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
10.0 out of 10, Exceptional, (41 reviews)
"This place was horrible. We did not stay. We checked out immediately and went to another place across the street."
United States
Latisha
The price is CA $85
CA $93 total
includes taxes & fees
Jun 24 - Jun 25
2 Full Beds | Non-Smoking, Micfridge

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (60 reviews)
"excellent place to visit we stayed one night and it was so peaceful relaxing and quiet, bed was super comfy i highly recommend staying here "
United States
Jennie B.
The price is CA $134
CA $252 total
includes taxes & fees
Jun 29 - Jun 30
Bourbon Trail Cabin on the Farm

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (9 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
The price is CA $113
CA $331 total
includes taxes & fees
Jun 24 - Jun 25
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

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
9.6 out of 10, Exceptional, (20 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
The price is CA $198
CA $355 total
includes taxes & fees
Jun 24 - Jun 25
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (149 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
The price is CA $113
CA $230 total
includes taxes & fees
Jun 24 - Jun 25
Lexington Apt. with parking & private entrance Preview listing

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (66 reviews)
"Absolutely beautiful accommodations that are within walking distance to the downtown Georgetown area. Jane and her pooch Sandy were divine. Will stay there again in the future."
United States
Laura ..
The price is CA $177
CA $331 total
includes taxes & fees
Jun 29 - Jun 30
East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (56 reviews)
"We really enjoyed our stay at Oak Lodge. Judi, was a great host and made sure our stay truly felt like vacation. Communication was great. The Oak Lodge is a special place, rich with history and charm. Very convenient location when visiting local distilleries. We would definitely book again. "
United States
Kerrie C.
The price is CA $212
CA $399 total
includes taxes & fees
Jun 24 - Jun 25
Original Circa 1818 Oak Lodge

Luxurious 1-bedroom with Free Parking

Luxurious 1-bedroom with Free Parking
Lexington
9.8 out of 10, Exceptional, (65 reviews)
"Great little getaway "
United States
Sara T.
The price is CA $96
CA $313 total
includes taxes & fees
Jul 7 - Jul 8
Luxurious 1-bedroom with Free Parking

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (57 reviews)
"Great place to stay!"
United States
Jeff S.
The price is CA $189
CA $448 total
includes taxes & fees
Jun 30 - Jul 1
Bourbon Trail Lakehouse - Pet Friendly!

My Old Kentucky Home

My Old Kentucky Home
Lexington
10.0 out of 10, Exceptional, (28 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is CA $110
CA $350 total
includes taxes & fees
Jun 30 - Jul 1
My Old Kentucky Home

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (57 reviews)
"Great place to stay while in the area for work. It was just as described, clean and well furnished with a definite retro vibe. Would absolutley stay again when in the area! "
United States
Jean E.
The price is CA $157
CA $204 total
includes taxes & fees
Jun 30 - Jul 1
Quiet-Country and Spacious Grandma's Duplex

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, (13 reviews)
"Great spot for a fun weekend."
United States
mike s.
The price is CA $158
CA $440 total
includes taxes & fees
Jun 24 - Jun 25
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (134 reviews)
"Location is perfect for Bourbon trail. House is clean and just as advertised. Great stay!"
United States
Kris H.
The price is CA $219
CA $418 total
includes taxes & fees
Jun 28 - Jun 29
2 Bed/2 Bath/Game Room

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lexington
9.4 out of 10, Exceptional, (93 reviews)
"We love the location of this little house. This is the second time we have stayed there and plan to use it every time we're in Lexington."
United States
Carol M.
The price is CA $205
CA $378 total
includes taxes & fees
Jun 24 - Jun 25
Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (20 reviews)
"Loved the location to all the things we wanted to do! Great restaurants etc!"
United States
Sandra L.
The price is CA $135
CA $340 total
includes taxes & fees
Jun 28 - Jun 29
The Bourbon Garage- walking distance to Buffalo Trace!

Cecil's Cozy Cottage

Cecil's Cozy Cottage
Lexington
9.4 out of 10, Exceptional, (84 reviews)
"Very clean and well appointed "
United States
Allison
The price is CA $163
CA $319 total
includes taxes & fees
Jun 25 - Jun 26
Cecil's Cozy Cottage

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, (90 reviews)
"It was a nice stay"
United States
Teresa M.
The price is CA $99
CA $233 total
includes taxes & fees
Jun 28 - Jun 29
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Midway. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Midway?

Yes, you can find vacation rentals near top points of interest in Midway, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental in Midway?

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail: Visitors like this Midway vacation home rental. It is located on a river and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Midway?

With 9 Expedia vacation rentals, you're sure 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 Lexington Ice Center, or get outside and enjoy nature at Masterson Station Park. In the larger area, you’ll find Equus Run Vineyard & Winery and The Kentucky Castle.

What’s a vacation rental in Midway like?

Vacation rentals are private properties you can stay in for several days or longer in Midway. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.